WordPress VIP, the enterprise division of Automattic, is the world’s leading agile content management platform. Our suite of open solutions and services brings the ease and agility of WordPress to the world’s largest enterprises. Our large and growing ecosystem of technologies, services, and integrations is designed to bring the freedom and power of open source to our customers, who include Meta, CNN, Salesforce, and hundreds more.

The Support Engineer role is responsible for providing advanced technical support to our enterprise customers, serving as an escalation point for complex issues that require deeper investigation. In this customer-facing role, you will handle challenging debugging scenarios, troubleshoot intricate application and platform issues, and help resolve problems that go beyond standard support workflows. You’ll work primarily through Zendesk tickets, collaborating closely with Support Engineers and Customer Success Engineers to ensure timely, high-quality resolutions while building your technical expertise and customer relationships.

You’ll serve as a technical resource for both customers and internal teams, bridging support and specialized engineering functions in high-impact situations. Support is provided 24/7, so scheduled weekday and weekend shifts, on-call rotations, as well as some holiday and evening availability, will be a requirement. Our customers are global and rely on our team to provide expedient support at any time of day.

About You

• You are a technical problem-solver who thrives on helping customers. You may have a background in WordPress development, technical support, or agency work, and you’re ready to take on more complex challenges while continuing to build your engineering skills. You enjoy the variety of working with a wide spectrum of interesting global customers.
• You never stop learning. You have a willingness to rapidly learn new technologies and deepen your expertise in areas like PHP, JavaScript, and the WordPress ecosystem. You’re excited by the challenge of debugging unfamiliar applications and expanding your technical toolkit.
• You are curious and love to dig deeper. When an issue is escalated to you, you’re not satisfied with surface-level fixes. You’re driven to understand the root cause and to document what you learn, so the team can benefit from your investigation.
• Communication is our oxygen and the basis of everything we do. You have excellent written English and can communicate technical concepts to customers and colleagues, even when things go wrong. You know how to translate complex debugging findings into clear, actionable guidance. You like actively solving problems, and helping others solve them too. You enjoy collaborative troubleshooting, whether that’s pairing with a Support Engineer on a tricky ticket, or consulting with a CSE on a deeper platform issue. Customer support, and what you learn solving customer problems, drive you.
• You are passionate about customer success and team growth. You love working directly with customers and find satisfaction in mentoring teammates. Experience in a technical support environment—especially enterprise WordPress support—is highly valued.

Technical Requirements

• WordPress expertise with a solid understanding of core concepts, including themes, plugins, hooks and filters, WP-CLI, imports, and common troubleshooting patterns. Familiarity with the block editor (Gutenberg) and ecommerce solutions (WooCommerce) is a plus.
• Proficient in reading and troubleshooting code in multiple languages, including HTML, CSS, PHP, and JavaScript. You should be comfortable navigating unfamiliar codebases to identify issues and able to write small code snippets or patches when needed.
• Understanding of web technologies, including REST APIs, HTTP, DNS, domain management, and version control (primarily Git). Familiarity with reverse proxy configurations and caching layers is helpful but not required.
• Familiarity with software engineering practices, including coding standards, source control workflows, and basic testing concepts. Experience working alongside engineering teams or contributing to team repositories is valued.
• Solid understanding of performance and scalability concepts in WordPress environments, including common causes of slow queries, caching strategies, and resource optimization. Security awareness and familiarity with common vulnerabilities are welcome but not required.
• Comfortable using monitoring and debugging tools such as New Relic, Kibana, or similar platforms to investigate application behavior, identify errors, and trace performance issues.

Requirements

• US-based position. Candidates must be based in the United States, undergo background checks as required, and hold American citizenship.
• Self-motivated and collaborative work ethic. Self-starters who love taking initiative and seeing things through to completion do well on our teams. 
• Strong troubleshooting abilities. You can take complex problems and break them down systematically, identifying root causes through methodical investigation. You know how to gather the right information, isolate variables, and work toward resolution—or clearly document your findings when escalating.
• Experience in customer-facing technical roles. You’ve worked directly with customers in a support, agency, or consulting environment, and understand how to balance technical accuracy with clear, empathetic communication. Experience in enterprise WordPress support or a similar environment where customers expect fast, personal responses is an advantage.

What to Expect

Your day-to-day work will include:

• Providing high-quality technical support and consultation through Zendesk tickets and customer calls.
• Handling escalated customer issues that require deeper investigation, including urgent tickets and complex debugging scenarios.
• In-depth debugging that requires close examination of logs, analysis of customer codebases, and collaboration with engineering teams.
• Providing technical guidance to customers on WordPress best practices, performance optimization, and common implementation patterns.
• Building and updating internal and customer-facing documentation.
• Contributing to the continuous improvement of our platform, processes, and customer experience.

Support is provided 24/7, so scheduled weekday and weekend shifts, as well as some holiday and evening availability, will be a requirement. There will be on-call rotations involving work with government contracts.

Salary range: $55,000 to $85,000 USD – Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. 

What to Expect from Our Process

We know that applying to jobs can be stressful, and we want to ease the anxiety by providing clear expectations up front about what to expect from our process. We’ve outlined everything you need to know here, including all of the steps in the process, as well as how we approach hiring. We’re always iterating, so please feel free to offer feedback on what else we can include there to improve the hiring experience.

About the Team

We are foremost engineers, though our backgrounds and experiences in life and career vary. We typically have a deep background in either WordPress development itself (some of us are long-time developers/contributors, experienced themers, or plugin developers) and/or the web (others of us are devs with backgrounds in media or general technology). All of us have a deep interest in code and learning, plus a commitment to open source, WordPress, and the future of the open web.

As passionate advocates for our customers, we are unafraid of ambiguous or challenging situations involving code, people,, or both. We understand the wider and human contexts of technical decisions and are able to communicate effectively across cultures and organizations, even in difficult situations.. We are most engaged when solving truly interesting problems collaboratively. We care about our customers and share a commitment to helping them achieve their business and creative goals. #LI-DNI

At Automattic, our Happiness Engineers are the creators and protectors of the customer experience. We take this seriously – every Automattic employee, regardless of role, spends their first two weeks in support and does a one-week rotation annually.

Happiness Engineers introduce our customers to the possibilities of the open web. We teach, instruct, and solve technical problems so that our customers can achieve their publishing and commerce goals. We also advocate for our customers internally, to help build better tools and products to serve their ever-changing needs. 

You can read more about Automattic’s company values here. 

About the Job

As a Happiness Engineer (“HE”), you'll spend around six self-scheduled hours per day helping customers via email and live chat, with constant peer support through Slack. We're fully remote but communicate heavily – expect continuous interaction with both customers and teammates. HEs typically work 1-2 weekend days per month (with equivalent flex days off during the week). This is a snapshot of what the work looks like today, but customer service needs and norms are constantly evolving, and our daily work evolves with it, so your week might look quite different six months from now.  

Beyond customer support, you'll help elevate our entire customer experience by identifying problems before they arise, finding efficiency improvements, and piloting new services like onboarding calls. We want people who thrive on change and jump at new initiatives, plus those who love mentoring peers and making everyone around them better.

Our ideal hire has built a career in customer service and is genuinely motivated by having meaningful, substantive conversations with customers every single day. We’re looking for ambitious, motivated people who want to create a world-class experience every time our customers use our products.

Career Growth as a Happiness Engineer

We view support as a long-term career, not a stepping stone. Some of our most valued HEs have been here for a decade or more. We also strongly believe in growing and challenging our employees, and we promote internally for leadership (including senior leadership). In addition to leadership, Happiness work spans a broad range of functions, and new teams and roles are being introduced on a regular basis. In this role, you’ll have many opportunities to build new skillsets and to work on new initiatives with product, marketing, talent, data, and more. Our Happiness Engineers have transitioned to roles in every possible capacity, both within Happiness and all across Automattic.

What We’re Looking For

• WordPress and/or WooCommerce experience - While you don’t need to have a background in professional WordPress support, you do need hands-on experience beyond just building a couple of personal sites. Be specific about your background in your application.
• Customer support experience - You've worked in technical support, customer experience, or customer success, ideally with high-volume end users, and loved it.
• Initiative and impact - You've gone beyond daily tasks to improve things at your company, with measurable results. Boosted retention? Created efficient solutions? Delivered strategic insights? Tell us.
• Exceptional communication - You build trust with developers, agencies, enterprise clients, and non-technical users alike. Fluent English is required (multilingual is a bonus).
• Self-starter mentality - You're independent, you never miss deadlines, and you thrive in a high-autonomy environment. You learn on the job and manage your workload without heavy oversight.
• Unique expertise - Whether you're a deeply technical troubleshooter, eCommerce expert, experienced leader, or operational genius, tell us how your background makes you perfect for this role. We value diverse experiences!
• AI fluency - You actively use AI tools to do better work, not just as a search engine. You've moved beyond prompting into building workflows, automations, or tools that create real value — for yourself or others. Whether you've shipped a Claude Code project, designed team-level processes around AI, or done something in between, you understand that AI is changing how we work.

Salary range: $40,000-$68,000 USD - Please note that salary ranges are global, regardless of location, and we pay in local currency. We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated. 

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

WordPress doesn’t try to keep its users inside walled gardens, a rare thing in a world that is dangerously moving away from the open web. Instead, WordPress gives them the freedom to build a business website, an online store, or a personal blog – the way they like it. Big sites or small, using the community-run open source project or Automattic’s WordPress.com, vanilla or customized with hundreds of plugins, WordPress users always get to own and control their data, their expression, and their freedom.

We’re always looking for talented and experienced engineers worldwide, excited to help Automattic’s product ecosystem, and join our mission to make the web a better place. 

What have we worked on recently?

• AI is at the heart of many new product developments and powers a lot of our day-to-day development workflows.
• WooCommerce is the most popular and most flexible e-commerce platform on the web. We're working tirelessly on giving you all the control, while keeping the platform fast and stable.
• Gutenberg is a new block-level editor for WordPress with clean abstractions for users, too, not just developers.
• Tumblr is a microblogging social network where users create, share, and follow what they love.
• To view more of our recent work, check out our longer product list on Automattic.com.

How do we work?

• We’re kind to each other and our users – we build a positive, supportive, and inclusive culture of cohesive teams focused on building useful products for our customers.
• We work as a global and distributed workforce resulting in a unique way of working built around our creed. 
• We offer flexible work arrangements allowing our team members to work when they feel best.
• We open-source! We’re cool with open-sourcing everything except passwords, or secret keys.
• We ship often, deploying many times daily with the help of peer code review, continuous integration, and our global workforce in over 70 countries.
• We welcome collaboration, and you can be involved in any discussion across our many communication channels.
• We encourage you to learn and develop and we support you with what you need – covering expenses, easy internal mobility, coaching.

Enough about us, let‘s talk more about you. Working at Automattic might be a good fit if:

• You care and often obsess over the quality and the details of your work.
• Debugging any problem is a fun challenge and not a chore.
• Understanding the layers of abstraction below and above your work isn't something extra, but how you operate.
• You have production experience with several programming languages, frameworks, and paradigms. We mostly use PHP and JavaScript at Automattic, we expect you to be comfortable with the idea of becoming an expert in these languages, even if being one isn't a requirement to apply.
• In your mind abstraction is associated as much with cost as it is with value.
• You have experience working at scale – it can be on the backend and performance side, or via the complexity of interacting with a multi-million diverse userbase.
• Are open and able to travel 3-4 weeks per year to meet up with your teammates in person.

These are exciting times at Automattic and you’ll have a unique opportunity to shape the future of our products. Join us! We look forward to hearing from you.

Curious who works in engineering at Automattic? Meet our Code Wranglers – Brandon, Jeremy, Mark, Jennifer, Roy and Kat! 

What to Expect:

We know applying to jobs can be stressful and we want to ease the stress by giving clear expectations upfront about our process. We’ve outlined everything you need to know here including all of the steps in the process as well as how we approach hiring. 

Please note that we are paying extra attention to your answers to the questions in the application form. They are a significant part of the hiring process, and we will review them just like we would review any other step of the hiring process. We’re always iterating so if you happen to join us in the process, please feel free to offer feedback on what else we can include there!

Salary range: $70,000-$170,000 USD. Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-Remote

WP Cloud powers WordPress at scale, and security is a critical part of that foundation. We’re expanding our security team to support WP Cloud, while also contributing to the protection and intelligence provided by WPScan and Jetpack Protect. As a Security Researcher, you will analyze vulnerable and malicious code, track emerging threats, and help build the tools and processes that detect, prevent, and remediate malware and other security issues across the WordPress ecosystem. If you have a knack for solving puzzles and a passion for documenting and operationalizing solutions, this is a great opportunity to make a broad impact.

The Senior Security Engineer position might be a good fit if you:

• Enjoy securing and protecting websites and applications.
• Have at least 3 years of experience as a security researcher, or equivalent experience investigating vulnerabilities, malware, or other threats.
• Understand threat models, security threats, vulnerabilities, and common attack vectors such as XSS, injection, hijacking, social engineering, and so on, along with how to mitigate them.
• Have experience with PHP and some exposure to software engineering.
• Are highly collaborative, and love participating in code reviews and discussions about architecture or design.
• Have a strong ability to use AI tools effectively to accelerate your work, improve analysis, and enhance the quality of your solutions.
• Are open, and able, to travel 2-3 weeks per year to meet up with your teammates in person.

Extra Credit:

• Experience with penetration testing and associated tools.
• Previous experience with malware detection systems.
• Reported vulnerabilities in the past.
• Know your way around WordPress and its file and database structures.
• Have experience writing and debugging WordPress plugins and themes.

Speaking of interests and skills, here are some areas in which you can grow and have further impact in the future at the company:

• Leadership – we offer a variety of leadership options to those who have an interest, including becoming a team lead and managing releases.
• Learning and development – we have a generous personal development budget and encourage you to grow your skills through courses, books, and conferences.
• Architecture – we encourage developers to build expertise in the systems they work with, guide their evolution, and mentor other developers working on them.
• Engineering effectiveness – we believe in helping other developers become more effective through tools, practices, cross-team collaborations, and process 

Compensation and Benefits

Salary range: $70,000-$170,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-Remote

At Pressable, we’re looking for a Senior Technical Account Manager to help elevate and standardize our post-sales motion. Partnering closely with leadership, you will manage a high-value portfolio while helping codify the playbooks that will scale our existing TAM organization.

You are the primary technical point of contact for your portfolio of accounts once they’re live on Pressable, responsible for their successful onboarding, ongoing platform health, performance optimization, escalation resolution, and long-term retention.

This is a post-sales role. You partner with Sales on renewals and high-value expansion conversations within your existing accounts, but your primary focus is on customers who have already chosen Pressable. Net-new prospect demos and pre-sales technical evaluations belong to the Solutions Engineer. Your job is to make sure the customers we’ve already won stay, grow, and succeed on our platform.

As a Technical Account Manager, you will:

• Own the post-sale technical relationship for a named portfolio of accounts; you are their primary technical partner from go-live onward.
• Lead new customers through onboarding, building on the handoff documentation from the Solutions Engineer to ensure a smooth, well-understood transition to Pressable, and setting them up for long-term success.
• Conduct regular Business Reviews (QBRs) with your accounts to review platform health, performance trends, upcoming projects, and strategic opportunities—completed on cadence, documented, and followed through.
• Proactively monitor customer health signals—performance metrics, error rates, uptime data, engagement indicators—and intervene before issues become escalations or churn risks.
• Serve as the primary technical escalation path for your accounts. Own complex issues end-to-end, coordinating with Support and Engineering as needed, with a bias for root-cause resolution over repeated symptomatic fixes.
• Drive WordPress platform health across your portfolio: performance audits, caching/CDN optimization, PHP worker tuning, and proactive recommendations tailored to each customer’s environment and business goals.
• Identify and drive expansion opportunities (plan changes, additional services, upsells) within your existing book of business, and partner with Sales on renewals and account planning.
• Provide advocacy and strategic technical guidance that helps customers plan ahead and build solutions that proactively improve their WordPress health on Pressable.
• Collect and relay structured customer feedback—patterns, pain points, product gaps—to Product and Engineering, serving as the voice of your accounts internally.
• Maintain detailed records of customer interactions, technical issues, and resolutions in P2 and Linear, building a durable knowledge base that underpins Support, Sales, and future TAM engagement.
• Contribute to the Solutions → Support knowledge pipeline by documenting resolved escalations, known issues, and account-specific context so that Support can resolve similar issues independently at scale.
• Demonstrate expert-level AI fluency as a core part of your daily workflow—for log analysis, audit summarization, health reporting, escalation documentation, and business review preparation—and use AI to operate at higher quality and scale across your account portfolio while helping define what effective AI-augmented TAM work looks like at Pressable.
• Drive customer-specific innovation by challenging customers to adopt new deployment models, explore AI-assisted developer workflows, and reimagine how their systems interact so they can achieve an AI-first architecture with less manual oversight and human intervention.

About you:

You are motivated by retention: by knowing your accounts deeply, solving their hardest problems, and earning the kind of trust that makes customers advocates for Pressable. You transition from reactive to proactive naturally. You would rather catch a performance issue during a health review than be paged when a site goes down.

You are organized, composed under pressure, and skilled at managing multiple concurrent account relationships without losing context or quality. You enjoy working with everyone from developers and agency partners to GMs and VPs. You possess deep operational knowledge and enjoy collaborating with leadership to turn your individual success into repeatable team playbooks.

You are a natural mentor and systems-thinker. You enjoy testing new engagement models, proving their value, and documenting your workflows so the rest of the team can adopt them.

In addition, you have experience with:

• Managing a named book of post-sale accounts as a Technical Account Manager, Customer Success Engineer, or similar. You know what it means to own a relationship, not just a ticket queue.
• Conducting regular business reviews and account planning sessions with mid-market or agency customers.
• Proactively monitoring and improving customer health using tools like GTMetrix, Lighthouse, Google PageSpeed Insights, WP-CLI, and wp-doctor.
• Owning complex technical escalations end-to-end—from initial triage through root-cause resolution and post-fix verification.
• Gauging customer engagement, health, and churn risk signals and translating those into timely, structured interventions.
• Collaborating with Sales on renewals and expansion within your existing book—not generating net-new pipeline, but deepening and growing what’s already there.
• Creating structure in ambiguous situations, specifically around standardizing messy customer architectures and defining clear handoff playbooks with Support and Implementation.
• Fluency with AI tools as a daily accelerant: you use AI for log analysis, performance diagnostics, audit summarization, escalation documentation, and business review prep as a matter of course. You have a clear sense of when to trust versus verify AI output, and you help define what effective AI-augmented TAM work looks like across the team.
• Building and maintaining customer documentation—audit findings, account history, technical notes—in a structured, searchable format that outlasts any individual.
• Effective problem-solving, conflict resolution, and context-switching across multiple accounts and concurrent workstreams.
• Distilling customer goals and wish lists into concrete next steps and clear plans of action.
• Remaining undaunted while managing risks in high-stakes situations.
• Deep understanding of web hosting infrastructure and server-side performance. 
• 2+ years of advanced technical experience with WordPress (Required). You must deeply understand WP core, database architecture, and application-level troubleshooting, paired with a strong foundation in web hosting infrastructure and server-side performance.
• Outstanding verbal and written communication skills to effectively interact with both technical and non-technical stakeholders.
• In-depth knowledge of WordPress and managed hosting, with the ability to translate complex technical concepts into clear business implications for customers and partners.
• Strong organizational and project management skills to manage a named account portfolio with consistent quality across all relationships.
• Experience transitioning a reactive, support-heavy book of business into a proactive, health-driven portfolio.

Success in this role looks like:

• Net Revenue Retention (NRR) on your account portfolio: retention and expansion are your primary scoreboard.
• High customer health scores across your accounts, with measurable improvement from go-live through 90 days.
• Business Reviews completed on cadence for all active accounts, with documented action items and clear follow-through.
• A tiered engagement framework is successfully tested and documented, setting the standard for how the entire TAM team conducts Business Reviews and health checks.
• Low escalation recurrence: complex issues get root-cause resolved, not repeatedly patched.
• Strong customer, Sales, and Automattic for Agencies (A4A) sentiment on the quality, responsiveness, and strategic value of their TAM relationship.
• Support burden is reduced on your accounts over time, driven by proactive interventions and effective knowledge transfer.
• Expansion revenue attributed to TAM-identified opportunities within your existing book of business.
• Repetitive post-sales tasks—health report generation, audit summarization, QBR prep, escalation documentation—are automated or AI-assisted wherever possible, freeing your time for the high-judgment relationship and advisory work that only you can do.

About Pressable

Founded in 2010, Pressable is a world-class managed WordPress hosting provider that specializes in scalable, highly available services for agencies, builders, developers, and businesses.

With industry-leading performance, 24/7 expert support, an award-winning control panel, advanced developer tools, and seamless integrations with WooCommerce and Jetpack, Pressable provides the tools you need to reliably manage your WordPress websites with ease.

Salary range: $80,000 - $130,000 USD. Please note that while salary ranges are presented here in USD, we will pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Pressable. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

Perks & Benefits of Joining Pressable!

• Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision).
• Matching 401(k) for US-based staff. 
• Life and Disability Insurance for US-based staff (100% Paid Life, & LTD).
• Work from home with home office setup and coworking allowances.
• Open vacation policy (no set number of days per year). 
• Hardware and software, books or conferences that promote continued learning.

So, are you ready to embark on this thrilling WordPress adventure? We can’t wait to welcome you to the Pressable team and empower you to make the web a better place. Come join us in crafting an exceptional customer experience and revolutionizing the world of WordPress hosting. Apply now and let’s build something amazing together!

Pressable is hiring a Senior Solutions Engineer to own our pre-sales engineering motion and help us win and onboard the right customers.

As our founding pre-sales individual contributor, you’ll partner directly with the VP to define and codify our technical sales motion. 

You will partner with Account Executives and Agency Partners to qualify opportunities, architect the right solutions, build confidence through demonstrations and migration planning, and ensure new customers land on our platform with a clear path to success. 

Your primary motion is proactive and deal-oriented: guiding prospects through technical discovery and solution definition while effectively differentiating Pressable’s products and services and setting prospects up for successful handoff to Customer Success teams.

This role is ideal for someone equally comfortable talking to executives about business outcomes and logging into a server to audit a slow query or benchmark a migration environment.

As a Solutions Engineer, you will:

• Own the technical pre-sales process end-to-end, from discovery and solution design through product demonstrations, technical proposals, and migration planning for prospective customers.
• Partner closely with Sales, Woo, and Automattic for Agencies (A4A) on strategic opportunities, leveraging your technical expertise to become the trusted advisor to prospect developer teams, IT and operations teams, and leadership.
• Lead technical discovery conversations that surface architecture complexity, risk, and opportunity, and use those findings to build a compelling, right-sized solution for each prospect.
• Architect migration plans for complex sites (single-site, Multisite, WooCommerce), including database moves, DNS strategy, caching/CDN configuration, performance tuning, and risk mapping, and then hand off cleanly to the TAM or migration team for execution.
• Run pre-migration performance benchmarks and document the case for how Pressable will measurably improve a prospect’s current environment (TTFB, page load, stability, ops savings).
• Design and implement a scalable pre-sales engagement model, creating reusable assets (demo environments, standard performance benchmarks, technical qualification frameworks) that empower Account Executives to confidently close standard deals without SE intervention.
• Conduct competitive analysis and position Pressable against other hosts (WP Engine, Kinsta, Pantheon, etc.) with clear, factual TCO and performance comparisons.
• Represent Pressable in the broader WordPress community—at WordCamps, agency partner events, webinars, and through published content—building Pressable’s reputation as the technical choice for serious WordPress professionals.
• Feed structured, field-sourced insights back to Product and Engineering from what you’re seeing in pre-sales conversations, contributing to roadmap decisions and sales positioning.
• Provide a clean, documented handoff to the TAM at deal close, including full context on the customer's architecture, risk areas, goals, open items, and first-90-days priorities.
• Push the boundaries of AI in hosting by going beyond day-to-day usage: experiment with new AI-driven ways to work with the application layer, redesign how customers interact (or don’t need to interact) with the platform, and integrate adjacent systems; then turn field learnings into commercially grounded, AI-powered product ideas (for example, auto-generated performance analyses, migration runbooks, or risk maps) that expand what the platform can do for prospects and accounts.
• Steer discussions with senior prospect leadership regarding technical and product strategy, trade-offs, and risk management during the evaluation process.

About you:

You are motivated by winning; by building technical conviction in a prospect, removing the last objection, and watching a complex deal close because of the work you did. You operate proactively, create structure in ambiguous situations, and build assets that outlive any single deal.

You’re an expert at experimenting with AI tools to remove friction and accelerate your pre-sales workflow, while keeping human judgment in the loop. You view the handoff to the TAM as a core deliverable, not an afterthought—because a clean handoff is what makes the rest of the customer journey work.

In addition, you have experience with:

• Leading the technical pre-sales motion for a SaaS, managed hosting, or platform product.    You’ve been the person who wins or loses the technical evaluation, and you've learned from both.
• Collaborating closely with Sales teams as their technical sales partner, on primarily pre-sales solutions engineering, implementation planning, and driving new revenue opportunities.
• Building technical proposals, architecture documents, and migration runbooks for complex WordPress environments.
• Translating performance and reliability improvements into clear commercial value for customers: conversion, revenue, support load reduction, operational savings.
• Competitive positioning: you’ve done TCO analyses, RFP responses, and head-to-head comparisons, and you know how to play to your platform’s  strengths.
• Influencing prospect decisions using tools like GTMetrix, Lighthouse, Google PageSpeed Insights, WP-CLI, and wp-doctor.
• Evaluating and selecting AI and automation tools that improve observability, troubleshooting, and proposal quality without adding unnecessary complexity.
• Community presence: you've spoken at WordCamps, published technical content, or contributed to the WordPress ecosystem in ways that build credibility with agency and developer audiences.
• Remaining composed and decisive in high-stakes, fast-moving sales situations.
• Distilling customer goals and complex technical requirements into concrete next steps and clear proposals.
• Proven experience in solutions engineering or technical pre-sales within the web hosting or CMS ecosystem. You must possess a deep understanding of modern web architectures and server-side performance, paired with the aptitude to rapidly master Pressable’s specific WP Cloud infrastructure.
• 2+ years of WordPress development experience (required). 
• 5+ years of overall experience in solutions engineering, pre-sales, or technical consulting preferred.
• Outstanding verbal and written communication skills to effectively interact with both technical and non-technical stakeholders.
• In-depth knowledge of WordPress and managed hosting, with the specific ability to articulate the distinct advantages of WP Cloud over traditional containerized or shared managed hosting.
• Strong analytical and problem-solving skills to diagnose and scope technical risk quickly during the pre-sales cycle.
• High attention to detail in technical specifications, proposals, and migration plans.
• Ability to work collaboratively with Sales, Support, Product, and Engineering to build a cohesive, winning technical narrative.
• Drive customer-specific innovation by thinking like a senior architect: challenging customers to adopt new deployment models, explore AI-assisted developer workflows, and reimagine how their systems interact so they can achieve an AI-first architecture with less manual oversight and human intervention.

Success in this role looks like:

• Higher technical win rate on strategic deals where you are involved. This is your primary metric.
• Establish clear Rules of Engagement (ROE) with the Sales team, defining exactly when and how the Solutions Engineer is attached to an opportunity to maximize pipeline velocity and technical win rates.
• Pipeline velocity increases on complex opportunities through fast, confident technical qualification.
• High-quality pre-sale handoffs to the TAM that require minimal rework post-close.
• Measurable performance gains documented in proposals between the prospect’s  current environment and Pressable.
• Strong feedback from Sales, A4A Partner Managers, and Agency Partners on the clarity of your plans and the credibility you add to their process.
• Reusable pre-sales assets that improve Sales’ and A4A’s ability to handle standard deals without Solutions Engineer involvement.
• Documented improvements in proposal quality, deal cycle time, or migration planning accuracy, driven by effective use of AI and automation in your workflow.
• Pressable’s technical brand grows in the WordPress community through your visibility and contributions.
• Repetitive pre-sales tasks—benchmark reporting, runbook generation, proposal drafting, log triage—are automated or AI-assisted wherever possible, freeing your time for the high-judgment work that only you can do.

About Pressable

Founded in 2010, Pressable is a world-class managed WordPress hosting provider that specializes in scalable, highly available services for agencies, builders, developers, and businesses.

With industry-leading performance, 24/7 expert support, an award-winning control panel, advanced developer tools, and seamless integrations with WooCommerce and Jetpack, Pressable provides the tools you need to reliably manage your WordPress websites with ease.

Salary range: $120,000 - $180,000 USD OTE. Please note that while salary ranges are presented here in USD, we will pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Pressable. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

Perks & Benefits of Joining Pressable

• Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision).
• Matching 401(k) for US-based staff. 
• Life and Disability Insurance for US-based staff (100% Paid Life, & LTD).
• Work from home with home office setup and coworking allowances.
• Open vacation policy (no set number of days per year). 
• Hardware and software, books or conferences that promote continued learning.

So, are you ready to embark on this thrilling WordPress adventure? We can’t wait to welcome you to the Pressable team and empower you to make the web a better place. Come join us in crafting an exceptional customer experience and revolutionizing the world of WordPress hosting. Apply now and let’s build something amazing together! #LI-Remote

At WooCommerce, we’re on a mission to democratize commerce. Millions of merchants around the world build their businesses with our open-source platform, and we’re scaling how we support them.

Specifically, we’re scaling our B2B merchant acquisition efforts and are looking for a Senior Revenue Operations Manager to help build our Revenue Operations function largely from the ground up. This role goes beyond optimizing what exists today: it involves designing systems, processes, and data foundations that don’t yet fully exist, while ensuring they can scale thoughtfully over time.

You’ll partner closely with Sales and Customer Success leadership as a trusted operational and analytical partner, helping establish the foundations that enable clear decision-making, effective execution, and predictable growth.

This is a senior individual contributor role with significant ownership and influence. Your work will directly shape how we operate today and how we scale going forward.

What You’ll Do

• First 90 days: Build core dashboards, identify process/data gaps, establish remediation plans.
• First 180 days: Create capacity and territory models, map the full tech stack and integrations, define the attribution model.
• First 12 months: Achieve predictable forecasting (within ±10%) and establish a scalable enablement foundation.

Day to day, Week to week, Month to month

Systems & Data Foundation

• Own vendor relationships, tools, and integrations (Salesforce, Gong, ChiliPiper, etc.).
• Establish data quality standards, access controls, and governance practices.
• Build durable dashboards and ad hoc reporting that clearly answer “where are we vs. target?”
• Perform ongoing process and data gap analysis, prioritizing practical improvements while keeping long-term scalability in mind.
• Evaluate and implement technology or process improvements to support revenue growth.

CS & Sales Enablement

• Operationalize CS function: customer health, churn prediction, renewal workflows, escalation paths, expansion playbooks.
• Create rules of engagement between Sales and CS for complex GTM.
• Build enablement function infrastructure (topics/process/schedule—not training delivery).

Strategic Revenue Support

• Build tracking for strategic/payment partner merchants critical to NRR.
• Analyze performance trends to guide strategy: win/loss, deal cycle length, seasonality, retention, segmentation bands, and customer bands.
• Create capacity planning models based on pipeline velocity and customer growth.
• Territory planning, quota setting, and compensation administration.
• Support pricing and packaging changes with data and tracking.
• Support mid-funnel pipeline reviews and Sales/CS QBRs.
• Identify and surface GTM and CS inefficiencies through data analysis.
• Build merchant health scoring, expansion potential tracking, and red-to-green workflows.
• Design reporting that gives executives visibility, managers clarity, and reps actionable insights—from pipeline health to forecasting accuracy.

You Might Be a Fit If

• You’ve built RevOps from scratch (6–8+ years of experience, including at least one 0→1 build or major foundation reset).
• You’re deeply data-driven, with a mindset of “if the data isn’t there, how do we get it?”
• You’re comfortable speaking truth to power, using data to surface trade-offs and inform decisions, even when conversations are uncomfortable.
• AI is a strength, not a buzzword—you can point to concrete examples of how you use it in your current role.
• You’re hands-on technically, with strong Salesforce experience (flows, integrations) and comfort working with data (e.g. SQL or Python), not just point-and-click tooling.
• You know the RevOps tooling landscape, and have good judgment about what actually works at scale.
• You’re pragmatic and intentional, balancing short-term fixes with longer-term system design.
• You can partner as an equal with revenue leaders, and communicate data-backed insights clearly to executive stakeholders.

What Good Looks Like

• You can answer “where are we vs. Sales and CS targets?” quickly using trusted data.
• Executives rely on ELT-ready dashboards that communicate complex business simply.
• Core metrics (NRR, CAC, LTV, ASP, time to close, close rates) are clearly defined with documented data sources.

Salary range: $140,000-$200,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-Remote

Automattic for Agencies, the agency partnerships division of Automattic, is seeking a motivated Senior Partner Manager to join the team. You’ll manage and develop relationships with our most strategic agency partners, with a significant focus on driving WordPress VIP (WPVIP) revenue. As a Senior Partner Manager, you will be responsible for maintaining a portfolio of partners and driving VIP product enablement and adoption. This includes onboarding and strategizing with new strategic agencies, as well as creating and delivering strategic plans that achieve mutual growth for VIP and our partners. You will use your extensive experience as a Partner Manager to drive partner development, renewals, and seek new opportunities within an account.

As a Senior Partner Manager, you'll be responsible for:

• Driving sales of Automattic products through partner channels with digital agencies, identifying new opportunities for revenue generation.
• Building and maintaining strong relationships with a book of Premier partners, supporting partners through their whole journey, from onboarding to expansion, by understanding their business strategy and needs.
• Developing and executing on high-impact strategies for partner retention, net revenue retention, and partner growth.
• Representing Automattic and building awareness of our products and services in the partner’s organization via a one-to-many approach with partners.
• Communicating often with key stakeholders within WordPress VIP, as well as other business units, on the needs, alerts, and statuses of partner relationships.
• Become the agency’s trusted advisor, helping them to build strong WordPress VIP business practices, deliver successful projects, and scale their own growth via Automattic for Agencies and VIP.
• Provide training and support to partners to enhance their understanding of Automattic's products, services, and value propositions.
• Collaborate cross-functionally with internal and external Business Unit (BU) teams, including Marketing, Sales/CS, Happiness, Product, and Executive Leadership.
• Collaborate on marketing and sales enablement programs for partners with respective BUs.
• Attend and support flagship WordCamps, explore potential sponsorships, and participate in partner events to drive lead generation and enhance brand visibility.
• Gather feedback from partners to improve products, services, and the overall partnership experience.
• Advocate for partner needs within Automattic or the partner’s respective BU niche.
• Stay informed about industry trends, competitor activities, and market developments.
• Use market insights to refine partnership strategies.
• Ensure partners adhere to agreed-upon standards and compliance requirements.
• Seek ways to enhance the overall partner ecosystem within Automattic.

You’re thrilled about this opportunity because you have:

• 8+ years of experience as a Partner Manager, Relationship Manager, Customer Success Manager, or Account Manager at a technology or media company (SaaS preferred).
• Expertise in managing a high-volume portfolio of partners, and meeting/exceeding Net Revenue Retention (NRR) and growth goals.
• Experience working with Global System Integrator/System Integrator organizations to build new alliances, introduce technology practices, maintain and scale them.
• Demonstrated experience communicating and negotiating with C-suite and senior executive stakeholders within partner accounts and internally. 
• Outstanding communication. You should be great at holding people’s attention, whether presenting, talking on the phone, or writing a quick blog post.
• Dynamic Presentation Skills: adept at presenting to individuals and groups, including C-level executives, in person or virtually.
• Excellent interpersonal and communication skills to effectively collaborate with internal and external teams.
• Ecosystem Familiarity: experienced with Automattic’s brands and vast product suite within the WordPress ecosystem, as well as other key brands and third-party products/solutions that agencies leverage, such as hosts, dev tools, etc. 
• Ability to grasp and communicate technical concepts effectively to technical and non-technical audiences.
• Willingness and ability to travel domestically and internationally to build relationships with partners at events such as flagship WordCamps.
• Adaptable to new technologies, industry trends, and changes in the competitive landscape.

Salary range: $125,000-$180,000 USD plus commission.  Please note that salary ranges are global, regardless of location, and we pay in local currency. For this role, we’re prioritizing applicants with deep experience in the North American market and those who are available to work consistently in a North American time zone.

We are seeking high-calibre candidates with the skills and qualities to make a net positive impact for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, exceed the stated range.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page and check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Pressable (“WordPress hosting that means business”) seeks an experienced, motivated, and empathetic professional with the expertise to help us meet or exceed aggressive growth goals for our superb WordPress hosting company,part of the Automattic family.

We’re looking for a motivated and detail-oriented Junior Account Executive (JAE) to join our sales team. This role is essential in driving the early stages of the sales process by handling inbound leads, answering questions from prospects, creating interest in our product, and setting up meetings for senior members of the team.

The role is designed to leverage AI tools to improve speed, quality, and consistency across prospect research, discovery preparation, follow-ups, and internal documentation, while keeping human judgment and relationship-building at the center of the sales process.

As a JAE, you will play a crucial role in building relationships with potential customers by understanding their needs, introducing them to our WordPress hosting solutions, and moving them through the sales funnel. You’ll be the first point of contact for many prospects, ensuring they have a positive experience with Pressable from the start.

You’ll report to the Head of Sales & Enablement and work closely with our senior sales team to ensure seamless lead handoffs and smooth onboarding experiences.

Responsibilities

• Inbound Lead Qualification: Manage inbound leads by responding to inquiries, identifying potential opportunities, and qualifying prospects based on their needs.
• Prospect Engagement: Create interest and excitement around Pressable’s WordPress hosting solutions through initial discovery calls, emails, and chats.
• Meeting Scheduling: Set up and schedule meetings for senior sales team members to further engage qualified leads.
• Product Education: Educate prospects about Pressable’s features and benefits, ensuring they understand the value of our solutions.
• CRM Management: Track interactions with prospects, manage lead data, and update records in our CRM to ensure accurate information and follow-ups.
• Collaboration: Work closely with the senior sales team to ensure smooth handoffs for qualified leads and help drive deals forward.
• Continuous Learning: Stay up to date with Pressable’s product offerings, industry trends, and evolving best practices for AI-enabled sales execution and customer engagement.
• AI-Assisted Sales Execution: Use AI tools to support prospect research, call preparation, follow-up drafting, and deal summarization, ensuring high-quality and timely customer engagement.
• Signal & Insight Capture: Leverage call transcripts, summaries, and AI-generated insights to identify customer needs, objections, and next steps, and reflect those clearly in the CRM.
• Feedback Loop Participation: Contribute structured feedback surfaced through AI tools (e.g., call analysis, objection trends) to improve sales playbooks, enablement, and product feedback loops.
• Own monthly qualified meeting and pipeline generation targets, consistently hitting or exceeding defined conversion and activity benchmarks.
  
  

Requirements: 

• Excellent Communication Skills: Strong verbal and written communication skills to effectively interact with prospects and qualify leads.
• Customer-Focused: A passion for understanding customer needs and offering solutions to help solve their challenges.
• Self-Motivated: Ability to work independently and manage multiple conversations and tasks at once, ensuring timely follow-ups and outreach.
• Curiosity & Learning Mindset: A desire to learn about Pressable’s product, the managed WordPress hosting industry, and sales techniques.
• CRM Experience: Familiarity with CRM tools (like Salesforce, HubSpot, etc.) and the ability to manage leads efficiently.
• Comfort Using AI Tools: Experience using AI tools to support research, writing, summarization, or workflow efficiency in a professional setting.
• Strong Judgment with Automation: Ability to use AI outputs critically, knowing when to rely on them and when human judgment is required.
• Adaptability: Flexibility to thrive in a fast-paced and evolving environment.
• Proactively identify and engage target accounts aligned with Pressable’s ICP through outbound email, LinkedIn, and phone outreach, leveraging AI for research and personalization at scale.

Preferred Qualifications:

• 2-5 years of experience in a BDR/JDR or similar role.
• Familiarity with WordPress and managed hosting services.
• Proven track record of generating leads and setting up successful sales conversations.

As a part of our fully distributed team, you can live anywhere in the world. Effectiveness in this role will mean occasionally shifting hours across weekends and odd hours to best coordinate with our global team.

Perks & Benefits of Joining Pressable!

• Health Benefits for US-based staff (99% Paid Employee Medical, Dental, and Vision)
• Matching 401(k) for US-based staff 
• Life and Disability Insurance for US-based staff (100% Paid Life, & LTD)
• Work from home with home office setup and coworking allowances
• Open vacation policy (no set number of days per year) 
• Hardware and software, books or conferences that promote continued learning

Location: Remote (We are prioritizing candidates that are located in North America.)

Salary range: $50,000 - $65,000 USD, plus 20% variable compensation. Please note that whilst salary ranges are presented here in USD, we will pay in local currency.

So, are you ready to embark on this thrilling WordPress adventure? We can’t wait to welcome you to the Pressable team and empower you to help make the web a better place. Come join us in crafting an exceptional customer experience and revolutionizing the world of WordPress hosting. Apply now and let’s build something amazing together! #LI-DNI

At WooCommerce, we're on a mission to democratize commerce through open source. As such, we’re now seeking an experienced Sales & Solutions Engineer to build our technical sales motion from the ground up — architecting merchant solutions that leverage the WordPress/WooCommerce ecosystem, strategic partner integrations, optimal hosting, and Automattic’s product portfolio.

You’ll work with technically-savvy midmarket merchants ($1M-$50M GMV) evaluating WooCommerce in competitive situations, architecting solutions that combine: WordPress/WooCommerce core + rich plugin ecosystem, Automattic products (WooPayments, Pressable/WPVIP/WP.com, Jetpack, Blaze), strategic partner integrations (payments, shipping, tax, marketing, POS, CRM/ERP), and agency partner services for custom development and implementation.

This is WooCommerce's Competitive Tip of the Spear.: The only team with the remit to directly and forcefully compete with our largest competitors in eCommerce. This team is the crucible for our messaging, value proposition, and technology at scale.

This is a builder role. If you thrive in 0→1 environments and urgency is in your blood, this is your role. You’ll set the playbook that defines how we sell for the next 18-24 months. Your on-the-ground feedback about what merchants need, what's blocking deals, and ecosystem gaps will directly shape our product roadmap, GTM strategy, time-to-first-value, and how we set up customers for retention and expansion.

What You’ll Do

Architect Solutions & Close (75%):

• Carry quota for net-new Midmarket merchants ($1M-$50M GMV), working primarily inbound, event, and partner-generated leads in competitive evaluations.
• Lead discovery and provide immediate value: Solve merchant problems from first conversation: answer technical questions, recommend plugins, troubleshoot architecture, suggest integrations. This consultative approach builds trust and accelerates closes.
• Architect comprehensive solutions blending WooCommerce core and plugins, WordPress plugins, strategic partner solutions (payments/shipping/tax/marketing/POS/ERP), hosting, Automattic products, and agency services.
• Navigate the open source ecosystem: Know which plugins/partners solve which problems, understand integration patterns, and advise when to build vs. buy vs. partner.
• Deliver demos that win: Customize to merchant use cases, adapt on the fly, make complexity simple. Build demo environments that showcase exactly what they need.
• Build compelling business cases: Show TCO across the platform, extensions, hosting, payments, and partners versus closed platforms.
• Position strategic partners (ShipStation, Avalara, Klaviyo, etc.) and coordinate bringing SMEs into deals.
• Own the close: Navigate procurement, address objections, deliver mutual action plans to signed contracts.

Build Culture, Playbooks & Enable (25%):

• Set the standard: Your solution patterns, integration blueprints, partner positioning, and qualification criteria become the playbook for scale.
• Be the voice of the market: Your frontline feedback influences product roadmap (which integrations to prioritize, where WooCommerce must evolve, missing pieces, etc.), customer lifecycle (onboarding patterns, retention risks, expansion signals for CS), and GTM strategy (pricing, packaging, positioning, competitive intelligence).
• Coordinate cross-BU: Work with Product on gaps/risks, Payment/Strategic Partnerships on co-selling, A4A Agency Partnerships on scalable enablement.
• Create repeatable assets: Solution templates, partner positioning guides, TCO calculators, competitive battle cards, discovery frameworks.
• Document what works: Deal patterns, merchant segmentation, when to engage partners, qualification frameworks.
• Enable internally: Train CS, Marketing, and Partnerships on solutions, ecosystem, and merchant needs.

What Success Looks Like:

• 90 days: First deals closed, key product gaps identified, feedback loops established.
• 6 months: Hitting quota, competitive playbook built, product roadmap influenced.
• 12 months: Team quota exceeded, playbooks adopted by new hires, foundation set for scale.

You Might Be a Fit If

Builder Mentality + Team-First:

• Bring urgency and competitive fire: we're under pressure and moving fast.
• Culture-setter: comfortable being “first", building playbooks, setting standards.
• Lift others up, lift all boats.
• Be pragmatic in ambiguity: we need to build without having perfect processes or systems.
• Speak truth to power with supporting data and bring proposed solutions.
• AI is a strength — with real examples from your current role.
• See teaching and knowledge transfer as core to the job.

Open Source Ecosystem Expertise:

• Deep WordPress/WooCommerce knowledge: extensions, plugins, themes, integration patterns, scalability, caching.
• Hands-on building experience: written custom functionality, integrated services, debugged conflicts, built prototypes.
• Partner landscape fluency: payment processors, shipping, tax, marketing automation, POS, inventory, ERP/CRM.
• Integration architecture: blend plugins, partner APIs, custom dev, and hosted services into coherent solutions.
• Open source philosophy: why merchants choose open platforms, economics of extensibility, flexibility vs. ease trade-offs.

Technical Foundation:

• 5-7+ years Solutions/Sales Engineering or technical sales with quota-carrying experience in Ecommerce/CMS/OSS/SaaS/platforms.
• Hands-on WordPress/WooCommerce development: you’ve built plugins, written hooks/filters, debugged integrations, and prototyped solutions.
• PHP fluency: read, write, debug—jump into code to solve problems or build quick POCs.
• Ecommerce platform expertise: merchant operations, checkout, payments, order management, inventory, fulfillment.
• Technical architecture: REST APIs, webhooks, SSO, caching/CDN, payments (auths, chargebacks, settlement), hosting, data/privacy.
• Integration debugging: trace issues across plugins, themes, APIs.

Commercial + Demo Excellence:

• Proven deal closer: you've owned a number and delivered.
• Solutions selling: ROI/TCO models, multi-threading, close through procurement/legal/security.
• Cross-product orchestration and complex buying processes.
• Creative demos: craft experiences that shift decisions, not just click through features.
• Competitive mastery: set landmines, surface requirements favoring open source, expose lock-in and hidden costs.
• Value selling: build cases showing why WooCommerce wins long-term—TCO, data ownership, flexibility.
• Strong storytelling: translate technical architecture into business narrative.
• Quick prototyping: spin up working examples to prove “can it do X?”.
• Showmanship without BS: build excitement but never overpromise.
• Communication across audiences: whiteboard with CTOs, present to CFOs, enable partners, train teams.

Preferred:

• Experience selling ecommerce platforms, open source CMS, payments/fintech, marketplaces.
• Understanding AI-driven commerce (autonomous agents, personalization APIs).
• Familiarity with compliance (PCI, SOC 2, SCA/PSD2, multi-region tax).
• PLG + SLG coexistence background, early-stage build-outs.
• Sales methodology training (MEDDPICC, Command of the Message, Challenger).
• OSS agency/SI partner ecosystem experience.

We are currently prioritizing candidates in the United States, Canada, the UK, and Ireland.

Salary range: $160,000-$185,000 USD plus variable compensation.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Automattic’s products—WordPress.com, WooCommerce, Beeper, Tumblr, Jetpack, and more—serve tens of billions of page views every month from data centers around the world. The PerfOps team exists to make those page views as quickly as possible. As a Backend Performance Engineer, you’ll dive deep into query plans, cache hit ratios, and PHP profiling data to find the milliseconds that matter at our scale. You’ll work across the full Automattic product portfolio: if it runs on our backend, it’s your playground.

This is an opportunity to do performance work where the impact is immediate and enormous. You’ll collaborate with product engineers, systems engineers, and network operations, bringing a performance-first mindset to architecture decisions, code reviews, and incident response. If you love the puzzle of why something is slow and get satisfaction from making it measurably faster, this role was made for you.

Responsibilities: 

• Identifying and eliminating backend performance bottlenecks by profiling PHP applications, analyzing MySQL/MariaDB query performance, and optimizing Memcached usage across Automattic’s products.
• Building and improving performance observability—developing dashboards, instrumentation, and automated detection that surface regressions before they reach production, and give engineering teams clear, actionable data.
• Partnering with product and platform engineers to review code and architecture through a performance lens, advocating for efficient database access patterns, caching strategies, and backend design decisions.
• Raising the performance bar across engineering by documenting best practices, contributing to internal guidelines for PHP and database performance, and mentoring teams on how to write backend code that scales.
• Proactively searching out performance issues and working to resolve them.
• Deep dives on individual sites, working alongside support staff and engineers to address customer performance issues.

Requirements: 

• Deep hands-on experience with PHP performance: you can profile a PHP application, identify hot paths, and reason about memory usage and execution time at the code level.
• Strong understanding of caching layers and strategies: you know how to design and debug Memcached (or similar) caching patterns, understand cache invalidation trade-offs, and can reason about when and where caching helps versus hides problems.
• Experience doing performance work at scale: you’ve worked on systems serving millions of requests where small inefficiencies compound into real problems, and you understand the difference between optimizing on a benchmark and optimizing under production load.
• Ability to instrument, measure, and prove: you don’t guess, you measure. You have experience building or using profiling tools, APM systems, and performance dashboards to turn hunches into data and verify that a fix actually worked.
• Excellent written communication skills: Automattic is a distributed, async-first company. You’ll need to clearly explain complex performance findings, write up proposals, and influence engineering decisions through writing, not meetings.
• Self-direction and ownership: you can identify the highest-impact performance work, prioritize it, drive it to completion, and hold yourself accountable without waiting for someone to assign it to you.
• Bonus points for hands-on experience with WordPress and WooCommerce in high-traffic production environments

Salary range: $70,000-$170,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-Remote

We’re looking for a Product Manager, Growth & Analytics to join the Beeper team. You’ll own product execution for our growth initiatives, working directly with Beeper’s leadership team to figure out what makes users stick, what blocks them, and what makes them pay … and then do something about it.

Your instinct is to scope before you build, measure after you ship, and make sure every product has a clear answer at the end. You’re not the kind of PM who waits for someone else to pull the data. You write your own SQL, build your own dashboards, and use what you find to make better decisions. That analytical depth is what sets you apart.

In this role you will:

• Own the product process for growth. Specs, user stories, success criteria, experiment tracking: you keep it tight so engineering isn’t guessing at scope and leadership isn’t guessing at outcomes.
• Run experiments end-to-end. Hypothesis, spec, instrumentation, launch, results. You close the loop every time.
• Build and maintain the dashboards leadership relies on. Activation, retention, conversion, engagement: the numbers the team checks every week come from you.
• Investigate when metrics move. When activation drops or retention shifts, you’re the person who figures out why and what to do about it.
• Work with engineering and support to validate problems and confirm whether what we shipped actually worked.
• Keep product documentation current. Feature specs, release notes, internal reference docs: the stuff that keeps a distributed team aligned.

You’ll do well in this role if you:

• Have four to six years in product management, growth, or a closely related role where you owned product execution.
• Have strong SQL skills (CTEs, window functions, cohort analysis, funnel queries). This is a hard requirement, not a nice-to-have.
• Have experience with a cloud data warehouse and can build dashboards and recurring queries.
• Can write a spec that engineering builds against and a data summary that leadership makes decisions with.
• Have run experiments and know the difference between shipping a feature and learning something.

It will help if you:

• Have experience with experiment design and A/B testing frameworks.
• Have worked on a messaging, social, or consumer product.
• Are familiar with subscription or freemium business models.
• Understand basic statistical methods enough to know when a result is meaningful and when you’re fooling yourself with correlation.
• Are comfortable working with imperfect data when instrumentation isn’t clean.

Bonus points if you’ve worked on a distributed team or at a startup where you had to be scrappy and self-directed. For this role, overlap with North American time zones (Eastern preferred) is important, so you can work closely with the leadership team. This is a mid-level IC role with high-ownership expectations: the leadership team will rely on your work to know whether our strategy is working.

Compensation and Benefits

Salary range: $120,000-$190,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

At WordPress VIP (part of Automattic), we power the most influential properties on the web, from the White House to Meta and Salesforce. We are looking for a Forward Deployed Engineer (FDE) to join our mission in redefining how the world’s largest enterprises scale.

This isn't your typical engineering role; it’s an advanced, consultative position where you operate as a hands-on architect and a growth catalyst. As an FDE, you are the front line of trust, embedded with our most strategic customers to solve high-stakes technical challenges in real-time. By combining engineering excellence with deep customer proximity, you won’t just solve problems for customers, you’ll solve them with them, driving business expansion across the world’s most scaled environments. If you thrive in high-impact, ambiguous environments and want to help define the future of open-source technology at the enterprise level, we want to talk to you.

About the Team

The Customer Engineering and Architecture (CEA) team at WordPress VIP works directly with our most important customers to ensure they achieve their core technical outcomes and expand their investment in WordPress, VIP, and Automattic.

The team’s mission is to drive measurable technical success and long-term growth for VIP’s largest customers through a hands-on, scalable Forward Deployed Engineering practice that combines deep technical partnership with rapid, high-impact solutioning.

Role Overview

As a Forward Deployed Engineer (FDE), you will serve as an embedded technical partner to one or more complex WordPress VIP customers in Media, Enterprise, and Government.

You’ll work at the intersection of engineering, consulting, and customer success—diving deep into customer architectures, identifying and resolving complex technical challenges, and shaping scalable solutions that drive long-term adoption and expansion.

This is not a pure support or implementation role. It’s an advanced, consultative engineering position where you’ll operate as a hands-on architect, a trusted advisor, and a growth catalyst, helping customers succeed with WordPress VIP and related open-source technologies.

What You’ll Do

Deliver Customer Technical Outcomes

• Engage directly with large VIP customers (often embedded in their teams) to ensure successful adoption, integration, and scaling of WordPress VIP solutions.
• Directly identify and solve complex architectural and technical problems.
• Partner with customers as they leverage VIP’s support capabilities, ensuring they fully utilize VIP's high-availability support.
• Conduct technical discovery and design sessions, producing architecture recommendations, migration plans, and implementation guidance.
• Maximize the customer’s value from VIP’s platform, integrations, and partner ecosystem.

Drive Expansion Through Services-Led Growth

• Identify and shape professional services opportunities through ongoing technical engagement. Document and refer engagements to other VIP PS teams.
• Define scopes of work (SOWs) for technical expansion projects, collaborating closely with Services, Account Management, and Commercial teams.
• Participate in presales and renewal discussions as the technical voice of confidence and credibility.

Hold and Share Deep Customer Context

• Maintain a living technical knowledge base of customer architectures, deployments, and patterns.
• Act as the internal authority on assigned customer environments, proactively identifying risks and opportunities.
• Contribute to team-wide tooling and process improvements, including delivery platforms, AI workflows, and documentation systems (e.g., Rocketlane, Notion, or similar).

Contribute to the Forward Deployed Engineering Practice

• Using data, help refine the operating model for FDE engagements, balancing presence, value, and scalability.
• Experiment with and adopt AI-assisted workflows to improve delivery efficiency and insight generation.
• Collaborate with the leadership to expand the practice into a repeatable, revenue-driving function.

Qualifications

Required

• 5+ years of hands-on experience in web or application engineering, minimally in PHP and/or JavaScript.
• Strong familiarity with WordPress at scale, including common architectures, REST APIs, caching/CDNs, performance optimization, integration methods and security hardening.
• Experience working directly with large customers in technical consulting, architecture, or professional services.
• Proven ability to diagnose and resolve complex technical issues in distributed or high-traffic environments.
• Excellent communication and stakeholder management skills: equally comfortable in a debugging session and an executive briefing.
• Commercial mindset: ability to spot opportunities for value expansion and articulate ROI to non-technical stakeholders.

Ideal

• Experience with WordPress VIP, enterprise hosting, or similar SaaS/PaaS platforms.
• Prior experience as a solutions architect, senior developer, or forward deployed engineer in a consulting or SaaS/PaaS context.
• Familiarity with AI-assisted development, observability tools, and modern DevOps practices (CI/CD, GitHub Actions, etc.).
• Domain experience in Government, Media, or Enterprise.

Key Competencies

• Technical Depth & Breadth: Rapidly understand diverse architectures and technologies.
• Customer Empathy: Translate customer needs into actionable technical and business outcomes.
• Problem Ownership: Take responsibility for technical success, even beyond formal scope.
• Commercial Awareness: Balance engineering rigor with business objectives.
• Learning Agility: Continuously adapt to new tools, patterns, and customer contexts.
• Collaboration: Work fluidly with Services, Support, Product, and Commercial teams to deliver holistic outcomes.

Salary range: $180,000-$230,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Location: New York City (In-person)

About This Opportunity

We’re assembling an exceptional team of AI engineers in NYC. The kind of people who’ve shipped breakthrough AI products that millions actually use. This isn’t about office amenities or typical startup perks (although we have those too!). It’s about working alongside some of the most talented engineers and product minds in AI, solving fascinating problems at scale.

You’ll collaborate in-person with a carefully selected group designed for breakthrough thinking, backed by the resources and reach of Automattic’s ecosystem, spanning WordPress.com, WooCommerce, Tumblr, and more. Think of it as an elite AI lab with the distribution and impact of Automattic’s broad and deep ecosystem.

What You’ll Do

• Ship user-facing AI features across Automattic’s product ecosystem; from content creation tools to e-commerce recommendations to messaging experiences.
• Build and iterate rapidly on AI-powered products that directly impact millions of users.
• Collaborate intensively with PMs, designers, and engineers in a fast-paced environment optimized for innovation.
• Experiment and scale successful AI innovations from prototype to production across multiple products.
• Push the boundaries of what’s possible when exceptional AI talent works together.
• Stay current with AI developments that unlock new user experiences.

You’ll Thrive Here If You

• Have shipped AI features that users actually use: production experience is valued over theoretical knowledge.
• Are exceptionally talented: you’re the person other great engineers want to work with.
• Are full-stack capable: comfortable from model APIs to user interfaces.
• Move fast without breaking things: prototype quickly while building for scale.
• Work best collaboratively: your best ideas come from working directly with teammates.
• Think product-first: you know great AI is invisible to users; it just makes their experience better.
• Are drawn to working with other exceptional people rather than just seeking comfortable work environments.

Technical Experience We Value

• Production experience with LLMs (APIs or custom implementations) at meaningful scale.
• Full-stack development (we use PHP, Python, and JavaScript, primarily).
• Building AI-powered user interfaces that perform well at scale.
• Machine learning fundamentals and staying current with rapid field developments.
• Track record of technical leadership or influence on high-performing teams.

Bonus Points

• Developed consumer AI products that scaled to a significant number of users.
• Experience with WordPress, ecommerce, or messaging platforms.
• Open source contributions showing your thinking.

Why This Role Matters

Shape how AI transforms products used by hundreds of millions people across the planet. From helping creators tell better stories to enabling merchants to compete effectively. You’ll tackle fascinating challenges across our entire ecosystem with the backing of a profitable, mission-driven company.

At Automattic, we use global salary ranges that do not vary by location. However, because this role is required to be based in our New York City office 5 days a week, we have applied an adjustment to the global band to support additional costs associated with the office-based role requirements. The salary for this role is $170,000–$230,000 USD.

If you later move to a different team or role at Automattic that is not NYC office‑based, your salary would be adjusted to the applicable global pay band for that role, which could result in a reduction in salary. Note that the global range would apply even if your chosen location of residence is NYC.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring. #LI-DNI

Location: New York City Innovation Hub (In-person)

About This Opportunity

We’re assembling an exceptional team of AI product leaders in NYC. The kind of people who’ve shipped breakthrough AI products that millions actually use and other top PMs seek out as collaborators. This isn’t about typical product management roles or career advancement perks. It’s about working alongside some of the most talented product minds and engineers in AI, solving fascinating problems at unprecedented scale.

You'll collaborate in-person with a carefully selected group designed for breakthrough thinking, backed by the resources and reach of Automattic's ecosystem, spanning WordPress.com, WooCommerce, Tumblr, and more. Think of it as an elite AI lab with the distribution and impact that comes with serving hundreds of millions of users.

What You'll Do

• Define and ship AI experiences across multiple Automattic products, from established platforms to emerging bets that push the boundaries of what’s possible.
• Work directly with engineers to rapidly prototype and iterate, bridging user needs with technical possibilities.
• Drive experimentation at scale across diverse user bases, learning faster than competitors through rapid iteration.
• Move fast on breakthrough ideas; design, ship, and measure AI features that set new standards in their categories.
• Scale successful innovations by integrating proven concepts into core product roadmaps.
• Push the boundaries of what product management looks like when exceptional talent works together.

You’ll Excel Here If You

• Have shipped AI products users love; you know the difference between demos and features that fundamentally change how millions of people interact with each other.
• Are exceptionally talented; you’re the PM other great product leaders want to collaborate with.
• Are deeply technical without coding; discuss model architecture and system constraints as fluently as user experience and business metrics.
• Move fast and think big; prototype quickly while architecting for massive scale.
• Thrive on working with other exceptional people rather than just seeking comfortable product environments.
• Think like a builder; comfortable with ambiguity, turning ambitious visions into shippable realities.

Experience We’re Looking For

• 4-6+ years in product management with 2+ years shipping AI/ML-powered features that reached significant scale.
• Track record of exceptional product impact; features or products you’ve shipped that meaningfully changed user behavior. (Be prepared to explain how!)
• Strong technical fluency; create detailed mockups, analyze complex data, understand API constraints, and communicate sophisticated ideas clearly to engineers.
• Experience working across multiple products with diverse technical architectures and user needs.
• Proven ability to work with top-tier engineering talent and contribute meaningfully to technical discussions.

What You’ll Be Working On

• Accelerate AI integration across our “Other Bets” portfolio, working with engineering teams to identify and ship transformative features.
• Define MVP approaches for AI in core products like WordPress.com and WooCommerce that set new industry standards.
• Build experimentation frameworks for rapid testing and learning across massive user bases.
• Create the product intelligence systems that help our teams see around corners and move faster than competitors.

Why This Role Matters

Shape AI transformation for hundreds of millions of users across creative, commerce, and communication experiences. Work on the kinds of product challenges that define entire categories: making content creation fundamentally more accessible, reimagining customer support, and helping small businesses access capabilities that were previously enterprise-only.

You’ll have the resources and reach to tackle problems most product managers can only dream about, alongside a team selected specifically for their ability to push boundaries.

Salary range: 

At Automattic, we use global salary ranges that do not vary by location. However, because this role is required to be based in our New York City office 5 days a week, we have applied an adjustment to the global band to support additional costs associated with the office-based role requirements. The salary for this role is 130,000-$250,000 USD.

If you later move to a different team or role at Automattic that is not NYC office‑based, your salary would be adjusted to the applicable global pay band for that role, which could result in a reduction in salary. Note that the global range would apply even if your chosen location of residence is NYC.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated. #LI-DNI

WordPress VIP, the enterprise division of Automattic, is the world's leading agile content management platform. Our suite of open solutions and services brings the ease and agility of WordPress to the heart of the world’s largest enterprises. Our large and growing ecosystem of technologies, services, and integrations is designed to bring the freedom and power of open source to our customers, which include Meta, CNN, Salesforce, and hundreds more.

The Customer Success Engineer role is responsible for providing advanced technical support and consultation to our enterprise customers. In this customer-facing role, you will handle complex technical challenges, provide architectural guidance, and solve mission-critical problems with customer deployments and applications. You’ll work primarily through Zendesk tickets, while also participating in customer calls, to advance longer-term technical initiatives and build trusted customer relationships.

You’ll serve as a technical resource for both customers and internal teams, bridging support and specialized engineering functions during high-impact situations. Support is provided 24/7, so scheduled weekday and weekend shifts, as well as some holiday and evening availability, will be a requirement. Our customers are global and rely on our team to provide expedient support at any time of day.

About You

• You are an engineer who thrives on solving real-world problems. You may have a background in full-stack development, enterprise support, or media technology, and you’re ready to apply your technical skills directly with a wide spectrum of interesting global customers.
• You never stop learning. You have a willingness to rapidly learn new technologies, and are excited by the challenge of debugging complex, unfamiliar applications.
• You are curious and love to get to the root cause of an issue. You’re not satisfied with surface-level fixes and are driven to solve problems not once, but twice: fixing the immediate issue, and preventing it from happening again.
• You have excellent written English and can effectively communicate technical concepts to customers and colleagues, sometimes under stressful circumstances. Communication is our oxygen and the basis of everything we do.
• You like actively solving problems. You are excited by engaging regularly in deep, collaborative problem-solving, and motivated by what you learn along the way.
• You are obsessed with helping others succeed, and love working directly with customers. Experience in an enterprise support environment is highly valued.

Technical Requirements

• WordPress expertise with a solid understanding of the underlying codebase, themes, plugins, block editor, e-commerce, WP-CLI, hooks and filters, imports, and other advanced WordPress concepts.
• Proficient in reading, writing, and troubleshooting code in multiple languages, including HTML, CSS, PHP, and JavaScript.
• Understanding of web technologies including REST APIs, HTTP, DNS, domain management, reverse proxy, and version control (primarily Git, also SVN).
• Experience with software engineering practices, including coding standards, team coding practices, source control, build processes, testing methodologies, and cloud infrastructures.
• Advanced understanding of scalability, performance, and security issues in enterprise environments.
• Proficiency with monitoring and debugging tools such as Kibana and New Relic.

Requirements

• US-based position. Candidates must be based in the United States and undergo background checks as required, and hold United States citizenship.
• Excellent communication skills. We’re a distributed team, so frequent and clear written communication is crucial. You must be able to explain complex technical issues in accessible ways.
• Self-motivated work ethic. Self-starters who love taking initiative and seeing things through to completion do well on our teams.
• Advanced troubleshooting abilities. You can take complex problems and break them down into manageable pieces with elegant solutions.
• Experience in customer-facing roles in an enterprise support environment.

What to Expect

Your day-to-day work will include:

• Providing high-quality technical support and consultation through Zendesk tickets and customer calls.
• Handling complex and urgent customer situations, including incident response and escalations.
• In-depth debugging that requires close examination of logs, analysis of customer codebases, and collaboration with engineering teams.
• Providing architectural guidance to customers on WordPress implementations.
• Building and updating internal and customer-facing documentation.
• Contributing to the continuous improvement of our platform, processes, and customer experience.

Support is provided 24/7, so scheduled weekday and weekend shifts, as well as some holiday and evening availability, will be a requirement.

Salary range: $70,000-$150,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Automattic—the global leader in publishing, messaging, and commerce software—is building the operating system for the open web. Our goal is to democratize publishing, messaging, and commerce so that anyone with a story can tell it, and anyone with a product can sell it, regardless of income, gender, politics, language, or where they live in the world. With a strong commitment to open source, we have deep roots in WordPress, the platform that powers our business and 43% of the web.

In a fast-paced, complex market, we own a diverse set of assets, deploy numerous business models, and offer scalability from B2C to SMB and Enterprise customers. Our brands include ecommerce and fintech (WooCommerce), Enterprise SaaS (WordPress VIP), and infrastructure hosting, spanning customer segments that include SMB, online merchants, enterprise, government, and even consumer. In our incubator, we also support a broad set of new business start-ups that currently incorporate messaging, ads, and social media.

The co-founder of WordPress and CEO of Automattic, Matt Mullenweg, is driving a growth and expansion strategy that is still in its early days, with a massive addressable market and exceptional upside. Today, we manage the internet properties for renowned organizations such as Salesforce, Porsche, Meta, Disney, and NASA. Over four million online stores run on WooCommerce, which accounts for 34% of all online stores globally, and more than 1 billion people use our products each month. Automattic has established itself as a pivotal player in the digital landscape.

We’re a remote-based company with 1500 Automatticians in nearly every corner of the globe, speaking over a hundred different languages. Unlike many companies, we are and will always be 100% remote (we call it distributed). This means that you can work from anywhere in the world, in any time zone, leveraging collaboration tools and asynchronous communication.

Automattic’s story would not be complete without mentioning our focus on mergers and acquisitions. Over the past 17 years, we’ve acquired 35 companies, including WooCommerce, Parse.ly, and most recently, Texts.com and Beeper.com, our multi-channel messaging plays. These acquisitions now represent some of Automattic’s largest business units and growth drivers.

Our company is backed by some of the world’s most respected investors, spanning mutual funds, venture capital, sovereign wealth, and strategics. These include Salesforce Ventures, Insight Venture Partners, ICONIQ Capital, True Ventures, Wellington Management, Alta Park Capital, Schonfeld, New York Times Company, and Tiger Global Management.

Our Board includes Sue Decker, who also serves on the boards of Berkshire Hathaway, Costco, and Vox Media, and Ann Dunwoody, the first female four-star general in the US Army, who also serves as a Trustee for Fidelity Investments. Automattic is profitable, generates positive cash flow, and aggressively invests in future growth. It’s a great place to build a career, learn, and contribute!

The Opportunity

Built on WordPress, WooCommerce is the leading open-source commerce platform, powering over four million online stores and accounting for 34% of all online stores globally. WooCommerce enables anyone to easily create a physical or digital store, and sell anything from products, to subscriptions, to services, or virtually anything else, and reach customers around the world. As an open platform, WooCommerce is the most flexible, customizable ecommerce platform available, and we foster an ecosystem of developers and creators who build custom solutions, pushing the boundaries of what’s possible. We believe in democratizing commerce—and we are hard at work making WooCommerce available to as many people and businesses as possible.

Strategic partnerships are a key growth engine for WooCommerce and one of the most impactful areas within Automattic. Our strategic partnerships are fundamental to enabling merchant success across every stage of their journey. We collaborate with best-in-class global technology partners across key categories to extend the power and flexibility of our platform. These include marketing and customer engagement tools like Klaviyo, Mailchimp, and Trustpilot; logistics and fulfillment providers like UPS, FedEx, and ShipStation; and advertising platforms like Google, Meta, TikTok, and Pinterest that help merchants acquire and grow their customer base. To simplify financial operations, we also integrate with leading payment solutions like Stripe, PayPal, and Square, as well as tax and accounting platforms such as QuickBooks, Xero, TaxJar, and Avalara. These partnerships are core to our open source approach, giving merchants the power to customize their stores with trusted, scalable solutions built for growth.

WooCommerce is seeking a highly driven and strategic individual to join our Strategic Partnerships team. In this role, you’ll play a key part in identifying and developing high-impact partnerships that align with WooCommerce’s long-term vision. Your work will help drive revenue, broaden our ecosystem, and create meaningful value for our merchants and partners.

Responsibilities

• Support WooCommerce’s leadership in developing and implementing a comprehensive Partner Program that is competitive and attractive to partners, and aligned with market and business needs.

• Identify and assess strategic partnerships that increase the adoption of Woo, generate revenue, and strengthen our product offering.

• Negotiate comprehensive agreements across multiple categories with potential partners and renewals/expansions for existing partners.

• Establish, nurture, and mature relationships with existing and new key partners (Fortune 100 companies) to drive mutual growth and success.

• Monitor and optimize program performance, using analytics to identify trends, opportunities, and risks within the partner ecosystem.

• Design processes that enable the team to scale, from standardizing common deals to implementing reporting on metrics that track the progress against our goals.
  
  

Requirements

• 8+ years of experience in strategic partnerships, business development, or related roles within the ecommerce, SaaS, or fintech sectors.

• Experience in consumer, SMB, and mid-market business models, preferably with knowledge of advertising, social media, ecommerce, analytics, and Martech stacks.

• Experience working cross-functionally with legal, engineering, and marketing teams.

• Proven track record of building and scaling partnerships that drive revenue and customer value.

• Strong negotiation skills and experience managing complex partnership agreements.

• Comfortable with ambiguity, open to feedback, and willing to challenge conventions while taking thoughtful risks. "Embraces collaboration, challenges the status quo, takes calculated risks, and adapts well to ambiguity, with a strong receptiveness to feedback.

• Experience with mergers, acquisitions, and investments is beneficial.

Salary range: $105,000 - $215,000 USD.  Please note, we're only hiring in North America for this position. 

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-D

WordPress VIP is the world’s leading enterprise content management platform. We help the world's largest companies (including Meta, Salesforce, and Disney) create innovative digital experiences with WordPress. As one of the fastest-growing areas of Automattic, with recent FedRAMP certification, WordPress VIP (WPVIP) is expanding its reach into the public sector.

About the role:

Your style is to listen and learn from prospects, positioning WordPress VIP as the best Content Management System for public sector organizations. You don’t sit and wait for leads to come to you. Instead, you research the market, identify opportunities within specific government agencies and public sector verticals, and design a sales strategy that is both high-touch and creative, thereby helping to create the best possible positioning to develop new business for WordPress VIP.

You view government agencies and public sector organizations as critical parts of society, and you can see how WordPress VIP and Automattic can help them along their journeys. You pride yourself in establishing long-term relationships and doing what’s best for the customer. You enjoy telling stories, doing demos, giving “the pitch,” and are comfortable talking to CIOs, CTOs, and other high-level government officials.

Our Public Sector team is small and agile, requiring team members to be highly hands-on and versatile. You’ll work closely with SDRs and have full leverage of our Marketing teams to create compelling outreach and content, but you’ll also be generating your own leads alongside that. You should be ready to dive deep into the details, including writing and understanding complex paperwork and RFPs.

Responsibilities: 

• Drive significant revenue growth by securing new public sector clients and expanding existing government accounts.
• Establish and nurture strategic relationships with high-level government officials that position our company as a critical technology partner.
• Successfully manage both transactional deals and large multimillion-dollar opportunities within the constraints of government procurement processes.
• Develop strategies to increase visibility and create opportunities within the public sector market.
• Maintain accurate sales forecasts and pipeline information, and drive strategic improvement of forecasting processes in the public sector market.
• Develop and execute innovative, public sector-specific sales strategies that accelerate market penetration in government agencies.
• Actively engage in pipeline generation activities, including regular outbound prospecting to government organizations.
• Enhance the product offering by providing valuable customer insights to inform our solution roadmap.
• Elevate WordPress VIP’s brand and reputation in the government enterprise SaaS space through high-impact engagements.
• Contribute to a high-performing sales culture by sharing best practices and mentoring team members.
• Prepare and review complex government paperwork, including RFPs, ensuring compliance and competitiveness.

Requirements: 

• 7+ years of enterprise software sales experience, preferably in SaaS or CMS-related technologies.
• 5+ years of SaaS sales experience selling to State and Local Government agencies.
• Demonstrated ability to consistently meet or exceed sales quotas.
• Strong understanding of SaaS and enterprise software and IT landscapes. Content management systems experience is a plus.
• Excellent communication, presentation, and negotiation skills.
• Proven experience in solutions-based selling and closing enterprise-level deals with government agencies.
• Ability to establish and maintain long-term customer relationships.
• Experience in managing and growing business within named accounts and verticals.
• Comfortable working with executive-level government prospects, negotiating terms, and reviewing contracts within public sector constraints.
• Extensive knowledge of government procurement processes, contract vehicles, and compliance requirements.
• Proven ability to identify and leverage appropriate procurement vehicles to create substantial market opportunities.
• Proficiency in writing, understanding, and responding to complex government paperwork and RFPs.
• Strong attention to detail and ability to manage complex, lengthy sales cycles typical in government procurement.
• Self-motivated with a drive to achieve revenue and growth targets, both individually and as part of the company.

Location: Remote (Washington DC and surrounding area)

Salary range: $95,000-$160,000 USD, plus variable compensation – Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Automattic, the tech powerhouse behind WordPress.com, Jetpack, Tumblr, and WooCommerce, is looking for the world’s best systems engineers. On our Systems team, you’ll deliver high availability, performance, and security for tens of billions of page views and over a billion web surfers each month—from 30 private data centers in 30 locations on 6 continents. Help us develop, build, and maintain a leading global infrastructure and share our learnings with the world.

As part of a small and vertically integrated team responsible for a huge setup, you’ll have a unique opportunity to participate in all aspects of the management of our infrastructure, including:

• Maximizing the availability and uptime of all services through proactive planning, sound architectural decisions, automation and rapid response to failures;
• Making Automattic services as fast as possible for our users through optimization of server-side and client-side interactions, and work with 3rd party services where necessary;
• Ensuring our services are safe and secure for both our users and employees through a combination of proactive monitoring and enforcement, real-time response, and maintaining data integrity/backups to allow recovery from disasters;
• Removing as much friction as possible between Automattic developers and their goal of shipping software. When there are questions, we provide answers—usually in a matter of minutes, sometimes seconds;

Here's a real-time traffic map. Each color represents an Automattic data center: http://automattic.com/automattic-data-centers

The Systems Engineer position might be a good fit if you:

• Have maintained large Nginx setups with advanced routing configuration, load balancing, reliable performance and high availability;
• Have run very large MySQL/MariaDB deployments while maintaining an unparalleled level of performance, uptime and data integrity;
• Have experience running and debugging PHP applications at scale;
• Understand the relationship of these services with the lower level systems stacks - filesystems, network, memory management, kernel internals, etc;
• Have deep operational and maintenance experience with very large and complex public facing web hosting systems;
• Can autonomously architect, prototype, and maintain solutions to different problems and hosting requirements;
• Possess extreme attention to detail and strive for unparalleled operational excellence;
• Are open and available for a 2-3 week post-COVID travel per year to meet up with your teammates in person.

Want to know more about how we do things? Watch:

 

We are looking to expand our team and aim to reflect and expand on the diversity of Automatticians currently working with us. At Automattic, we value diversity and know that different perspectives will ensure our team is innovative and creative thinking.

Salary range: $120,000-$180,000+ USD. Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

WordPress VIP is the world’s leading enterprise content management platform. We help the world's largest companies (including Meta, Salesforce, and Disney) create innovative digital experiences with WordPress.

We’re looking for a Solutions Engineer to provide technical leadership to our Enterprise sales team, where you'll play a key part in building and maintaining the structure to support our sales programs. You’ll define and implement scalable processes and systems that deliver technical expertise, with a focus on consultative solution-based selling.

Responsibilities:

Partnering proactively with Sales and Customer Success to qualify new business opportunities in terms of technical requirements, competitive landscape, and business drivers.

• Identifying and solving customer problems proactively and creatively through effective project management and consultation on technical setup.
• Building proofs of concept and leading the demo process—including building, running, and training the team based on our buyer personas, verticals, and business priorities.
• Contributing to the RFP/RFI process as the primary point person on technical responses that Account Executives need assistance with.
• Recommending the integration strategies, enterprise architectures, platforms, and application infrastructure required to successfully implement a complete solution using best practices on our Cloud.

Requirements: 

• 5+ years experience in a Solutions Engineer or related position with customer-facing experience translating customer technical requirements into value discussions.
• Understanding of enterprise business models, content distribution, audience engagement and enterprise focused technical solutions.
• Experience with WordPress, PHP, or consulting experience.
• Demonstrated experience building Proofs of Concept and leading demo presentations.
• Worked closely with Account Executive teams developing solutions on complex sales opportunities.
• Outstanding communication; you should be great at holding people’s attention whether presenting, talking on the phone, or writing a quick blog post.

We are currently prioritizing candidates in the United States and Canada.

Salary range: $150,000-$200,000 USD plus variable compensation - Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

As a Technical Account Manager (TAM) on the Automattic Special Projects team, your primary responsibility will be to ensure our partners have an excellent experience with WordPress and Automattic products, from initial partner onboarding through the entire support and maintenance lifecycle of a website. Your role involves close collaboration with site owners, designers, and developers to actualize partner requests, while also providing valuable feedback for product improvement to Automattic’s teams.

We are currently prioritizing candidates who work during typical business hours in the Pacific time zone (approximately 16:00 to 02:00 UTC).

Your key responsibilities will include:  

• Driving our partners’ adoption of WordPress and other Automattic products and services.
• Working closely with our partners to resolve their incoming requests with high precision.
• Drawing on your technical acumen and verbal and written communication skills to represent Automattic.
• Collaborate with partners to define website functionality in ambiguous contexts, and take ownership of delivery, timelines, and outcomes.
• Diving into WordPress and WooCommerce configurations, setup, and site building.
• Leading high-touch deployments or launches, including DNS configuration, domain transfers, data migrations, and integrations.
• Acting as the “voice of the customer” for our product teams, championing areas for opportunity, and surfacing bugs.

Other responsibilities:

• Developing close relationships with our partners in order to understand their business/operational needs and technical challenges, and help them achieve the greatest value from our products—particularly (but not limited to) WordPress, WooCommerce, Jetpack, and MailPoet.
• Troubleshooting technical and editor-facing issues as they arise, resolving the root causes where possible, and liaising with engineers where more in-depth support is needed.
• Translating partner requests into concrete, WordPress-focused requirements.
• Writing up clear, detailed tasks for team members to execute.
• Responding to urgent incidents on our partner sites (such as fatal errors or workflow-blocking bugs) with speed, care, and attention to detail.
• Continuously looking to improve and share processes that increase active project capacity. 
• Communicating confidently with third parties about partner needs, integration requirements, and WordPress best practices.
• Demonstrating ownership of the quality of our partners’ sites by advocating for their needs, verifying solutions we've delivered, and having a high attention to detail.
• Sharing knowledge, tools, and tips to help team members.
• Communicating clearly and effectively to a diverse set of partners with varying levels of technical aptitude.

About you:

• You have an obsessive need to provide “beyond the expected” customer service to the folks you work with.
• Your project management approach will strike a balance between thoroughness and momentum, keeping complex initiatives moving forward while maintaining quality and meeting deadlines.
• An advanced level of WordPress admin expertise, including:
• Ability to understand how plugins and themes interact with the site and with each other.
• Comfort using the Site Editor to modify patterns and page templates.
• A strong background with general web technologies, including: DNS, web accessibility, site performance, technical SEO, and ecommerce.
• Excellent English written and verbal communication skills, with an aptitude for taking technical language and making it understandable.
• Ability to triage requests, escalating needs outside the skillset/scope of the role to other team members.
• Demonstrated ability to manage assigned work independently while adjusting to new and competing priorities.
• Comfortable creating structure in ambiguous situations and pursuing a clear path forward.
• Effective problem solving, conflict resolution, and context-switching.
• Distilling goals and wishlists into concrete next steps.
• Remaining undaunted by managing risks in high-stakes situations.
• An eye for detail, and an innate desire to close out all items on a project checklist.
• A demonstrable understanding of how AI can multiply your productivity.

Bonus points if you have:

• Contributed to an open source project.
• Used Linear as a project or product management tool.
• Read Unreasonable Hospitality.
• Supported or run your own WooCommerce store.

Salary range: $85,000 -$130,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our  compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

At Automattic, we have the power to create opportunities for people in every corner of the earth. We offer flexible, challenging, and rewarding careers with true impact and scale. You could be on the outskirts of a jungle, living a nomadic life out of a van, in a major city or a small town that doesn’t have a central business district—as long as you have an active Wi-Fi connection, you can be an Automattician. 

We’re seeking experienced Technical Account Managers to join our Newspack team—individuals who combine strategic thinking with hands-on execution, thrive on complexity, and believe in the power of collaborative problem solving.

This role requires someone who can think strategically and work independently while thriving in a highly collaborative team environment. You'll balance technical problem solving with relationship management, applying broad experience across multiple areas rather than deep expertise in just one. The Newspack platform and its applications are vast and continuously evolving—there's no way any one person can hold it all in their brain, which makes our team's collaborative approach essential to success.

This is a blended role that combines migration project management with ongoing publisher support. You'll typically manage multiple concurrent migration projects while also contributing to our shared support responsibilities, helping publishers optimize their use of Newspack post-launch. This balance ensures that you stay connected to both the launch experience and the long-term publisher relationship, providing you with insight into the full publisher lifecycle.

The role requires flexibility and strong organizational skills to shift context between project work and support work—between heads-down, independent tasks and collaborative team problem solving. If you thrive on variety and can maintain momentum across different types of work, you'll find this structure engaging and rewarding.

As a Newspack Technical Account Manager, You Will:

• Manage publisher migrations from alignment through launch, owning timelines and coordinating a variety of stakeholders across technical and business requirements. You’ll proactively navigate obstacles, make strategic decisions about scope and priorities, and ensure successful outcomes even when facing unexpected challenges. Your project management will strike a balance between thoroughness and momentum, keeping complex initiatives moving forward while maintaining quality and meeting deadlines.
• Develop close relationships with news publishers by understanding their business goals, operational needs, and technical challenges. You’ll troubleshoot technical and editor-facing issues as they arise, help publishers leverage and optimize Newspack's features, set realistic expectations that align with our scope of support, and proactively identify opportunities to drive customer success.
• Maintain a deep and current knowledge of the Newspack platform, WordPress functionality, and the news publishing landscape. You’ll provide top-notch guidance to publishers, identify product improvement opportunities based on publisher needs, surface bugs and feature requests, and collaborate with engineering to resolve issues. Your closeness to publishers will make you a valuable voice in shaping the product’s evolution.
• Work independently using existing resources to solve problems efficiently, while actively engaging with the team to share learnings, contribute to discussions, and drive continuous improvement. You’ll participate in our highly collaborative team culture: sharing unique solutions, seeking input on complex challenges, and contributing to the collective knowledge that helps all of us serve publishers better. This balance between autonomy and collaboration is crucial to our work approach.
• Develop and refine project management, time management, and communication systems to work more effectively and efficiently. You’ll document solutions, identify patterns across projects that could inform process improvements, and contribute insights from your work to enhance our workflows, product features, and publisher success strategies.

In this role, success means:

• Meeting launch timelines while maintaining quality and managing scope effectively.
• Building strong publisher relationships that lead to successful long-term partnerships.
• Responding to publisher needs and providing timely, effective support.
• Thinking strategically about both individual projects and broader process improvements.
• Collaborating openly with the team, sharing knowledge, and continuously learning.
• Maintaining product expertise and contributing insights that improve Newspack for all publishers.

About you: 

• Solid working knowledge of WordPress core functionality, common plugins, and the WordPress ecosystem. (You don’t need to be a developer, but you should be comfortable troubleshooting WordPress sites and understanding how things work under the hood.)
• Background in client services, account management, or technical support, where you’ve managed relationships and solved problems directly with customers.
• Demonstrated ability to manage complex projects with multiple stakeholders, competing priorities, and dependencies—proactively, not just reactively.
• Comfort with technical troubleshooting, investigating root causes, and finding creative solutions within constraints.
• Clear, professional written and verbal communication skills; ability to explain technical concepts to non-technical audiences and set appropriate expectations.

Benefits

• Open vacation policy (no set number of days per year). We encourage all employees to take the time they need for vacation, to pursue their own interests, to stay healthy, and to spend time with friends and family.
• Home office setup and coworking allowances. Working from a coffee shop? You can use your coworking allowance for the requisite latte!
• We happily provide or reimburse the hardware and software you’ll need, as well as books or conferences that promote continued learning.
• Company-sponsored life insurance.
• Open parental leave (includes maternity, paternity, and adoption). If you’ve been with Automattic for 12 months, your leave is fully paid.
• A spiffy set of wireless headphones at your seven-year anniversary.
• Paid two to three-month sabbaticals encouraged every five years.
• We cover all costs of company travel, so dust off that passport! Your team will get together one to three times per year in locations around the globe. Other benefits are country-specific and include health, vision, and dental insurance; matching retirement/pension contributions; childcare vouchers; income protection; travel insurance; and discount offers.

Salary range: $73,000-$130,000 USD  Please note that salary ranges are global, regardless of location, and we pay in local currency.

We’re only considering candidates based in North America at this time.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Automattic, the tech powerhouse behind WordPress.com, Jetpack, Tumblr, WooCommerce, Simplenote, and more, is looking for seasoned Product Designers to help us keep the web free and open.

About the role:

Design is at the core of what we do: designing experiences for millions of users who actively use WordPress, WooCommerce, Tumblr, and all of the products within our ecosystem. You can visit our  Design Blog, to learn more about our team and read articles on design, software, and user experience.

We’re on the lookout for talented designers who are passionate about world-class user experience, deeply understand the needs of our users, and are interested in working with a diverse and global team. You will also be working closely with engineers, marketers, and customer support specialists from around the world in a fully remote company to create products that make online publishing and commerce accessible to everyone. 

What you’ll do:

• Design exceptional products from start to finish, participating in all phases of design, from definition to development and optimization.  
• Iterate actively with prototypes at all levels of design fidelity, informed by user research, market trends, and business goals. 
• Communicate and share often in written, verbal, and visual forms to create alignment and move the work toward implementation. 
• Collaborate regularly with engineers to ship high-quality experiences.
• Contribute to both Automattic products and the larger open-source and design communities.

What we’re looking for:

• Experience integrating AI tools, automation, and code-assisted workflows into the design process to accelerate exploration, prototyping, and iteration.
• The ability to utilize AI and augmented design practices in daily work, and to effectively communicate and share these practices with the team, including coaching and mentoring sessions.
• A past work experience that is relevant for Automattic: experience with consumer products, remote work, WordPress, e-commerce, site editors, etc.
• A keenness for identifying user needs, defining clear solutions, and delivering those through detailed design.
• The flexibility to design in low and high fidelity and choose the most efficient and responsible process for the job at hand.
• The ability to integrate feedback, validate, and iterate on our products while being mindful of our customers, contributors, and insights gleaned by our support teams.
• The ability to align business strategies and technical limitations while designing solutions to provide exceptional user experiences.
• Excellent written and verbal communication skills—you’ll collaborate with others and present your work regularly in a written format.
• Proficiency in design and prototyping tools (we use Figma) and familiarity with product development cycles.
• Strong UI and visual design skills with a portfolio showcasing your craft in both written and visual form.
• Familiarity with remote work (or excitement to try it!).

Salary range: $95,000-$200,000 USD - Please note that salary ranges are global, regardless of location, and we pay in local currency. #LI-DNI 

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-Remote

WordPress VIP is the world’s leading enterprise content management platform. We help the world’s largest companies (including Meta, Salesforce, and Disney) create innovative digital experiences with WordPress.

About the role:

As one of the fastest growing areas of Automattic, VIP presents a unique opportunity for experienced Account Executives to help take us to the next level. We're looking for AEs who are passionate about what WordPress can do for our existing customers.

Your style is to listen and learn from prospects, positioning VIP as the best Content Management System for the Global 2000. You don’t sit and wait for leads to come to you. Instead, you research the market, identify opportunities within specific verticals, and design a sales strategy that is both high-touch and creative, thereby helping to create the best possible positioning to develop new business for WordPress and VIP.

You’ll be closely working with SDRs as well as have full leverage of our Marketing teams to create compelling outreach and content, but you’ll be generating your own leads alongside that.

You view enterprise customers and their messages as important parts of the web, and you can see how WordPress VIP and Automattic can help them along their journeys. You pride yourself in establishing long-term relationships and doing what’s best for the customer. You enjoy telling stories, doing demos, and giving “the pitch,” and are comfortable talking to CMO’s and CTO’s.

Responsibilities: 

• Drive significant revenue growth by securing new enterprise clients and expanding existing accounts.
• Establish and nurture strategic C-level relationships that position VIP as a critical business partner.
• Successfully manage both transactional deals and large multimillion-dollar opportunities.
• Maintain accurate sales forecasts and pipeline information, and drive strategic improvement of forecasting processes.
• Develop and execute innovative, vertical-specific sales strategies that accelerate market penetration.
• Actively engage in pipeline generation activities, including regular outbound prospecting.
• Enhance the product offering by providing valuable customer insights to inform the VIP roadmap.
• Elevate WordPress VIP's brand and reputation in the enterprise CMS space through high-impact engagements.
• Contribute to a high-performing sales culture by sharing best practices and mentoring team members.

Requirements: 

• 7+ years of enterprise software sales experience, preferably in SaaS or CMS-related technologies.
• Demonstrated ability to consistently meet or exceed sales quotas.
• Strong understanding of enterprise software, IT landscapes, and content management systems.
• Excellent communication, presentation, and negotiation skills.
• Proven experience in solutions-based selling and closing enterprise-level deals.
• Ability to establish and maintain long-term customer relationships.
• Experience in managing and growing business within named accounts and verticals.
• Comfortable working with executive-level prospects, negotiating terms, and reviewing contracts.
• Self-motivated with a drive to achieve revenue and growth targets, both individually and as part of the company.

This role requires you to have a deep understanding of the technology and platforms that we run, and be able to communicate effectively with different stakeholders such as engineers and content creators. Moderate travel is required as well.

Location: Remote (East Coast of United States/Canada)

Salary range: $95,000-$160,000 USD, plus variable compensation - Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated for the right candidate.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Location: NYC NoHo Office (5 days a week)

About This Opportunity

We're building something unusual at Automattic: an AI-native culture at a 1,500-person company that powers 40% of the web. Not just adopting AI tools, but fundamentally transforming how we work and ship products at scale.

You’ll own the operational infrastructure that makes this possible. The messy, critical work between “we should use AI” and “we’re actually using AI effectively across 1,500 people”: privacy reviews, tool evaluations, policy development, vendor coordination, adoption tracking, and being the person who can answer “should we use this tool?” and “how should we approach this?”

This isn’t traditional program management. You’re building the governance frameworks and operational practices that help a distributed, highly technical organization move faster with AI while managing risk appropriately. You’ll work in-person with our Head of AI and NYC AI team while supporting AI adoption globally.

Why This Role Matters

Most companies are still asking “should we allow AI tools?” Automattic is asking “how do we use AI tools exceptionally well at scale while managing risk appropriately?” You’ll build the operational foundation that enables 1,500 people to move faster, work smarter, and compete in an AI-driven world.

Your decisions will have unusual leverage: shaping company-wide policy, creating governance infrastructure, and directly impacting how hundreds of millions of users experience AI in Automattic products.

What You’ll Do

• Own change management: design adoption campaigns, identify blockers to AI-native workflows, create enablement resources that move teams from experimentation to integration.
• Own AI governance: triage privacy questions, coordinate tool evaluations with Legal and Security, develop policy frameworks, guide procurement decisions.
• Build operational infrastructure: create processes where none exist, document decisions so teams can move faster, track adoption metrics and ROI.
• Manage cross-functional stakeholders: coordinate across Engineering, Product, Legal, Finance, and HR on AI initiatives and resource allocation.
• Serve as the central point of contact for AI questions across the company; translate ambiguous situations into clear guidance and actionable decisions.
• Report to leadership on AI adoption status, risks, and opportunities; facilitate strategic planning.
• Create dashboards, documentation, and operational playbooks that scale across a distributed organization.

You’ll Thrive Here If You

• Have 3–5+ years in technical program management or product operations at tech companies, managing complex initiatives with multiple stakeholders.
• Bring strong operational instincts. You build processes, create frameworks, and make chaos manageable.
• Excel at stakeholder management. Comfortable presenting to executives, facilitating cross-team discussions, influencing without direct authority.
• Navigate legal, privacy, and security considerations around new technology with confidence.
• Are data-driven. You track metrics, analyze trends, and use data to inform strategy.
• Thrive on bringing order to chaos. You’re energized by building systems that scale and being the “go-to person” for complex situations.

Technical Experience We Value

• Experience managing AI/ML initiatives or evaluating technical products (you don’t need to code, but should understand technical implications).
• Background in vendor evaluation, procurement processes, or technology governance.
• Track record building operational infrastructure or governance frameworks from scratch.
• Experience working with distributed/remote teams and async communication tools.
• Startup experience wearing multiple operational hats.

Bonus Points

• Previous work in management consulting, strategy, or business operations.
• Experience with AI tools in a professional context (understanding the landscape, not necessarily deep technical usage).
• Background supporting engineering or product teams at scale.

At Automattic, we use global salary ranges that do not vary by location. However, because this role is required to be based in our New York City office 5 days a week, we have applied an adjustment to the global band to support additional costs associated with the office-based role requirements. The salary for this role is $115,000–$190,000 USD.

If you later move to a different team or role at Automattic that is not NYC office‑based, your salary would be adjusted to the applicable global pay band for that role, which could result in a reduction in salary. Note that the global range would apply even if your chosen location of residence is NYC.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring. #LI-DNI

Location: Global (Remote or in-person in NYC)

About This Opportunity

We’re looking for exceptional AI engineers who’ve shipped breakthrough products that millions actually use. The kind of people who don’t just integrate APIs, they build features users love.

You’ll work with Automattic’s ecosystem, spanning WordPress.com, WooCommerce, Tumblr, Beeper, Mesh (formerly Clay), and more. If you’re in NYC, you’ll collaborate in-person with our AI team. If you’re distributed, you’ll work the way Automattic has for 20 years: asynchronously, transparently, with a focus on impact over hours.

This is about working on fascinating problems at scale with the backing of a profitable, mission-driven company. Whether you’re embedding with Other Bets teams, helping existing products leverage AI, or exploring new opportunities with our data and distribution, you’ll have the resources and reach to build things that matter to millions.

Why This Role Matters

Shape how AI transforms products used by hundreds of millions of people across the planet, from helping creators tell better stories to empowering merchants to compete effectively. You’ll tackle fascinating challenges across our entire ecosystem—with the backing of a profitable, mission-driven company.

Whether you're working in-person in NYC or distributed globally, you’ll have the autonomy to focus on high-impact work without the typical constraints of startups (fundraising pressure, runway anxiety) or large tech companies (bureaucracy, slow decision-making).

What You’ll Do

• Ship user-facing AI features across Automattic’s product ecosystem; from site building tools to ecommerce recommendations to messaging experiences.
• Build and iterate rapidly on AI-powered products that directly impact millions of users.
• Collaborate with PMs, designers, and engineers (in-person in NYC or distributed globally) in a fast-paced environment optimized for innovation.
• Experiment and scale successful AI innovations from prototype to production across multiple products.
• Embed with teams to work on products such as WordPress.com, WooCommerce, Jetpack, Mesh, Beeper, Pocket Casts, etc.
• Stay current with AI developments that unlock new user experiences.

You’ll Thrive Here If You

• Have shipped AI features that users actually use. Production experience is valued over theoretical knowledge.
• Are exceptionally talented. You’re the person other great engineers want to work with.
• Are strong across the stack OR deeply expert in your domain. We value both breadth and depth.
• Move fast without breaking things. Prototype quickly while building for scale.
• Think product-first. You know great AI is invisible to users; it just makes their experience better.
• Work well in distributed teams or love in-person collaboration if you’re NYC-based.
• Are drawn to working with other exceptional people rather than just seeking comfortable work environments.

Technical Experience We Value

• Production experience with LLMs (APIs or custom implementations) at meaningful scale.
• Strong full-stack development (we use PHP, TypeScript, and React, primarily).
• Building AI-powered user interfaces that perform well at scale.
• Machine learning fundamentals and staying current with rapid field developments.
• Track record of technical leadership or influence on high-performing teams.

Bonus Points

• Developed consumer AI products that scaled to a significant numbers of users.
• Experience with WordPress, ecommerce,, or messaging platforms.
• Open source contributions showing your thinking.
• Previous startup experience as a founder or early engineer.
• Based in NYC or willing to relocate (strong preference, but not required).

Salary range: $70,000 to $170,000 USD. Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI

Location: NYC NoHo Office (5 days a week)

About This Opportunity

Build the AI tools that Automattic uses internally. Maintain and extend LibreChat, our self-hosted AI interface. Create lightweight integrations and automations that make teams more productive. Help 1,500 people work better with AI.

This isn’t about building consumer products or shipping to millions of users. It’s about building tools for the people sitting next to you, getting immediate feedback, and iterating based on what actually helps. If you’ve ever wished you could control your own AI tools, customize them exactly how you want, and not be at the mercy of third-party vendors, this is that opportunity.

You’ll work in-person with our NYC AI team while your tools serve Automattic’s distributed organization globally.

Why This Role Matters

Most companies are locked into third-party AI tools: ChatGPT, Claude, whatever comes next. They’re stuck with whatever features the vendor ships, whatever privacy terms are imposed, and whatever prices are charged.

Automattic wants to control our AI infrastructure, customize it for our needs, and build tools that make our specific workflows better. You’ll have unusual freedom: self-hosted and open source stack, users sitting next to you with immediate feedback, no enterprise procurement cycles. Making 1,500 people more productive compounds quickly, and your work will improve LibreChat for everyone.

What You’ll Do

• Own Automattic’s LibreChat deployment: maintain, extend, and customize our self-hosted AI interface (TypeScript/Node.js stack).
• Contribute upstream to the LibreChat open source project; add features specific to Automattic’s needs while improving the project for everyone.
• Build lightweight internal tools and automations that help teams use AI better; integrate AI capabilities into existing Automattic systems.
• Work with DevOps on hosting, scaling, and reliability; debug issues, triage user feedback, ship improvements continuously.
• Create agent skills, custom workflows, and productivity multipliers; experiment with emerging AI tools, and prototype new capabilities.
• Document what you build so others can use it effectively; run workshops and office hours to help engineers adopt AI tooling.

You’ll Thrive Here If You

• Have strong TypeScript/JavaScript and Node.js experience. This is the foundation for most internal tooling.
• Are comfortable contributing to open source projects.
• Actually use AI tools in your workflow. Through your own direct experience, you understand what makes such tools useful or frustrating.
• Can work independently. You’ll be the first engineer focused on internal AI tooling; you need to be self-directed.
• Communicate clearly. You document what you build and help non-technical people use it effectively.
• Want to see your work used immediately by real people and prefer iterating with users next to you.

Technical Experience We Value

• DevOps experience: Docker, self-hosted infrastructure, Kubernetes, and managing production services.
• Previous work on developer tools, internal platforms, or productivity software.
• Open source contributions beyond LibreChat; track record of upstream engagement.
• Understanding of LLM APIs (OpenAI, Anthropic, etc.) and how to build with them.
• Experience with Python for quick prototyping and AI integrations.

Bonus Points

• Background in developer relations or technical advocacy.
• Experience building tools for distributed teams or remote-first organizations.
• Understanding of WordPress or PHP.
• Track record of building internal tools that became critical company infrastructure.

At Automattic, we use global salary ranges that do not vary by location. However, because this role is required to be based in our New York City office 5 days a week, we have applied an adjustment to the global band to support additional costs associated with the office-based role requirements. The salary for this role is $170,000–$230,000 USD.

If you later move to a different team or role at Automattic that is not NYC office‑based, your salary would be adjusted to the applicable global pay band for that role, which could result in a reduction in salary. Note that the global range would apply even if your chosen location of residence is NYC.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves. #LI-DNI