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 Data Engineer

Company: Headway

Location: New York City, NY

Posted Aug 28, 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 Data Engineer to help them achieve this mission.

Engineering Manager (DevEx & Infra Tooling)

Company: Headway

Location: Remote

Posted Aug 27, 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 engineering leader to manage multiple teams and help shape the future of the engineering organization.

Marketing Campaigns Lead

Company: Headway

Location: Remote

Posted Aug 27, 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 data-driven B2B marketer to join their Campaigns team and help grow their mental health provider network.

Senior Product Designer, Provider Acquisition

Company: Headway

Location: Remote

Posted Aug 26, 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 Designer to help deliver strategic initiatives and grow the provider network.

Senior Software Engineer

Company: Headway

Location: Remote

Posted Sep 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 practices. They are looking for experienced engineers to join their team and help change mental healthcare for the better.

Licensed Clinical Social Worker

Company: Headway

Location: USA

Posted Aug 26, 2024

Headway is a platform that supports licensed clinical social workers in launching and growing their private practices. They offer tools and resources to help clinicians earn more through insurance, maintain a flexible schedule, and grow their caseload. The platform is free of charge and accepts various licenses on a state-by-state basis.

Licensed Mental Health Therapist

Company: Headway

Location: USA

Posted Aug 28, 2024

Headway is a platform that supports licensed mental health therapists in launching and growing their private practices. They offer tools and resources to help clinicians earn more through insurance, maintain a flexible schedule, and grow their caseload. The platform is free of charge and accepts various licenses on a state-by-state basis.

Senior Associate, Clinical Quality Review

Company: Headway

Location: Remote

Posted Aug 27, 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 Associate to support Clinical Quality Review and ensure the delivery of high-quality patient care.

Licensed Psychiatrist

Company: Headway

Location: USA

Posted Aug 26, 2024

Headway is a platform that supports licensed psychiatrists in launching and growing their private practices. It offers tools and resources to help clinicians earn more through insurance, maintain a flexible schedule, and grow their caseload. The platform also provides marketing support and patient referrals, and verifies client insurance benefits instantly.

Senior Product Manager, Claims

Company: Headway

Location: Remote

Posted Sep 03, 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 develop a world-class claims processing system.

Associate Principal, Payer Partnerships

Company: Headway

Location: Remote

Posted Sep 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 hiring an Associate Principal Payer Partnerships to support their growth and lead innovation with strategic partners.

Licensed Professional Counselor

Company: Headway

Location: USA

Posted Aug 26, 2024

Headway is a platform that supports licensed professional counselors in launching and growing their private practices. They offer tools and resources to help clinicians earn more through insurance, maintain a flexible schedule, and grow their caseload. The platform is free of charge and accepts various licenses on a state-by-state basis.

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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