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 A Street Ventures, 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're hiring an FP&A Associate to own financial reporting, planning, and KPI/OKR visibility across the organization. This is a net-new role — and a real opportunity to build something. Right now, our financial and operational metrics live in different systems, most reporting is backward-looking, and department leaders don't yet have the structured financial partnership they need to make confident decisions.

You'll change that. Reporting to Sam Bilow, VP Finance, you'll consolidate our reporting infrastructure, build forward-looking forecasts, and become a trusted cross-functional partner to leaders across Care Ops, Clinical, Product, Engineering, and beyond. If you want to do the work that makes a growing company smarter — this is the role.

Role type: W2, Full-Time, Salaried position
Salary range: $90,000–$140,000 cash compensation plus competitive equity package

Location: Remote

WHAT YOU'LL DO

Financial Modeling & Reporting

Maintain and improve Cartwheel's core financial model — P&L, cash burn, scenario modeling
Own monthly board slide deck, investor reporting, and SLT financial updates
Maintain and continuously improve KPI dashboards

Budgeting & Planning

Lead the annual budgeting cycle: templates, department kick-offs, reviews, and final consolidation
Partner with department heads on budget planning and resource allocation
Maintain budget vs. actual tracking and variance analysis

Strategic Finance

Build forward-looking forecasts to support runway planning and board communication
Identify opportunities to automate and scale financial reporting processes
Conduct ad-hoc analyses that help leadership make faster, better-informed decisions

WHO YOU ARE

You have 3–5 years of experience in FP&A, finance, banking, or consulting — ideally with exposure to healthcare, EdTech, or high-growth startups
You're fluent in Excel (VLOOKUP, pivot tables, scenario modeling) and comfortable building clean, well-structured financial models from scratch
You translate financial concepts clearly for non-financial audiences — you know when to simplify and when precision matters
You're self-directed and ownership-oriented: you spot problems, propose solutions, and don't wait to be asked
You're comfortable operating with incomplete data — you forecast with 80% information and refine from there
You care about the mission. You understand that finance is in service of student mental health, not the other way around

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:

Mission-oriented and inclusive colleagues who will go to bat for you
Competitive compensation $90,000 - $140,000
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. We're 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 talent@cartwheelcare.org.

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