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.

Remote Psychiatric Mental Health Nurse Practitioner - Texas

Company: Headway

Location: Remote

Posted Sep 13, 2023

Headway is a mental healthcare platform that aims to make quality, affordable care accessible to everyone. They have built a national network of therapists who accept health insurance, enabling patients to find care they can afford. Headway supports mental health practitioners in growing their private practices by handling billing, admin tasks, and providing marketing support. They offer flexible schedules, insurance acceptance, and telehealth options. Headway is committed to diversity and inclusion, and their employees work remotely across the US.

Senior Data Engineer

Company: Headway

Location: Remote

Posted Sep 12, 2023

Headway is a mental healthcare company that aims to make quality, affordable care accessible to everyone. They have built a national network of therapists who accept health insurance, enabling patients to find quality care they can afford. The company is growing rapidly, powering 500,000+ appointments a month, and has raised over $100 million in funding. Headway is looking for a Senior Data Engineer to help them scale their mission. The role involves collaborating with various teams to design, build, and implement data pipelines, and creating real-time data pipelines in collaboration with the Data Science team.

Senior Associate, Revenue Operations

Company: Headway

Location: Remote

Posted Sep 09, 2023

Headway is a mental healthcare company that aims to make quality care accessible by removing financial barriers. They have built a national network of therapists who accept health insurance, enabling patients to afford therapy. Headway has raised over $100 million in funding and is now powering 500,000+ appointments a month. The Revenue Operations Senior Associate role is crucial for supporting the Growth team, focusing on process improvements, and developing data-driven automated campaigns to onboard new providers and reduce churn.

Infrastructure Engineer

Company: Headway

Location: Remote

Posted Sep 09, 2023

Headway is a mental healthcare company that aims to make quality, affordable therapy accessible to everyone in the US. They have built a software-enabled national network of therapists who accept health insurance, powering over 500,000 appointments a month. The company has raised over $100 million in funding and is looking for infrastructure engineers with a background in DevOps, Site Reliability, Platform, or Software Engineering to help scale their vision.

Revenue Operations Lead

Company: Headway

Location: Remote

Posted Sep 13, 2023

Headway is a mental healthcare company that aims to make quality, affordable therapy accessible to everyone in the US. They have built a national network of therapists who accept health insurance, powering over 500,000 appointments a month. The company has raised over $100 million in funding and is seeking a Revenue Operations Lead (Business Systems Analyst) to optimize their Salesforce ecosystem, streamline sales processes, and enhance user experience. The ideal candidate will have 3-5 years of experience in a similar role, with hands-on Salesforce experience and certification. They should possess strong problem-solving skills, collaboration abilities, and a passion for clean data.

Compliance Manager

Company: Headway

Location: Remote

Posted Sep 09, 2023

Headway is a health-tech company that aims to revolutionize mental healthcare by making it more accessible and affordable. They have built a national network of therapists who accept health insurance, enabling patients to find quality care they can afford. Headway is rapidly scaling, having powered over 500,000 appointments a month and raised over $100 million in funding. They are now seeking a Compliance Manager to build and implement a comprehensive compliance program, supporting their mission to change the behavioral health landscape.

Remote Psychiatric Mental Health Nurse Practitioner - New Jersey

Company: Headway

Location: Remote

Posted Sep 07, 2023

Headway is a mental healthcare platform that aims to make quality, affordable care accessible to everyone. They have built a network of therapists who accept insurance, simplifying the process for both patients and providers. Headway supports mental health practitioners in growing their private practices, offering services like insurance credentialing, marketing support, and patient referrals. They are committed to diversity and inclusion, and their employees work remotely across the US. Headway has raised over $100 million in funding and is currently powering 400,000+ appointments per month.

Remote Licensed Mental Health Therapist - Texas

Company: Headway

Location: Remote

Posted Sep 13, 2023

Headway is a mental healthcare company that aims to make quality, affordable therapy accessible to everyone in the US. They have built a software-enabled national network of therapists who accept health insurance, enabling patients to find quality care they can afford. Headway supports mental health clinicians in launching or growing their private practices by handling billing, admin tasks, and providing marketing support. They offer flexible schedules, practice management software, and telehealth options. Headway is committed to diversity and inclusion, and their employees work remotely across the US.

Senior Security Engineer

Company: Headway

Location: Remote

Posted Sep 11, 2023

Headway is a mental healthcare startup that aims to make quality, affordable therapy accessible to everyone in the US. They have built a national network of therapists who accept health insurance, powering over 500,000 appointments a month. The company has raised over $100 million in funding and is seeking a Security Engineering team member with 5+ years of experience in security and/or software engineering roles. The ideal candidate will have a strong background in infrastructure security, product/application security, data security, and/or operations security, and will work closely with the Lead Security Engineer and Head of Infrastructure to design and implement a comprehensive security program.

Senior Compensation Analyst

Company: Headway

Location: Remote

Posted Sep 11, 2023

Headway is a mental healthcare company that aims to make quality, affordable care accessible to everyone. They have built a national network of therapists who accept health insurance, addressing the primary barrier to mental healthcare: cost. Headway is currently powering 500,000+ appointments a month and has raised over $100 million in funding. They are seeking a Senior Compensation Analyst to define compensation philosophy for their 350+ employees, focusing on compensation and equity benchmarking, process improvements, and ensuring pay transparency and parity.

Credentialing Specialist

Company: Headway

Location: Remote

Posted Sep 09, 2023

Headway is a mental healthcare company that aims to increase access to affordable mental healthcare by building a national network of therapists who accept health insurance. They have raised over $100 million in funding and are looking for someone to manage the credentialing process, which includes tracking, file review, issue resolution, and roster auditing. The role is crucial for the growth of the company and the accessibility of mental healthcare to underserved populations. The ideal candidate should be adaptable, meticulous, an excellent communicator, and have at least 1 year of experience in healthcare provider/physician credentialing, billing, or medical reimbursement.

Revenue Operations Associate

Company: Headway

Location: Remote

Posted Sep 07, 2023

Headway is a mental healthcare company that aims to make quality therapy accessible to everyone. They have built a software-enabled national network of therapists who accept health insurance, enabling patients to find affordable care. Headway is currently seeking a Revenue Operations Associate to scale their cold email operation, reaching hundreds of thousands of therapists across the US. The role involves designing and optimizing email sequences, managing outbound tools, and collaborating with cross-functional teams to drive engagement and conversion. The ideal candidate should have experience in large-scale email marketing, proficiency with email marketing tools, strong collaboration skills, and a data-driven mindset.

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.

Other Companies Hiring

© 2026 Job Transparency. All rights reserved.