Director, Business Operations- Payer & Outcomes

Headway

RemoteOperations

Apply by Voice

Have a quick 6-10 minute voice conversation to share your background and learn about this role. No resume needed.

About this role

• Job Application for Director, Business Operations- Payer & Outcomes at Headway

• **Back to jobsDirector, Business Operations- Payer & Outcomes

RemoteApply1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.But we're going further. Over 70,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.We're a Series D company with $325M+ in funding (a16z, Accel, GV, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.Headway’s mission is to rewire the mental healthcare system so it works for everyone. To do that, we must not only help patients and providers, we must also innovate for the payers who finance care. Payers sit at the center of how mental health benefits are designed and paid for, but today, their tools and structures often limit access instead of expanding it. Our Payer & Outcomes team will lead the charge on rethinking how Headway works with insurance companies via benefits design, care navigation and more to help them deliver better care while managing costs.As Director of Business Operations for the Payer & Outcomes Group, you will work in close partnership with Product and Clinical to drive innovation in how Headway drives value for patients and payers and, in doing so, influence how mental healthcare in America is financed. You will both lead the group’s operations and build the teams, systems, and processes needed to ensure the organization operates at a high bar as it grows.You will:Drive Strategy through Operational Excellence: You will architect the "operational spine" for the Payer & Outcomes Group, not just running the rhythm, but actively partnering with Product, Data, Clinical and Commercial team leads to shape group strategy and translate vision into the roadmaps and execution plans that deliver results. You will lead the end-to-end planning and performance management for the group, defining the metrics that actually move the needle, and setting the targets that hold the group accountable for top-tier execution.• Build a High-Impact Team: You will lead and mentor a Business Operations and Operations team dedicated to scaling our network monitoring efforts and overseeing the operational strategy for our Payer-facing initiatives.• Navigate Tradeoffs & Accelerate Growth: You’ll build the frameworks that guide our most critical decisions, from sizing new opportunities to facilitating the high-stakes tradeoff discussions that ensure we are betting on the right strategic levers.• Partner Deeply with Product & Engineering: You will work shoulder-to-shoulder with Product and Engineering leaders to define priorities, shape roadmaps, and drive execution against the highest-impact opportunities.• Serve as the Connective Tissue: You’ll be the vital link between the group and cross-functional stakeholders. Beyond just reporting progress, you know how to bring the right people together to solve complex problems, ensuring work is tied to measurable impact and that all dependencies are aligned across the organization.You’d be a great fit if:• Have 10+ years of experience in Business Operations or Strategy & Operations, ideally with experience in building healthcare or AI products• Have 5+ years of experience managing and growing high-performing teams• Are a strategic operator, moving effortlessly between architecting long-term strategies and diving into the granular models and metrics required to hit today’s goals.Have deep product and data intuition, with the ability to define product strategy and performance metrics that drive innovation.• Have led high-stakes, cross-functional processes, aligning senior stakeholders around priorities, tradeoffs, and timelines, especially in ambiguous or rapidly changing environments.• Excel at synthesizing messy inputs into clear, compelling narratives that inform high-level decisions around resourcing, strategy, and organizational design.• Act as a strategic orchestrator, identifying cross-functional dependencies and proactively bringing the right people together to unblock projects and ensure progress results in company-wide success.• Care deeply about delivering meaningful impact — for providers, patients, and Headway’s mission.Compensation and Benefits:**The expected base pay range for this position is $169,600-$265,000, 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 developmentWe 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.Create a Job AlertInterested in building your career at Headway? Get future opportunities sent straight to your email.

**Create alertApply for this job*indicates a required fieldFirst Name *Last Name *Email *PhoneCountryPhoneResume/CVAttach AttachGoogle DriveEnter manually Enter manuallyAccepted file types: pdf, doc, docx, txt, rtfCover LetterAttach AttachGoogle Drive**Enter manually Enter manuallyAccepted file types: pdf, doc, docx, txt, rtfLinkedIn ProfileAre you authorized to work in the United States for any employer? *Select...**Will you now or in the future require visa sponsorship? *Select...**Please select your working location. *Select...**In 1-3 sentences, please tell us what brought you here and why you're interested in a role at Headway.I understand and agree that Headway may contact additional references beyond the references you provide to validate your previous employment. *Select...**What is your Legal First Name? *What is your Legal Last Name? *What is your Preferred First Name? *What is your Preferred Last Name? *Headway Custom Demographic QuestionsWe believe that to build the best startup team, we must build a diverse, equitable and inclusive team. We encourage people from all backgrounds to apply to all roles, and we proactively work to design hiring processes that mitigates bias. To help us track the parity in our candidate pipelines and efficacy of our recruiting efforts, please consider answering the following demographic questions. While completion of this survey is required, you will have the option to select “I don't wish to answer” for all questions. Your responses will be used ( in aggregate only ) to help us identify areas of improvement in our process.Your responses will not be linked to your specific application and will not in any way be used in the hiring decision.I identify my gender as *Select...**I identify as transgender *Select...**I identify my sexual orientation as *Select...**I identify my ethnicity as *Select...**Veteran status *Select...**Disability status *Select...****Submit applicationPowered by

Greenhouse•

0 views0 applicationsPosted 4/19/2026

What you'll get after applying

Unlike traditional applications, you won't submit and wait in silence. Here's what you get immediately:

Your strengths

See what you did well — communication, experience, enthusiasm

Tips to improve

Specific, actionable feedback on how to strengthen your interview skills

Resources

Personalized guides and resources to help you grow professionally

Common questions

How does Apply by Voice work?

Instead of filling out forms or uploading a resume, you have a 6-10 minute voice conversation with an AI interviewer. It asks about your experience, skills, and interest in the role — then gives you instant feedback.

What feedback do I get after applying?

You'll immediately see your strengths highlighted, specific areas for improvement, actionable tips to get better, and recommended resources to build your interview skills.

How long does the conversation take?

Most conversations take 6-10 minutes. It's a natural back-and-forth about your experience — much faster than filling out a traditional application.