Controller (Remote)

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

Were hiring our first Controller to build a modern scalable accounting function that will support Cartwheels rapid growth. As our accounting leader youll build core processes from scratch lead our ERP selection and implementation and create the financial infrastructure well rely on for audits fundraising and multi-state expansion.

Reporting to our Head of Finance youll be a key strategic partner to teams across the companyincluding BizOps Data RCM and Operationsas we bring high-quality mental health support to students everywhere.

Role type: W2 Full-Time Salaried position
Location: Remote

WHAT YOULL DO

• Build and Lead the Accounting Function
  • Own core processes including month-end close reconciliations controls and reporting.
  • Design scalable accounting policies and workflows.
  • Lead the transition from outsourced accounting function to fully in-house
• Lead ERP Selection and Implementation
  • Evaluate and select a modern ERP (NetSuite Intacct Rillit etc.) with cross-functional partners.
  • Own configuration chart of accounts design integrations and process buildout.
  • Establish a strong audit-ready financial infrastructure from day one.
• Own Technical Accounting and Audit Readiness
  • Lead GAAP-compliant reporting and technical accounting decision-making.
  • Prepare Cartwheel for its first (or subsequent) external audit.
  • Manage documentation controls and alignment with auditors and internal teams
• Hire a Small Team
  • Hire a Staff Accountant shortly after onboarding.
  • Provide mentorship clarity and development as the team grows.
• Partner Across the Business
  • Work with BizOps and Data to connect financial reporting to operational metrics (RCM state P&L revenue quality).
  • Collaborate with RCM and Health Plan Ops on payer dynamics collections and revenue integrity.
  • Support leadership with budgeting forecasting and board reporting.

WHO YOU ARE

• You have a strong GAAP foundation and have led or meaningfully supported external audits ensuring the company is prepared organized and accurate.
• Youve played a primary role in evaluating selecting and implementing an ERP system and you understand how to design scalable financial infrastructure.
• Youve built or significantly scaled accounting processes and workflows bringing a builders mindset to creating structure where none exists.
• You connect day-to-day accounting operations to broader business outcomes and know how to prioritize effectively in a fast-paced environment.
• You communicate clearly with non-finance partners translating complex financial topics into accessible insights and building trust across teams.
• Youve hired managed or mentored accounting talent and know how to develop people while maintaining a high bar for quality.
• You thrive in early-stage ambiguous environments enjoy rolling up your sleeves and can move work forward without a perfect playbook.
• You are passionate about helping kids with behavioral health needs.

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 meaningful equity ownership stake in Cartwheel
• Generous PPO medical vision dental and ortho coverage
• Unlimited/flexible PTO plus federal holidays
• Paid parental leave
• Life Insurance
• 401K with employer match
• Flexible and remote role with regular in-person retreats
• Annual learning stipend

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 opportunities 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 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