About the Role

As a Principal Technical Program Manager at Attentive, you’ll lead complex, cross-functional initiatives across Security, Business Systems, and IT, including our enterprise AI transformation efforts. You’ll play a key role in bringing internal tools and systems to life end to end, from planning and execution through adoption and impact. This role is ideal for someone who thrives in ambiguity, drives alignment across teams, and is deeply focused on delivering meaningful business outcomes, ensuring the work not only ships on time but truly moves the company forward.

Who we are

The PMO at Attentive is responsible for managing the delivery of top company initiatives and helping guide them from planning all the way through execution and ultimately tracking the results / KPIs and reporting them. We drive delivery excellence across the enterprise to ensure business outcomes are achieved.

What You'll Accomplish

As a Principal Technical Program Manager, you will:

• Drive Delivery of Complex Programs: Ensure successful planning, execution, and delivery of Security, IT & Business Systems projects that require alignment both internally and across Engineering, Finance, and Go-To-Market (GTM) teams. 
• Own Projects End-to-End Within Your Domain: For programs that fall squarely in your area of expertise — whether AI transformation, security tooling, or improving a business systems workflow — step in as the project owner, not just the program coordinator. Drive the work alongside your engineering partner to ensure scope is defined, own accountability for the outcome, ensure day-to-day decisions are made, and remove blockers without waiting for someone else to take the lead. This is about operating as a practitioner, not just an orchestrator, when the work calls for it.
• Ensure Accountability Across Teams: Ensure all parties are aware of the work for which they are responsible, and partner with leads to map dependencies and sequence work effectively.
• Identify & Mitigate Risks: Work with your initiative leads to proactively surface and resolve risks and issues within teams, and escalate to leadership when necessary.
• Maintain Stakeholder Visibility: Maintain full visibility with leadership and other critical stakeholders throughout the planning, execution, and launch of projects, including raising escalations when needed.
• Track Results & KPIs: Ensure results and KPIs are defined, tracked, and consistently reported to measure program success.
• Conduct Post-Mortems: Lead post-mortems to assess lessons learned and implement improvements for future initiatives.

Team Level Execution Responsibilities

Support team level project execution and operations to ensure teams are positioned to successfully ship & maximize their velocity –adjusting depth and frequency based on project priority, complexity, timelines, and risks.

• Support Team-Level Objectives: Collaborate closely with Security, IT and Business Systems team leads to ensure alignment with team goals, milestones, and deliverables. Partner with Product and Design to ensure requirements are clear, prioritized, and achievable.
• Enable Technical Decision-Making: Partner with engineers to understand technical challenges, facilitate discussions, and help balance trade-offs between scope, quality, and speed.
• Coordinate Cross-Team Dependencies: Act as a bridge between engineering teams and other stakeholders, ensuring dependencies are well-documented and timelines are met.
• Optimize Agile Practices: Facilitate sprint planning, stand-ups, retrospectives, and other Agile ceremonies, ensuring the teams operate effectively and efficiently to plan and execute..
• Drive Process Improvements: Identify and address bottlenecks, inefficiencies, or gaps in engineering workflows. Implement solutions that enhance team productivity.
• Ensure Delivery Transparency: Maintain clear documentation and reporting for team progress, risks, and decisions, ensuring alignment across all stakeholders.

Your Expertise

• Experience: 10+ years of experience as an embedded, Technical Program Manager delivering impactful initiatives from planning through launch.
• Technical Expertise: Proven experience operating within the Security, IT, and/or Business Systems ecosystem—overseeing technical programs that ship new tooling, features and products to internal customers..
• Business Stakeholder Alignment: Demonstrated ability to align technical program execution with business objectives, ensuring smooth collaboration and synchronization between Finance, Revenue, Engineering, and other key partners.
• Exceptional Communication: Strong verbal and written communication skills, with experience tailoring messages for technical and non-technical audiences at all levels.
• Problem Solving & Execution: Analytical mindset with a focus on identifying solutions to challenges and delivering outcomes. Experience managing ambiguity and competing priorities.
• Agile Practices: Hands-on experience with Agile frameworks and methodologies, including Scrum, Kanban, or SAFe, and a track record of improving team workflows.
• Self-Starter: Thrives in a dynamic, fast-paced environment where autonomy, ownership, and proactive decision-making are key.
• Continuous Improvement: Committed to driving process improvements and leveraging feedback to enhance future program delivery.

You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.

For US based applicants:

• The US base salary range for this full-time position is $152,000 - $210,000 annually + equity + benefits
• Our salary ranges are determined by role, level and location

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About the Role
Messaging Operations is the team behind how billions of SMS, MMS, and RCS messages move from our customers to their subscribers every month. We own Attentive’s relationship with the messaging ecosystem, message deliverability, phone number provisioning. The work sits at the intersection of technology, commercial strategy, and operational execution. It shapes the messaging experience & pricing for our brands.

As Director of Messaging Operations, you will lead the team and own the next chapter of its evolution: rebuilding our processes with AI, managing the P&L, and deepening our partnerships across the messaging ecosystem within the US & beyond. This next chapter embeds AI agents as part of the team to deliver best in class messaging experiences faster, better and more effectively. You will also support geographic expansion by building the infrastructure to send messages in existing and new geographies Attentive supports.

What You’ll Accomplish

• P&L Ownership: own the multi-million dollar P&L line item, including budgeting & forecasting in partnership with FP&A and Accounting. Set and continuously optimize our messaging strategy; lead contract negotiations, RFPs, and renewals.
• AI & Automation: lead the reinvention of messaging operations with AI across phone number provisioning, deliverability, compliance.
• Ecosystem Partnerships: own relationships with key messaging partners & providers, serving as Attentive’s primary interface to drive performance, alignment, and growth.
• Team Leadership: lead, coach, and grow the team of Sender Operations, Deliverability, & commercial strategy.
• Operational Excellence: own end-to-end deliverability and sender operations, on-call and incident response.

Your Expertise

• BA/BS or MBA from accredited university
• 8+ years of work experience required; 5 years at a top-tier management consulting firm with experience as an Engagement Manager leading multi-workstream engagements
• AI-Native Operator. You use AI reflexively as a thought partner, researcher, and force multiplier. You have personally re-engineered workflows with LLMs and agents and have strong intuition for where AI works, where it doesn't, and how to sequence the rollout
• Strong quantitative and analytical skills, including P&L modeling, scenario analysis, and vendor economics
• Proven ability to lead and influence across multiple levels (incl. C-suite / VP level executives, external partners) and multiple functions of an organization
• Experience managing complex cross-functional projects with many stakeholders
• People leadership experience — coaching senior ICs and managers, setting performance bars, and building team culture
• Startup or high-growth SaaS experience preferred
• Telecom, messaging, or aggregator/carrier industry experience is a plus, not a requirement
• Desire to succeed in a demanding, innovative, and entrepreneurial environment: a highly proactive self-starter

You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.

For US based applicants:

• The US base salary range for this full-time position is $170,000 - $220,000 annually + equity + benefits
• Our salary ranges are determined by role, level and location

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By applying for this position, your data will be processed as per Attentive's Privacy Policy.

About the Role

Strategy & Operations is a high impact, high visibility team whose mission is to drive strategic priorities across the company. We stay focused on the most impactful projects that serve our mission of reinventing business to consumer communication for the mobile age. Our priorities continuously evolve with the company & business landscape.

As a Strategy & Operations Associate you will deliver business critical insights using analytics, develop short & long-term strategies, assess new growth opportunities, manage and coordinate large initiatives or investigations, and drive business planning. The role will include delivering insights on business performance, running business reviews, market analysis, competitive landscape assessments, M&A evaluations & integrations. You will engage and partner across analytics, sales, marketing, finance, partnerships, product & more.

What You’ll Accomplish

• Business Performance: drive analytical insights, monitor performance against goals and run business reviews to provide transparency across the executive team, influence both product roadmaps and go-to-market plans by leveraging qualitative and quantitative insights to enhance business performance
• Strategy: identify, evaluate and help prioritize new growth opportunities, evaluate competitive landscape and develop strategy to address evolutions
• Operations: run large, complex cross functional projects, support with functional operational projects
• M&A: identify potentials targets for acquisition, acquire & integrate startups that service our mission

Your Expertise

• BA/BS or MBA from accredited university
• 3+ years of work experience required; minimum of 2 years at a management consulting firm required
• Startup experience preferred
• Preference for candidates living in NYC or SF
• Lead and influence across multiple levels (incl. C-suite / VP level executives) and multiple functions of an organization, as well as being a trusted advisor to leadership
• Strong quantitative and qualitative analytical skills
• Previous experience managing complex projects with many stakeholders
• Ability to track and execute multiple simultaneous projects
• Proven ability to operate effectively in a fast-paced and ambiguous environment
• High emotional intelligence
• Openness and responsiveness to feedback
• Desire to succeed in a demanding, innovative, and entrepreneurial environment: a highly proactive self-starter

You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.

For US based applicants:

• The US base salary range for this full-time position is $100,000 - $125,000 annually + equity + benefits
• Our salary ranges are determined by role, level and location

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By applying for this position, your data will be processed as per Attentive's Privacy Policy.

About the Role
The Product Analytics team is at the forefront of Attentive innovation, measuring results and delivering insight on new AI products. We are looking for a  Product Analyst to be the resident expert on Attentive AI, as well as other products. Product analysts at Attentive are strategic thought partners to the Product Management organization and Strategy teams. Responsibilities include measuring results & delivering insights on new products across their development lifecycle: experimentation, launch, post-launch and at scale. Product analysts help define the trajectory of new product launches, identify areas of opportunity within existing launches / mature products, and provide recommendations to product managers and the executive team to inform the product roadmap. 

What You’ll Accomplish

• Partner with product managers & engineers to measure results of & deliver insight on products across their lifecycle: experimentation, launch, post-launch and at scaleIdentify key metrics and insights to track progress of highest priority initiatives including Attentive’s suite of new AI products
• Develop analytics frameworks to run AB tests and measure the success of product features and initiatives
• Uncover insights to help identify new product opportunities that maximize performance of marketing programs for Attentive customers 
• Present recommendations to product organization & executive leadership 

Your Expertise

• 4+ years of relevant work experience in analytics, data science, or business intelligence with experiencing using a data visualization tool (Looker, Tableau,  Qlikview, MicroStrategy)
• Experience using, writing and optimizing SQL queries in a business environment
• Knowledge of statistics and experience running A/B tests 
• Knowledge of data warehouse technical architecture, infrastructure components, ETL and reporting/analytic tools and environments
• Ability to execute fast-paced and dynamic projects in a highly organized manner 
• You have an inherent curiosity and analytic follow-through; you can’t help but ask “why?” and love using data and logic to explore potential solutions 
• Experience effectively communicating the results of analyses with stakeholders to drive strategy decisions
• Bachelor's degree in Computer Science, Mathematics, Statistics, Finance, or equivalent work experience

You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.

For US based applicants:

• The US base salary range for this full-time position is $110,000 - $150,000 annually + equity + benefits
• Our salary ranges are determined by role, level and location

By applying for this position, your data will be processed as per Attentive's Privacy Policy.