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Headway

Head of Product and Brand Marketing

Job Summary

This role is for a senior marketing leader responsible for shaping and executing product and brand marketing strategies at Headway, a company dedicated to making mental healthcare more accessible. The candidate will lead go-to-market initiatives, manage product launches, and evolve the company's brand across diverse audiences including providers, patients, and payers. They will build and lead a high-performing marketing team, collaborate across departments, and define KPIs to measure success. The position emphasizes strategic vision, execution, cross-functional influence, and data-driven decision-making in a fast-growing organization.

Required Skills

Team Leadership
Cross-functional Collaboration
Go-to-Market Strategy
Product Marketing
Messaging & Positioning
Data-Driven Analysis
Corporate Communications
Product Launches
KPI Development
Market Positioning
Brand Marketing

Benefits

Parental Leave
Flexible PTO
401K
Paid Holidays
Employee Assistance Program
Medical Coverage
Dental Coverage
Vision Coverage
Equity Compensation
HSA / FSA
Work-from-Home Stipend
Therapy Reimbursement
Fertility Reimbursement
Training & Development

Job Description

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 45,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

About the Role

Headway is on a mission to make mental healthcare more accessible, and we're seeking a senior marketing leader to help shape and amplify our brand and product story. As the Head of Product and Brand Marketing, you will lead go-to-market initiatives across three core audiences: Providers (SMBs), Patients (Consumers), and Payers (Enterprises). You’ll be responsible for Product Marketing, Brand Marketing and Corporate Communications.

Reporting directly to the VP of Product, you’ll be a key partner in crafting and executing seamless, impactful customer experiences. You'll be responsible for launching new products, evolving the Headway brand, building a high-performing team, and translating complex value propositions into compelling marketing strategies that resonate across a diverse customer base.

As one of a small number of senior leaders, you’ll play a leadership role in a rapidly scaling organization, collaborating with leaders across Product, Performance Marketing, Sales, Business Development, Customer Support, and Operations, and help shape the broader strategy of a rapidly scaling organization.

What You’ll Do...

  • Build & lead a top-performing team of Product Marketers, Brand Strategists, and Comms professionals, fostering a culture of collaboration, creativity, and accountability.
  • Define and own the overarching product marketing strategy to ensure alignment with company goals, product roadmaps, and market opportunities.
  • Craft and evolve compelling messaging and positioning that clearly communicates Headway’s unique value to each of our target audiences.
  • Own product launches end-to-end, introducing new capabilities to our customers and reinforcing key value propositions
  • Establish and track KPIs, continuously analyzing performance and optimizing strategies to improve brand reach, customer engagement, and business impact.
  • Shape and activate the Headway brand, building trust and recognition in the market.

You’ll Be a Great Fit If You…

  • Have 12+ years of experience in integrated marketing, with a strong focus on brand and product marketing, including 7+ years leading high-performing teams.
  • Have a track record of successfully leading both 0→1 GTM strategies and scaled product launches across multiple customer segments.
  • Are a strategic leader and hands-on operator, equally comfortable setting vision and executing.
  • Thrive in fast-paced, ambiguous environments and bring a growth mindset to solving complex challenges.
  • Possess strong cross-functional collaboration skills, with proven experience influencing stakeholders across product, marketing, sales, and operations.
  • Are data-driven and results-oriented, with experience developing KPIs, dashboards, and frameworks that connect marketing efforts to business outcomes.
  • Are deeply curious and customer-obsessed, constantly seeking to understand user needs and deliver meaningful value.

The expected base pay range for this position is $280,500 - $330,000, 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 Holiday Break during the week between December 25th and December 31st
    • Flexible PTO
    • Employee Assistance Program (EAP)
    • Training and professional development

#LI-ES1

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 employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, click here.

Interested in this job?

Application deadline: Open until filled

Logo of Headway

Headway

A platform connecting patients with mental health providers, simplifying access to therapy and psychiatric care.

See more jobs
Date PostedJuly 10th, 2025
Job TypeFull Time
LocationNew York, New York, United States; Remote - New York; San Francisco, California, United States
Salary$280,500 - $330,000
Exciting remote opportunity (requires residency in United States) for a Head of Product and Brand Marketing at Headway. Offering $280,500 - $330,000 (full time). Explore more remote jobs on FlexHired!

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