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.

Associate General Counsel, Corporate and Securities

Company: Headway

Location: Remote

Posted Jan 24, 2025

Headway, a mental health care company founded in 2019, is seeking an Associate General Counsel, Corporate and Securities. With over 45,000 providers and serving over 1 million patients, Headway aims to build a new mental health care system accessible to all. The role involves leading corporate and securities functions, managing financing and M&A transactions, maintaining corporate records, and overseeing equity programs. Ideal candidates have 8+ years in-house experience, preferably in healthcare, and are barred in a US state. Compensation varies based on location, with Group A earning $290,000, Group B $261,000, and Group C $232,000. Benefits include equity compensation, health coverage, 401K, work-from-home stipend, therapy reimbursement, and flexible PTO.

Business Talent Acquisition Sourcer (Contract)

Company: Headway

Location: Remote

Posted Jan 23, 2025

Headway, a mental health tech company founded in 2019, is expanding its national network of over 45,000 providers across all 50 states. With over $325m in funding, they aim to make mental healthcare accessible by enabling therapists to accept insurance. They're hiring a Contract Sourcer for their high-volume sales recruiting function, offering an hourly rate of $55.00. The role involves sourcing top sales talent, coordinating interviews, and utilizing tools like LinkedIn Recruiter, Gem, and Greenhouse.

Content Marketing Manager, Commercial

Company: Headway

Location: Remote

Posted Jan 23, 2025

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 1 million patients served, Headway is expanding its national network. The company is seeking a Content Marketing Manager to develop sales materials, improve processes, and drive thought leadership. The role involves creating high-quality content, maintaining a centralized library, and ensuring consistent messaging. Qualifications include 5-7 years of experience in sales enablement or marketing, strong organizational skills, and a proven track record in developing effective sales assets. Compensation ranges from $128,000 to $160,000 based on location. Benefits include equity compensation, health coverage, and flexible PTO.

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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