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

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