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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 student's life 

Kids shouldn't 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 they're excited to live. If you join Cartwheel, you'll help make this vision a reality for millions of students across the country. We're backed by top investors including Menlo Ventures, Reach Capital, General Catalyst, BoxGroup, and Able Partners, and we're looking for mission-driven teammates to join our team.

ABOUT THE ROLE

We are seeking an experienced RCM Operations Analyst with strong analytical skills, hands-on denial and rejection management experience, and deep knowledge of insurance billing workflows. This role will serve as the operational intelligence layer of Cartwheel's revenue cycle - connecting claim data to workflow problems, surfacing gaps and trends, and building the dashboards, SOPs, and process frameworks that drive measurable improvements in reimbursement outcomes. You will partner closely with the RCM Director and cross-functional teams to translate data findings into actionable operational fixes and build the systems infrastructure to sustain them.

Role type: Full Time
Salary: $62,000 - 83,000
Location: Remote

WHAT YOU'LL DO

Denial & Rejection Analysis

• Conduct structured analysis of denial and rejection data to identify root causes, payer patterns, and filing limit exposure
• Move beyond rework - trace denial and rejection spikes to upstream workflow, documentation, or submission failures and drive fixes at the source
• Build and maintain AR aging trend tracking and recoverable revenue opportunity analysis
• Execute claim corrections, resubmissions, and payer follow-up as a hands-on operational contributor

Dashboard & Reporting

• Build and maintain operational dashboards (Looker preferred) that give RCM leadership real-time visibility into denial volume, payer performance, and AR trends
• Produce clear, prioritized findings from claim-level data using pivot tables, formulas, and BI tooling
• Design reporting outputs so findings are actionable and accessible to non-billing stakeholders - not just data-literate audiences
• Iterate on dashboard design and reporting infrastructure based on stakeholder feedback and evolving operational priorities

Process Documentation & SOP Development

• Translate billing logic, payer-specific rules, and denial patterns into written, maintainable SOPs
• Build operational workflow guides prioritized by highest-volume and highest-denial-rate categories first
• Ensure documentation is usable by team members without direct guidance, so operational knowledge scales beyond any one person

Cross-Functional Partnership

• Partner with clinical teams to identify upstream documentation or workflow gaps contributing to denials and rejections
• Validate billing logic and payer requirements in collaboration with RCM leadership
• Communicate findings and recommendations in plain language to non-billing stakeholders including clinical and operations partners
• Support training and internal knowledge base development as the operational RCM subject matter resource

WHO YOU ARE 

Qualifications

• 3+ years of hands-on RCM operations experience with direct responsibility for denial management, rejection analysis, and billing workflow improvement
• Strong analytical skills - ability to extract prioritized, revenue-framed findings from large and complex claim-level datasets
• Experience building or actively maintaining operational dashboards (Looker preferred; comparable BI tools acceptable)
• Proficiency with pivot tables and Excel or Google Sheets for claim data manipulation and analysis
• In-depth knowledge of multiple insurance payer environments - Medicaid MCO experience strongly preferred; commercial payer depth (especially BCBS) also required
• Demonstrated root cause instinct - able to trace denial and rejection patterns to workflow or documentation failures, not just surface-level category identification
• Process improvement mindset with strong cross-functional communication skills and comfort working in a remote, async-first environment

Extra Credit

• Experience with SQL for querying claim or eligibility data directly
• Background in behavioral health, telehealth, or school-based care billing
• Experience building SOPs or operational process documentation in a scaling or startup environment
• Familiarity with Apero or comparable RCM and practice management platforms

Please apply even if you don't meet all of the criteria. If your past experience doesn't perfectly match the job description, but you bring other relevant experience or skills, we'd still love to hear from you. You may be a great fit!

WHY YOU'LL 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, you'll have: 

• Competitive cash compensation between $62,000 to $83,000
• Equity ownership stake in the company
• High-quality health insurance with a $0 monthly premium option for employees
• Dental, Vision, and Employer-Sponsored Life Insurance
• 4 weeks of paid PTO (3 weeks any time  + 1 week office closure in December)
• Sick Leave + Holidays
• 401K with 2% employer match
• Team-based culture with mission-driven colleagues who will go to bat for you