Join Cartwheel to help tackle the student mental health crisis!
Cartwheel is the trusted mental health partner to K12 schools students and 3 years Cartwheel has become the nations largest provider of mental health services in collaboration with schools serving more than 325 school districts in 16 states. We see our role as partnering with parents and school staff to ensure:
- Earlier intervention
- Higher student and family engagement in care
- Better coordination among the trusted adults in a students life
- Improved health and educational outcomes
- Cost-effective and affordable care
Coming off of a strong Series B fundraise and backed by top investors including A Street Ventures Menlo Ventures Reach Capital and General Catalyst Cartwheel is expanding significantly in 2026 to serve hundreds more school districts and hundreds of thousands of students and shouldnt just aspire to get out of bed and drag themselves to class. They should be able to experience joy. They deserve to envision and build a life theyre excited to live. If you join Cartwheel youll help make this vision a reality for millions of students across the country
LOCATION:
- US Remote with preference for candidates based in Boston or in the Northeast
- Travel required for in-person quarterly planning with Senior Leadership Team and occasional in-person working sessions
REPORTS TO: Daniel Tartakovsky Co-Founder and Chief Operating Officer
COMPENSATION: $225K-$285K cash compensation and meaningful equity stake in the company depending on past experience
ABOUT THE ROLE
As Cartwheels Vice President Operations your responsibilities will include:
- Being the P&L owner for all of Cartwheels mature markets accountable for achieving and reporting on revenue margin and quality targets by state
- Managing and ensuring strong performance across Operations team (currently 35 FTEs across Care Ops Health Plan Ops and Revenue Cycle Management)
- Being accountable for key operational metrics including:
- Time to care: ensuring families referred to Cartwheel access services quickly
- Conversion to care: ensuring families referred to Cartwheel engage in services
- Care revenue:grow total revenue from care delivery
- Care margin: increase insurance revenue and lower cost per session
- Collections:achieve gross and net revenue collections targets
- Payer contracting and credentialing: ensure clinicians are enrolled with payers quickly accurately and efficiently
- Team engagement:maintain strong team engagement and performance
- Serving as a member of Cartwheels Senior Leadership Team (SLT)
- SLT is the key strategy-setting and operating body at Cartwheel accountable for developing company goals making key strategic decisions championing Cartwheels values and ensuring excellent delivery against goals
- Partnering cross-functionally:
- With our Clinical People and Finance leaders to achieve high quality scalable efficient service delivery
- With our R&D/Technology teams to improve our product systems and tools including continuing deployment of AI agents across Operations
- With our go-to-market teams including Sales Success Marketing and Government Affairs to ensure that our operations support new sales and customer retention goals
WHO YOU ARE
- Passionate about youth mental health and about partnering with schools to meet the mental health needs of students
- 10 years healthcare operations experience in fast-paced environments with venture-backed startup experience at growth stages strongly preferred
- Experience with meaningful P&L ownership
- Experience partnering with clinical teams and building multi-state clinical operations
- Experience managing or working closely with Revenue Cycle Management teams
- Proven experience managing large and dynamic teams including managing people managers.
- Highly analytical structured thinker with strong written and verbal communication skills
- Data-driven operator with strong technical skills. Highly proficient at defining metrics and getting the data you need to understand performance.
- Passionate about leveraging AI and automation to improve efficiency and quality of healthcare services
WHY YOULL LOVE CARTWHEEL
Our hope is that Cartwheel will be your best career decision! In addition to tackling one of the biggest challenges of our time at a company well-positioned to do so youll have:
- Mission-oriented and inclusive colleagues who will go to bat for you
- Competitive compensation and benefits
- Meaningful equity ownership stake in Cartwheel
- Generous PPO medical vision dental and ortho coverage
- Unlimited/flexible PTO plus federal holidays
- Paid parental leave
- 401K with employer match
Cartwheel is proud to be an equal opportunity employer. We embrace diverse backgrounds and perspectives and an inclusive work environment. Were committed to equal employment opportunity regardless of race color religion ancestry national origin gender sexual orientation disability status or veteran status.
We participate in E-Verify. Please be prepared to provide acceptable documentation to verify your identity and work authorization
Note: Please do not contact our Care Provider or Patient Services lines regarding job postings or application status. These teams support our patients and families and are not involved in the hiring process. For all recruitment-related questions please email
Required Experience:
Exec
Join Cartwheel to help tackle the student mental health crisis!Cartwheel is the trusted mental health partner to K12 schools students and 3 years Cartwheel has become the nations largest provider of mental health services in collaboration with schools serving more than 325 school districts in 16 st...
Join Cartwheel to help tackle the student mental health crisis!
Cartwheel is the trusted mental health partner to K12 schools students and 3 years Cartwheel has become the nations largest provider of mental health services in collaboration with schools serving more than 325 school districts in 16 states. We see our role as partnering with parents and school staff to ensure:
- Earlier intervention
- Higher student and family engagement in care
- Better coordination among the trusted adults in a students life
- Improved health and educational outcomes
- Cost-effective and affordable care
Coming off of a strong Series B fundraise and backed by top investors including A Street Ventures Menlo Ventures Reach Capital and General Catalyst Cartwheel is expanding significantly in 2026 to serve hundreds more school districts and hundreds of thousands of students and shouldnt just aspire to get out of bed and drag themselves to class. They should be able to experience joy. They deserve to envision and build a life theyre excited to live. If you join Cartwheel youll help make this vision a reality for millions of students across the country
LOCATION:
- US Remote with preference for candidates based in Boston or in the Northeast
- Travel required for in-person quarterly planning with Senior Leadership Team and occasional in-person working sessions
REPORTS TO: Daniel Tartakovsky Co-Founder and Chief Operating Officer
COMPENSATION: $225K-$285K cash compensation and meaningful equity stake in the company depending on past experience
ABOUT THE ROLE
As Cartwheels Vice President Operations your responsibilities will include:
- Being the P&L owner for all of Cartwheels mature markets accountable for achieving and reporting on revenue margin and quality targets by state
- Managing and ensuring strong performance across Operations team (currently 35 FTEs across Care Ops Health Plan Ops and Revenue Cycle Management)
- Being accountable for key operational metrics including:
- Time to care: ensuring families referred to Cartwheel access services quickly
- Conversion to care: ensuring families referred to Cartwheel engage in services
- Care revenue:grow total revenue from care delivery
- Care margin: increase insurance revenue and lower cost per session
- Collections:achieve gross and net revenue collections targets
- Payer contracting and credentialing: ensure clinicians are enrolled with payers quickly accurately and efficiently
- Team engagement:maintain strong team engagement and performance
- Serving as a member of Cartwheels Senior Leadership Team (SLT)
- SLT is the key strategy-setting and operating body at Cartwheel accountable for developing company goals making key strategic decisions championing Cartwheels values and ensuring excellent delivery against goals
- Partnering cross-functionally:
- With our Clinical People and Finance leaders to achieve high quality scalable efficient service delivery
- With our R&D/Technology teams to improve our product systems and tools including continuing deployment of AI agents across Operations
- With our go-to-market teams including Sales Success Marketing and Government Affairs to ensure that our operations support new sales and customer retention goals
WHO YOU ARE
- Passionate about youth mental health and about partnering with schools to meet the mental health needs of students
- 10 years healthcare operations experience in fast-paced environments with venture-backed startup experience at growth stages strongly preferred
- Experience with meaningful P&L ownership
- Experience partnering with clinical teams and building multi-state clinical operations
- Experience managing or working closely with Revenue Cycle Management teams
- Proven experience managing large and dynamic teams including managing people managers.
- Highly analytical structured thinker with strong written and verbal communication skills
- Data-driven operator with strong technical skills. Highly proficient at defining metrics and getting the data you need to understand performance.
- Passionate about leveraging AI and automation to improve efficiency and quality of healthcare services
WHY YOULL LOVE CARTWHEEL
Our hope is that Cartwheel will be your best career decision! In addition to tackling one of the biggest challenges of our time at a company well-positioned to do so youll have:
- Mission-oriented and inclusive colleagues who will go to bat for you
- Competitive compensation and benefits
- Meaningful equity ownership stake in Cartwheel
- Generous PPO medical vision dental and ortho coverage
- Unlimited/flexible PTO plus federal holidays
- Paid parental leave
- 401K with employer match
Cartwheel is proud to be an equal opportunity employer. We embrace diverse backgrounds and perspectives and an inclusive work environment. Were committed to equal employment opportunity regardless of race color religion ancestry national origin gender sexual orientation disability status or veteran status.
We participate in E-Verify. Please be prepared to provide acceptable documentation to verify your identity and work authorization
Note: Please do not contact our Care Provider or Patient Services lines regarding job postings or application status. These teams support our patients and families and are not involved in the hiring process. For all recruitment-related questions please email
Required Experience:
Exec
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