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Cartwheel

Controller

Cartwheel

Controller leading the accounting function at startup improving student mental health. Building core processes, ERP implementation, and audit readiness.

Posted 5/7/2026full-timeRemote • 🇺🇸 United StatesMid-LevelSenior💰 $200,000 per yearWebsite

Tech Stack

Tools & technologies
ERP

About the role

Key responsibilities & impact
  • 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
  • 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.
  • 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 Staff Accountant shortly after onboarding.
  • Provide mentorship, clarity, and development as the team grows.
  • 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.

Requirements

What you’ll need
  • You have a strong GAAP foundation and you are curious about modern tools/automation (including AI) and are excited about leveraging technology to make accounting more efficient and insightful.
  • You have owned or led an external audit end-to-end (planning, PBC coordination, auditor management, remediation), and are confident operating in audit-ready environments.
  • You’ve played a meaningful role in ERP selection and implementation — including requirements gathering, system configuration, chart of accounts design, testing, and post–go-live operations.
  • You’ve built or significantly scaled accounting processes and workflows, bringing a builder’s mindset to creating structure where none exists.
  • You have experience in healthcare or payer-heavy environments (behavioral health, Medicaid, fee-for-service, or similar), and understand the nuances of bad debt, reimbursement, and revenue cycle complexity.
  • 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.
  • You’ve 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.

Benefits

Comp & perks
  • 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
  • Laptop

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
GAAPERP selectionsystem configurationchart of accounts designfinancial reportingmonth-end closereconciliationsaudit managementbudgetingforecasting
Soft Skills
mentorshipcommunicationleadershipcollaborationproblem-solvingadaptabilityprioritizationinsightful thinkingteam developmentbuilder's mindset