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

As a Customer Success Manager, you will serve as the customer success manager and the day-to-day trusted partner to school districts in the Southeast, driving their success with Cartwheel and owning their renewal. You’ll serve as the quarterback between school staff and Cartwheel’s resources, ensure schools have an excellent experience collaborating with our team, and provide guidance on strategic, clinical, and operational questions as they arise. You will work with our sales team to develop a deep understanding of each of our partner districts’ needs and develop collaborative, lasting relationships with school leadership, staff, and colleagues. Partnering closely with a clinical lead, you will ensure our district partners are supported with their clinical consultative needs. As an early member of the School Success team, you will have an opportunity to contribute to the creation and iteration of the role as we grow.

Role type: This is a W2, Full-Time, Salaried position

Location: Remote, based in the Southeast (NC, SC, GA, FL, TN, TX), with in-person team retreats in Boston. 

Start date: Spring 2026

WHAT YOU’LL DO

• Build relationships with and deliver an outstanding experience for Southeast school district leadership, school staff, and the families they serve.
• Launch and maintain school district partnerships, promote trust in Cartwheel, and gain insight and feedback through regular communication and problem-solving with school and district leadership.
• Deliver clinical guidance and coaching to school staff as questions arise (e.g., potential fit of a student referral to Cartwheel, input on how to respond to a student situation in the building, strategic advice on building a Multi-Tiered System of Support).
• Provide Cartwheel leadership with an ongoing strategic view on districts you own, including strengths, opportunities, and risk areas.
• Share feedback on our care model, technology, and operations with the school success leadership and serve as an active thought partner on how to improve our program.
• Build, promote, and support strong collaboration and positive culture with Cartwheel’s clinical team.
• Flexible travel to districts that need targeted support or attention, when necessary.

WHO YOU ARE 

Must have…

• 5+ years of experience as a Customer Success Manager implementing and supporting education, education technology, or school based mental health programs.
• 2+ years of experience working in or around school systems, such as in a school-based clinician, administrator, special education teacher, or adjacent role.
• Commitment to serving communities traditionally overlooked in the healthcare setting – uninsured and underinsured families, youth in foster care, English learners, etc. 
• Passion for our mission to tackle the youth mental health crisis!

Extra credit…

• Active license to deliver clinical care (LCSW, LICSW, LMHC, LCPC, PhD/PsyD) in the Southeast (NC, SC, GA, FL, TN, TX).
• Clinical experience in the outpatient setting, with comfort managing clinical complexity and safety/risk.
• Experience working with immigrant populations, rural communities, and/or military families

Skills…

• Project Management: Excellent project management skills with the ability to coordinate across many stakeholders and prioritize tasks
• Technically Savvy: Fluency in Google Suite (e.g. Sheets, Slides) and proven ability to quickly learn new tools and technology (e.g. Salesforce, Zoom, Asana)
• Relationship Builder: Experience with building relationships across diverse stakeholders and influence without authority
• Strong Communicator: Superb written and verbal communication skills
• Entrepreneurial: Desire to work with a small, entrepreneurial team to build a new program
• Organized thinker: Instinctively structures problems into logical components

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 $90,000 to $105,000
• 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