
Director, Business Operations- Patient
headway • Remote
Posted: January 29, 2026
Job Description
The patient experience is at the crux of our mission here at Headway to increase affordable access. As the Director, Business Operations for the Patient Group, you will be the "operational spine" for the patient charter responsible for connecting patients to the right care and partnering with them throughout their mental health journey.
You will:
- Drive Strategy through Operational Excellence: You will architect the "operational spine" for the Patient Group, not just running the rhythm, but actively partnering with Product, Engineering, Data, Design and GTM leads to shape group strategy and translate vision into the roadmaps and execution plans that deliver results.
- 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.
- Build a High-Impact Team: You will lead and mentor a lean Business Operations team dedicated to scaling our patient acquisition, overseeing the operational strategy for our core experience, growth initiatives, and strategic partnerships.
You’d be a great fit if:
- Have 10+ years of experience in Business Operations or Strategy & Operations in growth-focused roles
- Have 5+ years of experience managing 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 development
Additional Content
The patient experience is at the crux of our mission here at Headway to increase affordable access. As the Director, Business Operations for the Patient Group, you will be the "operational spine" for the patient charter responsible for connecting patients to the right care and partnering with them throughout their mental health journey.
You will:
- Drive Strategy through Operational Excellence: You will architect the "operational spine" for the Patient Group, not just running the rhythm, but actively partnering with Product, Engineering, Data, Design and GTM leads to shape group strategy and translate vision into the roadmaps and execution plans that deliver results.
- 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.
- Build a High-Impact Team: You will lead and mentor a lean Business Operations team dedicated to scaling our patient acquisition, overseeing the operational strategy for our core experience, growth initiatives, and strategic partnerships.
You’d be a great fit if:
- Have 10+ years of experience in Business Operations or Strategy & Operations in growth-focused roles
- Have 5+ years of experience managing 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 development