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 Manager, CX Patient & Provider Experience

Company: Headway

Location: Remote

Posted Jul 31, 2023

Headway is a startup building a new mental healthcare system to make quality care more accessible and affordable. They have built a software-enabled network of therapists who accept health insurance, and are now powering over 400,000 appointments per month. They have raised over $100 million in funding from prominent investors. The company is looking for a CX Senior Manager to build and oversee the CX team's process improvement, external content, and voice of the customer workstreams.

Head of Data Analytics

Company: Headway

Location: Remote

Posted Jun 30, 2023

None Found

Clinical Lead, Clinician Education

Company: Headway

Location: Remote

Posted Jul 04, 2023

Headway is a mental healthcare system aiming to make quality care more accessible by removing barriers faced by providers, payers, and patients. They have launched in April 2019 and are powering 400,000+ appointments per month, with over $100 million in funding. The role of the Clinical Lead of Clinician Education is to build a program that reinforces clinical best practices, is based on evidence-based research, and improves overall compliance and outcomes.

Senior Security Engineer

Company: Headway

Location: Remote

Posted Jun 28, 2023

None Found

Talent Acquisition (Recruiting) Coordinator

Company: Headway

Location: Remote

Posted Jul 28, 2023

Headway is a mental healthcare company that aims to make quality, affordable therapy accessible to everyone. They have built a network of insurance-accepting therapists, powering over 400,000 appointments per month. Headway's Talent Team is hiring a Talent Acquisition Coordinator to support recruitment efforts across Engineering, Product, Data, and Design functions. The role involves coordinating candidate interviews, serving as the main point of contact for candidates, and supporting recruiting operations and process improvement. The ideal candidate has at least 2+ years of recruiting coordination experience, is self-managed, creative, organized, and has excellent communication skills.

Senior Associate, Credentialing Operations

Company: Headway

Location: Remote

Posted Jul 27, 2023

Headway is building a new mental healthcare system that makes it easy for people to find quality in-network mental health care. They have raised over $100 million in funding and are now powering 400,000+ appointments per month.

Manager, Revenue Enablement

Company: Headway

Location: Remote

Posted Jun 30, 2023

None Found

Talent Acquisition Partner

Company: Headway

Location: Remote

Posted Jul 28, 2023

Headway is a mental healthcare startup building a software-enabled network of therapists to make quality care more affordable and accessible. They have raised over $100 million in funding and are powering 400,000+ appointments per month. The company is hiring for technical and non-technical recruiting roles to support their hyper-growth mode.

Senior Data Engineer

Company: Headway

Location: Remote

Posted Jun 29, 2023

None Found

IT Support Engineer

Company: Headway

Location: Remote

Posted Jun 28, 2023

None Found

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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