Enterprise Customer Success Manager – Public Sector
Cambridge, MA - USA
Job Summary
Join Cartwheel to help tackle the student mental health crisis!
Cartwheel is an early-stage company building a new kind of mental health program for kids that puts schools at the center. We see our role as supporting school staff who see kids every single day. Instead of going around them we collaborate with them. This means:
- Earlier intervention
- Higher student and family engagement in care
- Better coordination among the trusted adults in a students life
Kids 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. Were backed by top investors including A Street Ventures Menlo Ventures Reach Capital General Catalyst BoxGroup and Able Partners and were looking for mission-driven teammates to join our team.
ABOUT THE ROLE
In 3 years Cartwheel has grown to serve more than 325 school districts in 16 states making us the nations largest mental health provider that collaborates with K-12 schools. With billions of dollars in new state and federal investments in youth mental health coming in 2026 we are supplementing our district-level sales motion with statewide partnerships with Governors offices education departments and health agencies.
As the Enterprise Customer Success Manager you will be Cartwheels primary point of contact with the state agency responsible for turning a signed contract into a high-impact expanding program. That means building the implementation plan coordinating execution across Cartwheels internal teams keeping agency staff informed and confident and clearing whatever is in the way of delivering exceptional impact. Throughout the contract period youll partner closely with our Government Relations teams which will own executive and legislative relationships and the contract renewal process.
Role type: W2 Full-Time Salaried position
Salary range: $143000 $187000 OTE (10% variable pay included) plus competitive equity package
Location: Remote
Target Start: June 2026
WHAT YOULL DO
Own the state agency relationship
- Be the primary Cartwheel contact for agency program directors behavioral health leads and operational staff the people responsible for implementing the partnership.
- Build a deep understanding of agency priorities constraints and decision-making so you can navigate complexity and keep things moving
- Develop and maintain a comprehensive contact map across agency implementers influencers and financial buyers and build productive relationships across each layer
- Lead regular agency check-ins covering progress milestone tracking and issue resolution
- Navigate agency political dynamics policy constraints and interagency complexity
- Develop success stories as implementation matures to support renewal and expansion
Drive implementation
- Build and own the implementation plan for your state(s): What needs to happen in what order by when and who is responsible
- Develop a district prioritization framework: Where to start how to sequence expansion how to pace growth against contract timelines
- Own and track the metrics that matter utilization district activation contract milestone attainment and surface risks early before they become problems
- Coordinate across internal Cartwheel teams to ensure we meet all of our impact goals and milestones. For example:
- Partner with the Government Relations team on renewal readiness and ensure they have an excellent value story to share with executive and legislative buyers
- Ensure district-level sellers and CSMs are effectively onboarding districts
- Coordinate with Operations to clear compliance credentialing and regulatory hurdles that slow implementation down
- Engage state-level professional associations (superintendent associations state education agencies) to support district activation and strengthen Cartwheels presence
Keep leadership and the team aligned
- Maintain clear multi-quarter visibility into contract health and district-level risk
- Report out on contract health to Senior Leadership and share insights on how to improve our approach to state implementations product innovation or other key insights
- Identify expansion opportunities (new districts expanded services adjacent agency relationships) and surface them to Government Relations and internal teams to pursue
WHAT WERE LOOKING FOR
- 710 years in customer success strategic account management or a closely related post-sale role with meaningful experience in government or public sector
- Youre an exceptional communicator able to translate operational complexity into clear reporting for agency partners and internal leadership
- Youve built trusted relationships with state or government agency staff. Not just executives but program officers and operational leads
- Youve managed complex multi-stakeholder account plans and can connect the dots between day-to-day execution and long-term contract health
- You understand the revenue implications of implementation decisions and take ownership of retention outcomes
- You can navigate political and bureaucratic dynamics without losing momentum
- You are comfortable interpreting data on your own and communicating insights
- Youre highly organized and comfortable building structure in an environment that doesnt have all the answers yet
Preferred
- Experience in K12 education healthcare or direct service businesses
- Familiarity with braided funding models (state contracts Medicaid grants district fees)
- Background working alongside or within Government Relations or public affairs functions
- Experience with state procurement processes and compliance relevant to public sector
- Familiarity with ChurnZero Gainsight Salesforce or HubSpot
Travel
This role requires regular travel approximately 40% to support state agency relationships district engagement and key implementation milestones concentrated in your assigned state(s).
Please apply even if you dont meet all of the criteria. If your past experience doesnt perfectly match the job description but you bring other relevant experience or skills wed still love to hear from you. You may be a great fit!
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
- Generous PPO medical vision and dental/ortho coverage
- Life Insurance
- Generous paid time off including company closure from Christmas-New Years (12/25-1/1)
- Paid holidays and sick leave
- Paid parental leave
- 401K with employer match
- Meaningful equity ownership stake in Cartwheel
- Flexible and remote role with regular in-person retreats
- Annual learning stipend
- Laptop
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
Cartwheel uses AI-assisted tools to support our hiring process including scheduling communications and workflow management. All hiring decisions are made by humans. We are committed to fair equitable hiring practices
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:
Manager