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.

Internal Communications Lead

Company: Headway

Location: Remote

Posted Sep 26, 2024

Headway is a mental health care system that aims to make therapy accessible to everyone. The company has built a technology platform that helps people find great therapists and has grown into a diverse national network of over 34,000 mental healthcare providers. Headway is looking for a Internal Communications Lead to support its 600+ employees and 400+ contingent workers across the US.

Head of Insurance Operations

Company: Headway

Location: Remote

Posted Sep 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 practices. They are looking for a Head of Insurance Operations to lead and scale their insurance operations, and offer a range of benefits and competitive compensation.

Director of Engineering (Patient)

Company: Headway

Location: Remote

Posted Sep 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 an engineering leader to build and scale systems that help patients match with the right providers and gain access to timely mental healthcare.

Senior Product Manager, Clinical Platform

Company: Headway

Location: Remote

Posted Sep 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 practices. They are looking for a Senior Product Manager to drive network quality and compliance.

Associate, Strategy & Operations

Company: Headway

Location: Remote

Posted Oct 02, 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 an Associate Strategy and Operations to help build the groundwork of Operations at Headway.

Outbound Marketing Lead

Company: Headway

Location: Remote

Posted Sep 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 seeking a talented Outbound Marketing Lead to build and scale demand generation campaigns.

Senior Product Manager, Patient Experience

Company: Headway

Location: Remote

Posted Oct 02, 2024

Headway is a mental health care company founded in 2019, aiming to build a new, accessible mental health care system. They have a national network of over 34,000 mental healthcare providers and are seeking a Senior Product Manager to shape the patient experience. The role involves crafting data-driven product experiences, defining patient engagement strategies, and working closely with cross-functional teams. The ideal candidate has 5+ years of product experience, thrives in ambiguity, and is growth-oriented with deep user empathy.

Senior Manager, Revenue Accounting

Company: Headway

Location: Remote

Posted Oct 02, 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 Manager Revenue Accounting to own the companywide revenue recognition and support contract structuring, new product rollouts, and revenue accounting processes.

Lead, Revenue Operations

Company: Headway

Location: Remote

Posted Sep 24, 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.

Outbound Marketing Manager

Company: Headway

Location: Remote

Posted Sep 23, 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.

Clinical Quality Lead, Nurse Practitioner

Company: Headway

Location: Remote

Posted Oct 02, 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 Clinical Quality Lead to support their providers in offering high-quality clinical care.

Integrated Marketing Lead

Company: Headway

Location: Remote

Posted Sep 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 practices. They are looking for a marketing professional to join their team and help build a best-in-class B2B marketing engine.

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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