Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.
1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.
Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.
We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
As a leader within Headway’s Revenue Operations org, reporting to the Manager of Revenue Processes, you’ll sit at the intersection of systems, strategy, and frontline execution. This role is responsible for ensuring our sales motions are operationally sound, deeply automated, and continuously optimized to drive provider activation.
As Headway scales to deliver high quality behavioral healthcare for millions of people across the country, the complexity of the operational landscape within which we operate has also increased exponentially. To this end, in our journey to build next generation healthcare growth infrastructure, we’re seeking a top tier operator who is at the forefront of implementing AI effectively within our established but still dynamic sales motion.
The Rev Ops Process Lead will be the connective tissue between tools, workflows, and insights – translation go-to-market strategy into scalable, rep-ready execution while ensuring the data those motions generate meaningfully inform the business.
Own and evolve core sales processes across our provider lifecycle, ensuring rep motions are optimized, clearly defined, and scalable as headway grows.
Lead major RevOps initiatives end to end, from problem definition and data analysis through implementation and rollout (ie evaluation and deployment of tools like Attention, Clay, Glean, Claude, and future AI-Native platforms).
Champion AI and automation across our revenue org, identifying opportunities to reduce manual work, improve rep productivity, and unlock faster, more reliable insights.
Partner deeply with systems, strategy, enablement, data, product, and sales leadership to ensure tooling and workflow align with business priorities and frontline realities.
Lead with data, using quantitative analysis to evaluate process performance, surface bottlenecks, and recommend clear - ROI driven improvements.
Communicate clearly and credibly with senior stakeholders, deliver structured updates, tradeoffs, and recommendations that support our fast paced org.
You have 5+ years of experience in Revenue Operations, Business Operations, Strategy, or similar roles within high-growth, operationally complex environments.
You have hands-on familiarity with AI-powered tools (conversation intelligence, workflow automation, analytics, or internal AI agents) and a point of view on how AI should be applied in RevOps
You have a strong track record of leading large, cross-functional projects that involve systems, data, and process change
You are highly data-literate — comfortable using data to diagnose problems, evaluate impact, and influence stakeholders at all levels.
You naturally bridge the gap between strategy and execution, ensuring that big ideas translate into practical, rep-ready workflows.
You are an excellent communicator who can simplify complexity, create alignment, and move teams toward action.
You thrive in ambiguity, take ownership, and are energized by building and scaling new capabilities
The expected base pay range for this position is $105,400 - $155,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
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Headway is a mobile app that provides condensed summaries of popular books and educational content, allowing users to learn key concepts in approximately 15 minutes. The platform serves millions of users seeking self-improvement and personal development through accessible, bite-sized learning.
Visit website$105,400 – $155,000
Base Only · Other Equity
