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, Revenue Operations

Company: Headway

Location: Remote

Posted Oct 25, 2023

Headway is a mental healthcare startup 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 is seeking a leader for their Revenue Operations org to drive growth, optimize the end-to-end growth funnel, and build a new strategy function. The ideal candidate will have 6+ years of experience in strategic management consulting or Business Operations/Strategy roles in high-growth startups, with a passion for leading teams and managing people. Compensation ranges from $152,000 to $190,000, depending on location, and benefits include medical, dental, vision coverage, 401K, work-from-home stipend, therapy reimbursement, and unlimited PTO.

Director/Senior Manager of Marketing Analytics

Company: Headway

Location: Remote

Posted Oct 24, 2023

Headway is building a new mental healthcare system that makes it easy for people to find quality in-network mental health care. The company has raised over $225 million in funding and is now powering 500,000+ appointments a month. They are seeking a senior marketing analytics leader to build a world-class Marketing and Growth Analytics team.

Sr. Clinical Product and Admin Coordinator

Company: Headway

Location: New York City, NY

Posted Oct 28, 2023

Headway is a mental healthcare company that aims to make quality, affordable therapy accessible to everyone. 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 $225 million in funding from top investors. They are seeking a Sr. Clinical Product and Admin Coordinator to help the Clinical Quality Team achieve goals such as ensuring world-class clinical patient outcomes, creating an engaging community of therapists, and developing cutting-edge product improvements. The role involves collaborating with various teams, managing projects, and providing administrative support.

Senior Associate, Strategy & Operations

Company: Headway

Location: Remote

Posted Oct 25, 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, enabling patients to find quality care they can afford. The company has raised over $225 million in funding and is now powering 500,000+ appointments a month. They are seeking a candidate with 3-5+ years of operations/consulting/investment banking experience to design and build foundations for various initiatives within the Patient Operations function. The role involves driving the build, execution, monitoring, and ongoing implementation of scalable products and processes, collaborating with cross-functional teams, and optimizing the performance of the patient benefits engine.

Credentialing Specialist

Company: Headway

Location: Remote

Posted Oct 28, 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 $225 million in funding and are currently powering 500,000+ appointments a month. The company is 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.

Senior Security Software Engineer

Company: Headway

Location: Remote

Posted Oct 25, 2023

Headway is a mental healthcare startup that aims to make quality, affordable mental health care accessible to everyone. 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 $225 million in funding from top investors. They are seeking a Security Engineer with 5+ years of experience in security and/or software engineering roles to join their founding team and build a comprehensive security program. The role involves designing and implementing security measures across all aspects of Headway's business and systems, including infrastructure, application, and data security.

Remote Psychiatric Mental Health Nurse Practitioner - New Jersey

Company: Headway

Location: Remote

Posted Oct 27, 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 flexibility in scheduling and location, and are committed to diversity and inclusion. Headway has raised over $225 million in funding and powers 500,000+ appointments a month.

Associate, Strategy & Operations

Company: Headway

Location: Remote

Posted Oct 25, 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, enabling 500,000+ appointments a month. Headway is seeking an Associate, Strategy & Operations to design and build foundations for various initiatives, collaborate cross-functionally, and drive projects forward independently. The role involves working with engineering, product, and data teams to build processes and products that support Headway's success. The company offers competitive compensation, benefits, and a commitment to diversity and inclusion.

Remote Psychiatric Mental Health Nurse Practitioner - Virginia

Company: Headway

Location: Remote

Posted Oct 27, 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 flexibility in scheduling and location, and are committed to diversity and inclusion. Headway has raised over $225 million in funding and powers 500,000+ appointments a month.

Data Analyst (Multiple Levels)

Company: Headway

Location: Remote

Posted Oct 25, 2023

Headway is a mental healthcare company that aims to make quality care accessible by removing financial barriers. They have built a network of insurance-accepting therapists and are scaling their operations with significant funding. The data team at Headway is crucial in driving insights and analytics to improve the mental healthcare system. They are seeking experienced analysts to join their growing team, responsible for providing data-driven insights to support decision-making across various business functions.

Infrastructure Engineer

Company: Headway

Location: Remote

Posted Oct 29, 2023

Headway is a mental healthcare company that aims to make quality, affordable care accessible to everyone. 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 $225 million in funding and is looking for infrastructure engineers with a background in DevOps, Site Reliability, Platform, or Software Engineering. They value a focus on the mission, shipping small and learning fast, treating everything as a product, and optimizing for trust. The interview process includes an initial screen, a technical exercise, and multiple rounds of technical and non-technical interviews.

Data Analyst

Company: Headway

Location: Remote

Posted Oct 26, 2023

Headway is a mental healthcare company that aims to make quality care accessible by building a national network of therapists who accept health insurance. They have raised over $225 million in funding and power 500,000+ appointments a month. The data team at Headway is a crucial part of the company, responsible for designing infrastructure, implementing pipelines, and driving analytics and insights. They are seeking mid-level Analysts to join their growing team, responsible for the analytics and insights needs across the organization. The role involves collaborating with various teams, building relationships, and using data to drive impactful decisions.

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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