Jobs at Headway

Positions 1,960

Headway is a Seattle‑based fintech company that delivers AI‑driven personal financial planning tools. Known for rapid product iterations and a commitment to open‑source AI research, it now serves over 1 million users worldwide.

Headway hires software engineers, data scientists, product managers, UX designers, and DevOps specialists. Teams work with Python, Go, React, TensorFlow, and PyTorch, and engineers participate in quarterly hackathons and high‑velocity delivery cycles.

Job Transparency’s listings give real‑time salary benchmarks, employee satisfaction scores, and interview transparency. By comparing Headway’s compensation to industry norms, you can negotiate confidently and understand the company’s culture before applying.

Senior Product Designer, Provider Onboarding

Company: Headway

Location: Remote

Posted Dec 20, 2024

Headways is a startup aiming to make mental healthcare more accessible and affordable by building a new national network of providers accepting insurance. They have already onboarded over 45,000 providers and served over 1 million patients. The company is Series D funded with over $325m from renowned investors. They are looking for a Senior Product Designer to help deliver strategic initiatives on growing and onboarding new providers.

Senior Product Designer, Provider Onboarding

Company: Headway

Location: Remote

Posted Dec 20, 2024

Headway, a mental health tech company founded in 2019, is seeking a Senior Product Designer with 5-8 years of experience. The role involves collaborating with the provider acquisition team to grow and onboard new providers, contributing to the Headway design system, and helping evolve the product vision. Headway aims to make mental healthcare more accessible and affordable, serving over 1 million patients across 50 states. The company has raised over $325m in funding and offers competitive benefits including equity, medical coverage, and therapy reimbursement.

Provider Growth Manager

Company: Headway

Location: Remote

Posted Dec 19, 2024

Headway, a mental health tech company founded in 2019, aims to revolutionize mental healthcare by making it accessible to all. With over 45,000 providers and serving over 1 million patients, Headway is backed by significant funding. The company is seeking a Sales Manager to expand its therapist network across the US, managing a team of Provider Growth Associates. The role requires 2+ years of sales management experience, strong coaching skills, and adaptability in a fast-paced environment. Compensation ranges from $104,000 to $130,000 based on location, with additional benefits including equity, health coverage, and therapy reimbursement.

Provider Sales Associate

Company: Headway

Location: Remote

Posted Dec 19, 2024

Headway, founded in 2019, is a Series D company with over $325m in funding. Their mission is to build a new mental health care system accessible to everyone. They've created technology that helps people find insurance-accepting therapists, serving over 1 million patients across 50 states. As a Provider Sales Associate, you'll scale their therapist networks, directly impacting mental healthcare access. The role requires 1-3 years of sales experience, strong communication skills, and a scientific approach to growth. Compensation varies by location, with Group A cities earning the highest. Benefits include equity, health coverage, work-from-home stipend, and therapy reimbursement.

Revenue Operations Lead, Processes

Company: Headway

Location: Remote

Posted Dec 20, 2024

Headway is a fast-growing startup aiming to revolutionize mental healthcare by building a new national network of providers accepting insurance. They are seeking a Revenue Operations leader to help scale their operations, improve the quota close process, and drive core growth processes. The company offers competitive compensation, benefits, and a flexible work environment.

Associate, Strategy & Operations

Company: Headway

Location: Remote

Posted Dec 19, 2024

Headway is a mental healthcare technology company founded in 2019, aiming to build a new, accessible mental health care system. They've created a platform that connects people with insurance-accepting therapists, serving over 1 million patients across 45,000 providers. Headway is currently seeking an Associate, Strategy & Operations, to design and implement operational solutions, collaborate with cross-functional teams, and contribute to the company's mission of transforming mental healthcare.

Senior Product Manager, Customer Experience (CX)

Company: Headway

Location: Remote

Posted Dec 19, 2024

Headway, a mental health tech company founded in 2019, is seeking a Senior Product Manager to enhance its customer support experience. The role involves building new support channels, crafting efficient tools with AI, and collaborating with cross-functional teams. The ideal candidate should have 5+ years of CX experience, be customer-obsessed, data-driven, collaborative, and comfortable with ambiguity. The starting salary is $200,000 with comprehensive benefits including equity, health coverage, 401K, work-from-home stipend, therapy reimbursement, and more. Headway values diversity and inclusion, offering remote work across the US with offices in NYC and San Francisco.

People Program Manager

Company: Headway

Location: Remote

Posted Dec 20, 2024

Headway is a company building a new mental health care system with a mission to make therapy accessible and affordable for everyone. They have grown to a diverse national network of over 45,000 mental healthcare providers and have served over 1 million patients. They are looking for a People Program Manager to support their growth and employee development.

Vendor Operations Manager

Company: Headway

Location: Remote

Posted Dec 19, 2024

Headway, a mental healthcare company founded in 2019, is seeking an experienced Vendor Operations Manager. The role involves overseeing relationships with Business Process Outsourcing (BPO) partners, driving results, and scaling customer services infrastructure. The ideal candidate should have 5+ years of CX experience, a strong understanding of CX metrics and processes, and a passion for improving the customer experience. The company aims to make mental healthcare affordable and accessible for all, having served over 1 million patients across 50 states. Compensation ranges from $124,000 to $155,000 based on location.

Product Marketing Manager, Commercial

Company: Headway

Location: Remote

Posted Dec 19, 2024

Headway, a mental health tech company founded in 2019, aims to revolutionize mental healthcare by building a national network of insurance-accepting therapists. With over 45,000 providers and 1 million patients served, Headway is backed by $325m in funding from top investors. The company is seeking a Product Marketing Manager, Commercial, to scale its product marketing function, focusing on payers and health systems. The role involves understanding the market, driving product launches, and creating sales enablement content. Ideal candidates have 5-7 years of product marketing experience, preferably in health tech, and are passionate about making a difference in mental healthcare.

People Program Manager

Company: Headway

Location: Remote

Posted Dec 20, 2024

Headway, founded in 2019, aims to revolutionize mental healthcare by creating a system where everyone can access therapy. With over 45,000 providers across all 50 states and having served over 1 million patients, Headway is scaling its practice using technology that simplifies insurance acceptance for therapists. The company has secured over $325m in funding from prominent investors. Currently, Headway is seeking a People Program Manager to lead and execute key talent management programs, design new initiatives for employee growth, and collaborate with various teams to enhance Headway's workforce.

Remote Licensed Mental Health Counselor

Company: Headway

Location: Remote

Posted Dec 20, 2024

Headway, founded in 2019, is a mental health tech company aiming to revolutionize mental healthcare by making it accessible and affordable. They've built a national network of over 45,000 providers across all 50 states, serving over 1 million patients. Headway supports therapists in accepting insurance, managing their practice, and growing their caseload. They offer flexible schedules, marketing support, and practice management software. Headway is committed to diversity and inclusion, and their employees work remotely with options for offices in NYC and San Francisco.

Frequently Asked Questions

What is it like to work at Headway?
Headway fosters a culture of transparency, continuous learning, and rapid iteration. Employees enjoy flexible remote options, quarterly skill‑share sessions, and a data‑driven approach to product decisions. The team values diversity and encourages cross‑functional collaboration, so you’ll often find yourself working closely with designers, data scientists, and marketing to launch features fast.
What types of positions are available at Headway?
Headway’s 580 openings cover software engineering (frontend, backend, full‑stack), data science, product management, UX/UI design, DevOps, QA, and customer success. Roles span from junior developers to senior architects, and many positions emphasize experience with cloud platforms, machine learning pipelines, and scalable web services.
How can I stand out as an applicant for Headway?
Showcase concrete achievements, quantify impact, and align your portfolio with Headway’s product focus. Submit code samples on GitHub that demonstrate clean architecture and test coverage, contribute to open‑source projects relevant to AI, and prepare case studies that illustrate end‑to‑end feature delivery. Highlight your familiarity with Python, Go, and React, and express enthusiasm for participating in hackathons and cross‑team initiatives.

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