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.

Director, Product Management - Trust (Security & Privacy)

Company: Headway

Location: Remote

Posted Oct 31, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are looking for a PM Director to shape their internal and external efforts to grow their customers' trust in Headway.

Outbound Marketing Lead

Company: Headway

Location: Remote

Posted Oct 18, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are seeking a talented Outbound Marketing Lead to build and scale demand generation campaigns.

Remote Licensed Clinical Psychologist

Company: Headway

Location: Remote

Posted Nov 01, 2024

Headway, a mental health tech company founded in 2019, aims to revolutionize mental healthcare by making it accessible and affordable. They've built a national network of over 34,000 providers across all 50 states, enabling therapists to accept insurance and scale their practices. Headway supports clinicians with tools for practice management, insurance handling, and marketing. They offer flexible schedules, telehealth options, and live client support. The company is backed by major investors and committed to diversity and inclusion.

Outbound Marketing Manager

Company: Headway

Location: Remote

Posted Oct 18, 2024

Headway is a mental health care system that aims to make therapy accessible to everyone. They have built a technology that helps people find great therapists and have a diverse national network of over 34,000 mental healthcare providers. They are seeking an Outbound Marketing Manager to lead a team and drive demand generation from untapped audiences of providers.

Senior Product Manager, Internal Tools

Company: Headway

Location: Remote

Posted Nov 01, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are seeking a Senior Product Manager to lead their Internal Tools platform team.

Director, Product Management - Enterprise Product

Company: Headway

Location: Remote

Posted Oct 31, 2024

Headway, a mental health tech company founded in 2019, is seeking a Director of Product to build and scale product portfolio for Insurance Companies and Health Systems. The role involves developing new features, leading innovative pilots, and exploring new revenue opportunities. The company aims to increase affordable mental healthcare access by making it easy for therapists to accept insurance. Headway has over $325m in funding and a network of 34,000 mental healthcare providers across all 50 states. The ideal candidate should have 7+ years of product experience, enterprise/B2B experience, and a customer-centric approach.

BPO Program Manager

Company: Headway

Location: Remote

Posted Oct 22, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are looking for an experienced BPO manager to oversee relationships with BPO partners and drive results.

Lead, Revenue Operations

Company: Headway

Location: Remote

Posted Oct 19, 2024

Headways mission is to build a new mental health care system that everyone can access. They have built technology to help people find great therapists and are growing a national network of mental healthcare providers. The company is seeking an operational leader to grow and shape their growth engine.

Manager, Provider Onboarding

Company: Headway

Location: Remote

Posted Oct 22, 2024

Headway is a mental health care system that aims to make therapy accessible to everyone. They have built a technology that helps people find great therapists and have a diverse national network of over 34,000 mental healthcare providers. They are hiring a Manager of Provider Onboarding to scale their customer onboarding approach.

Senior Fullstack Software Engineer

Company: Headway

Location: Remote

Posted Oct 30, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are looking for experienced engineers to join their team and help change mental healthcare for the better.

Revenue Support Associate (Salesforce)

Company: Headway

Location: Remote

Posted Oct 23, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are looking for a Revenue Support Associate to support their sales team and ensure timely responses to requests.

Senior Product Manager, Customer Experience (CX)

Company: Headway

Location: Remote

Posted Oct 22, 2024

Headway is a company that aims to build a new mental health care system, making it easy for therapists to accept insurance and scale their practice. They are looking for a Senior Product Manager to elevate their customer support experience.

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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