About the role:

At Headway, we’re building the largest national network of therapists who accept insurance — and making mental healthcare radically more accessible in the process. Our ability to serve patients starts with providers. As Director of Product for Provider Growth, you’ll lead the product vision, strategy, and execution for how we attract, onboard, and activate providers on Headway. 

Your mission is to grow the number of active providers on Headway by delivering a seamless, delightful onboarding and activation experience and by building high-impact growth channels. You’ll lead cross-functional teams responsible for critical surfaces across the provider funnel, including leads forms intakes, credentialing, onboarding, and referrals programs. You’ll also drive new product surfaces and big bets that tie into long-tail growth opportunities, like growing Group Practices. 

Provider growth is one of Headway’s most important levers for scaling access to affordable mental healthcare. Whether it's building a world-class referrals engine, optimizing conversion through onboarding, or laying the groundwork for future market expansion, this role is at the heart of Headway’s growth story — and critical to advancing our mission. This is a pivotal role for both Headway and our mission to make mental healthcare more accessible.

What you’ll do at Headway:

• Own the vision and strategy for provider growth — balancing bold bets with near-term impact to increase the number of new activated providers.
• Collaborate deeply with cross-functional teams — design, engineering, data, operations, GTM — to learn fast, ship often, and deliver meaningful outcomes.
• Lead and scale a team of PMs focused on improving conversion through onboarding, referrals, and provider activation flows.
• Use data and design to optimize the onboarding journey and improve conversion, provider experience, and overall efficiency.
• Stay close to providers and the market, using insights, data, and feedback to inform product strategy and prioritization.
• Be a strategic thought partner across the company on growth, activation, and provider experience.

You’ll be great for this role if you:

• Are a growth-minded product leader with 8+ years of experience driving measurable business impact through product innovation, with at least 4 years managing PMs.
• Have experience with B2B2C or platform products, ideally in a growth, marketplace, or onboarding-focused role.
• Are a strategic thinker who can zoom in and out — balancing long-term vision with near-term execution, and being honest about what matters most.
• Love digging into customer insights, data, and operational realities to shape your strategy.
• Thrive in ambiguous, fast-paced environments and excel at bringing clarity, focus, and momentum.
• Are a motivational leader who knows how to build high-performing teams and influence cross-functional stakeholders.
• Care deeply about delivering meaningful impact — for providers, patients, and Headway’s mission.

Compensation and Benefits:

The expected base pay range for this position is $249,600 - $312,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

• Benefits offered include:
• Equity Compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-AC1

About the role

This role exists to build a growth engine that compounds. You will be responsible for scaling Headway-sourced patients. This begins with high confidence in incrementally, while building the people, tooling, and creative systems that will ultimately make results repeatable.

Reporting directly to the GM of Patient, you will be the first senior growth marketing hire in Headway’s history on the patient side. You will own the full patient growth marketing remit across paid, lifecycle, and organic channels; stand up foundational martech and measurement systems; deploy creative systems that increase testing velocity; and partner across the marketplace to drive outcomes without channel cannibalization.

You’ll work closely with key partners across Engineering, Creative, Data Science/Analytics, Finance, Business Ops, and Provider Marketing, while helping define the long-term strategy for patient growth and broader marketplace dynamics.

What You’ll Do...

• Patient growth marketing: Own paid acquisition (Search, Social, OLV/OTT, Programmatic/Display), Lifecycle (email/SMS/push), and Organic (SEO, content distribution, Reddit/IG/TikTok/YouTube).
• Martech & measurement: Lead channel plumbing, experimentation frameworks, attribution, incrementality, MMM, and reporting — co-owning approach with Eng and Data but owning the outcomes.
• Creative systems for growth: Drive briefing, testing velocity, and learning loops across message × audience × asset × surface.
• Cross-marketplace levers: Align patient and provider growth to prevent channel overlap and unlock network effects.
• Team building: Hire, lead, and develop a high-bar, technical, and creative team across paid, lifecycle, and organic.
• Partner cross-functionally: Work with Product/Eng to build surfaces that drive conversion and quality, not just spend.

You’ll Be a Great Fit If You…

• Have deep expertise in growth marketing with explicit experience in Google, Meta, and OTT/OLV channels.
• Have led lifecycle marketing teams and understand how best to deploy email, SMS, and push channels.
• Bring strong martech and attribution experience, including build vs. buy decisions and measurement frameworks (attribution, incrementality, MMM).
• Have partnered closely with Engineering and Product, operating as one team with shared outcomes.
• Have experience deploying AI-forward marketing strategies and maintain personal interest in AI-native marketing stacks.
• Communicate clearly and simply, translating complex performance marketing topics for non-experts, executives, and boards.
• Can build strategies grounded in business outcomes and understand tradeoffs across product, engineering, and operations.
• Have hired and led growth marketing teams of 20+ and built 0→1 systems at scale.
• Work effectively with diverse cross-functional partners across analytics, finance, sales, creative, product, and engineering.

Compensation and Benefits

The expected base pay range for this position is $251,200 - $314,000 based on a variety of factors including qualifications, experience, and geographic location.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

Benefits offered include:

• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-home stipend
• Therapy reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility reimbursement and membership
• 13 paid holidays + company holiday break
• Flexible PTO
• EAP
• Training and professional development

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

Headway participates in E-Verify. To learn more, click here.

About This Role:

Every month, hundreds of thousands of patients and providers interact with Headway's support systems. Today, most interactions are handled by human agents working across disconnected tools. We believe CX is a product, not just a department — and the right product leader can transform how Headway supports its customers while dramatically improving both satisfaction and cost efficiency.

As Director of Product for CX, you will build Headway's CX product function from the ground up. You'll own the product vision and strategy for how patients and providers get help — from AI-powered self-resolution to context-aware agent tooling to the feedback loops that connect support insights back to the product.

You will:

• Define the vision and strategy for Headway's CX product — spanning AI-powered resolution, agent tooling, proactive engagement, channel strategy, knowledge systems, and the feedback loops that connect support insights back to the product.
• Build and lead a team of product managers focused on reducing cost-to-serve while increasing resolution quality and customer satisfaction.
• Own the AI resolution layer — build the agentic workflows and API integrations that enable the AI agent to actually resolve problems, not just answer questions. Define the autonomy framework: what AI handles without human involvement, what needs guardrails, and what requires a human.
• Build proactive engagement — systems that contact customers before they discover problems. Shift Headway's CX from reactive to proactive.
• Launch and unify all contact channels — email, text, and voice — with intelligent routing that delivers differentiated experiences based on customer context, value, and issue type.
• Own the knowledge and quality layer — machine-readable SOPs, AI evaluation frameworks and crisis escalation pathways.
• Partner deeply with CX Operations to build agent tooling that makes human agents dramatically more effective — AI copilot, full journey context, auto-generated summaries.
• Close the feedback loop: build the system that identifies the highest-impact product defects driving support volume and surfaces them to insurance platform teams for upstream fixes.
• Establish measurement frameworks that connect CX product investments to business outcomes..

You'd Be a Great Fit If...

• You are a product leader with 8+ years of experience, including at least 3 years managing PMs, with a track record of building CX/support products at scale.
• You have a strong point of view on how AI will transform customer support — and you've shipped AI-powered CX products.
• You've launched or scaled multi-channel CX systems and used intelligent routing for personalized experiences.
• You've demonstrated the ability to simultaneously reduce support costs and improve customer satisfaction.
• You thrive at the intersection of product and operations.
• Nice to have: experience in healthcare, insurance, or other industries with complex customer interactions.

Compensation and Benefits:

The expected base pay range for this position is $249,600 - $312,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

About This Role

We're looking for Staff PMs who are curious about what AI makes possible and eager to build in an environment where it's a core part of the toolkit — not a side project.

We are hiring across Patient, Provider, Payer, and Platform. The right candidates will bring strong product fundamentals and a willingness to build with AI in a regulated, high-stakes industry.  Staff PMs at Headway own product areas end-to-end: setting strategy, partnering deeply with engineering, data science, and design, and driving outcomes that move the company.

AI is changing how we build at Headway, and the size of opportunity for Headway to leverage AI is massive. We sit at the intersection of healthcare delivery, complex insurance systems, and a multi-sided marketplace serving tens of thousands of providers and millions of patients. AI is increasingly part of how we solve these problems — and we want PMs who are energized by that, whether they're deep in AI already or strong product thinkers ready to learn.

The Problems We're Solving

For Patients

Finding the right therapist, understanding your insurance benefits, and staying in care shouldn't be hard. Today it is. We're building AI-powered matching and personalized care navigation that help patients get into — and stay in — mental health care at scale. One million patients a month ask for a referral to a mental health provider. We're building the systems that ensure they actually get there.

For Providers

Therapists spend a staggering amount of time on administrative tasks — credentialing, documentation, scheduling, billing — instead of with their patients. We're using AI to automate clinical workflows, simplify complex insurance requirements, and give providers more time to do what they came here to do. The goal: a thriving practice on Headway that practically runs itself.

For Payers

Health insurers are asking harder questions: Is care on Headway actually working? Is it worth what we're paying? We're using AI to answer them at scale — measuring clinical outcomes, building dashboards that demonstrate responsible care, and moving toward a model where patients are matched to the right care pathways and providers are aligned around better outcomes. This work protects Headway's standing with insurers and opens doors to deeper, more strategic partnerships.

For Platform

The infrastructure underneath Headway — billing, claims, payments, and trust and safety — needs to scale reliably at the speed of our growth. We’re using AI to automate complex, high-volume workflows, detect fraud and errors faster, and build systems that get smarter over time. This is foundational infrastructure with direct impact on Headway's economics and compliance posture.

What You'll Do at Headway

• Define and own the product strategy for your area in partnership with engineering, design, data, clinical, and operations teams
• Apply AI where it matters: identify where intelligence creates step-change improvements in your product area and drive those bets from insight through production
• Set and own clear success metrics; communicate results and course-correct with urgency
• Represent the voice of your customer — patient, provider, or health plan — with conviction in every decision, grounded in data and direct research

You'd Be a Great Fit If…

• You have 8+ years of product management experience with a track record of owning complex, high-impact product areas
• You have experience with LLM systems — prompting, retrieval, evaluation, fine-tuning — and a track record of shipping AI-powered products that hold up at scale, not demos.
• You've built at scale in a marketplace, platform, or data-intensive environment — and can show the outcomes you drove
• You're energized by working in regulated, complex industries and see constraints as a product design challenge rather than a blocker
• You can influence across engineering, clinical, legal, finance, and operations — and you're equally comfortable in the data and in the room
• You have strong quantitative fluency and can partner with data scientists on experiment design and causal analysis
• You communicate with precision — in writing, in product reviews, and with senior leadership

Compensation and Benefits:

The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-EM1

You Will

• Own Headway's SEM program end-to-end: campaign architecture, keyword strategy, bidding, budget allocation, and performance optimization across Google Ads and Microsoft Ads.
• Scale SEM spend efficiently: grow budgets toward $50M+ annually while maintaining target CAC and ROAS.
• Build incrementality measurement: design and run geo-lift studies, holdout tests, and brand/non-brand incrementality analysis.
• Optimize the full funnel: partner with Product and Engineering to improve post-click conversion from landing page through booked appointment.
• Partner directly with Engineering and Data Science: own tracking implementation, attribution infrastructure, and performance reporting.
• Leverage AI tools: Build and run AI agents in Claude Code that automate keyword expansion, ad copy generation, bid optimization signals, and competitive intelligence.

Who You Are

• 8+ years of SEM experience with deep hands-on expertise in Google Ads at scale.
• You have managed annual SEM budgets of $50M+. You know what it takes to scale spend while maintaining efficiency.
• You are a technical marketer. You work directly with Engineering and Data Science teams. You can write SQL and build dashboards.
• You measure what matters: incrementality testing, geo-lift studies, or MMM. You optimize for booked appointments, not vanity metrics.
• You own the full funnel: post-click optimization and conversion rate improvement with Product and Engineering.
• You actively manage AI agents as part of how you operate. Orchestrating AI is already part of your workflow.
• You want to own something. This is a single-IC role with a wide scope and real autonomy. 

Compensation and Benefits:

The expected base pay range for this position is $152,000 - $190,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

About The Role

You will be the first dedicated AI Product Manager on the Patient side at Headway. Your mission: build AI-powered products that help patients find the right therapist, stay engaged in care, and achieve measurable improvements in their mental health.  This is not an AI-strategy-deck role. You will ship. You will write evals. You will debug prompt chains. You will partner with ML engineers and data scientists to build products that work for real patients in a HIPAA-compliant environment.  We power over 500,000 appointments per month. Now we are building AI-powered experiences to help patients find the right care and stay in it!

What you’ll do at Headway:

• Own AI-powered patient intake and therapist matching: design LLM-driven flows that understand patient needs and recommend the right provider.
• Build between-session AI support experiences: personalized tools that help patients reflect, prepare, and build therapeutic habits.
• Establish evaluation and safety infrastructure: write evals, build test suites, design red-teaming protocols, and implement human-in-the-loop escalation.
• Advance outcome measurement: move beyond PHQ-9/GAD-7 to AI-informed measurement.
• Partner with Engineering, ML, Data Science, Clinical, and Legal to ship AI products in a HIPAA-compliant architecture.

You’ll be great for this role if you:

• 8+ years of PM experience, with at least 2 years shipping AI/ML-powered products to real customers.
• You have personally written evals for AI product quality.
• You have built multi-step LLM-powered user flows in production.
• Strong technical fluency with LLMs: model selection, RAG architectures, fine-tuning, cost/latency/quality.
• You are a builder who has shipped AI products in partnership with ML engineers.
• Bonus: Experience in regulated industries (healthcare, fintech, insurance).
• Bonus: Experience in healthcare or mental health.
• You understand that building AI for people managing their mental health requires a different level of care and safety.

Compensation and Benefits:

The expected base pay range for this position is $212,000 - $265,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-EM1

About this role

Providers are at the heart of Headway’s mission, and the products they use every day play a critical role in both the quality of care patients receive and providers’ ability to sustainably run their practices. Our Provider Experience products are designed to reduce administrative burden, support clinical best practices, and create a seamless care journey for patients — from scheduling and sessions to assessments and follow-up. 

As a Senior Product Manager on the Client Engagement team, you’ll help shape the tools therapists rely on to deliver care, measure progress, and build trusted relationships with their patients, so they can spend less time on operations and more time focused on care. As we grow, we’re looking to build tools that leverage the power of AI and support the end-to-end experience of care between patient and provider, including scheduling, telehealth, in-session tools, and post-session communication, with a focus on reliability and usability.

What you’ll do at Headway

• Own problem discovery, solution design, and delivery for meaningful provider and patient workflows within the Headway platform.
• Translate user needs, business goals, and clinical or compliance considerations into clear product strategy, roadmaps, and execution plans.
• Partner closely with engineering, design, data, clinical operations, and compliance to ship high-quality, high-impact product experiences.
• Stay deeply connected to providers’ and patients’ day-to-day workflows through research, feedback, and data — and use those insights to inform priorities and tradeoffs.
• Integrating AI-powered note-taking into telehealth workflows to reduce documentation burden and improve session quality.
• Exploring agentic AI solutions to streamline provider scheduling and optimize operational efficiency.
• Leveraging AI to surface the full patient journey, enabling providers to build informed treatment plans, prepare for sessions, and deliver more coordinated care.
• Advocate for simple, intuitive experiences that balance usability, operational realities, and regulatory requirements.

You’d be a great fit if…

• You have 5+ years of product management experience, building and shipping user-centric products with complex workflows.
• You’re comfortable operating end-to-end — from discovery and strategy through execution and iteration.
• You’re data-informed and know how to use qualitative and quantitative insights together to drive decisions.
• You bring strong product judgment and UX sensibility, and care deeply about building experiences users trust and enjoy.
• You thrive in ambiguous, fast-paced environments and can bring clarity and momentum to your work.
• You’re a strong cross-functional partner who communicates clearly, builds alignment, and drives progress without formal authority.
• Nice to have: experience in healthcare, clinical tooling, telehealth, assessments, or workflow-heavy B2B or consumer products.

Compensation & Benefits:

The expected base pay range for this position is $185,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Winter Break during the weeks between December 24th and January 1st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-EM1

About the role:

We're seeking a Senior Product Manager to lead our Provider Acquisition pod. Your mission will be to drive sustainable user acquisition and revenue growth through data-driven search marketing strategies and product optimizations. You'll partner with Engineering, Marketing, Data, and Design to build scalable growth systems that maximize our search visibility and conversion funnel performance. The ideal candidate thrives in a metrics-driven environment, has expertise in search marketing, and is passionate about leveraging product innovation to accelerate growth.

What you’ll do at Headway:

• Develop and execute a comprehensive growth strategy that leverages SEO, SEM, and product to drive provider acquisition, engagement, and retention.
• Partner with engineering and data science teams to implement features, landing pages, and experiences that improve our ability to find and acquire new providers across multiple segments 
• Collaborate with content and marketing teams to align SEO content strategy with product roadmap and business objectives.
• Design, launch, and optimize referral programs, invite flows, and affiliate networks to accelerate acquisition

You’ll be great for this role if you:

• Bring growth experience: You have 5+ years of product management experience with demonstrated success in growth-focused roles, ideally with SEO and SEM expertise, and the proven ability to drive measurable results.
• Are data and results driven: You love running experiments and are a master at digging into data, defining clear goals, running toward them & bringing your team along the way.
• Are highly collaborative: You work well with other functions and teams and can collaborate on delivering impact together to a shared goal. 
• Thrive in ambiguity: You love tackling ambiguous problems in a fast-paced environment with an optimistic and energizing attitude.

Compensation and Benefits:

The expected base pay range for this position is $180,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

• Benefits offered include:
• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development

#LI-EM1