Vice President, Operations Cambridge, MA Join Cartwheel to help address the student mental health challenge! Cartwheel is the dedicated mental health ally for K12 schools, students, and families. In just three years, we've emerged as the premier mental health service provider collaborating with schools, supporting over 325 school districts across 16 states. Our mission focuses on partnering with parents and school staff to ensure: - Proactive intervention - Enhanced student and family engagement in care - Superior coordination among trusted adult networks - Improved health and educational outcomes - Cost-effective and accessible care Following a successful Series B fundraise and backed by premier investors like A Street Ventures, Menlo Ventures, Reach Capital, and General Catalyst, Cartwheel is strategically expanding in 2026 to serve numerous additional school districts and support hundreds of thousands of students and families. Students shouldn't merely survive; they should experience joy and envision exciting life possibilities. By joining Cartwheel, you'll contribute to transforming millions of students' experiences nationwide. LOCATION: - US Remote with Northeast/Boston candidate preference - Quarterly leadership meetings and occasional in-person working sessions required REPORTS TO: Daniel Tartakovsky, Co-Founder and Chief Operating Officer COMPENSATION: $225K-$285K cash compensation with substantial equity stake, dependent on experience ABOUT THE ROLE: As Cartwheel's Vice President, Operations, your responsibilities encompass: - Serving as P&L owner for mature market segments, accountable for state-level revenue, margin, and quality targets - Managing Operations team performance (35 current team members across Care Ops, Health Plan Ops, and Revenue Cycle Management) - Driving key operational metrics: - Accelerating time to care - Improving family service engagement - Growing care delivery revenue - Enhancing care margins - Achieving revenue collection targets - Streamlining payer contracting and clinician credentialing - Maintaining strong team performance and engagement - Senior Leadership Team membership - Participating in strategic goal development - Making critical organizational decisions - Championing company values - Ensuring excellent goal achievement - Cross-functional collaboration: - Partnering with Clinical, People, and Finance leaders - Collaborating with R&D/Technology teams on product and system improvements - Supporting go-to-market teams' sales and retention objectives WHO YOU ARE: - Passionate about youth mental health and school partnerships - 10+ years healthcare operations experience in dynamic environments - Venture-backed startup growth stage expertise - Significant P&L ownership background - Multi-state clinical operations experience - Revenue Cycle Management team expertise - Large team management capabilities - Analytical and structured communication skills - Technical proficiency in performance metrics - Enthusiasm for AI and healthcare automation WHY YOU'LL LOVE CARTWHEEL: - Mission-driven, supportive colleagues - Competitive compensation and benefits - Meaningful company equity - Comprehensive health coverage - Unlimited/flexible PTO - Paid parental leave - 401K with employer matching Cartwheel is committed to equal opportunity employment, embracing diverse backgrounds and creating an inclusive work environment.
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