SPECIFICALLY FOR CARTWHEEL EMPLOYEES ONLY

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

The Client Support Advocate plays a crucial role in ensuring a positive experience for schools and families receiving services with Cartwheel . This position serves as the primary point of contact for concerns and complaints, working to resolve issues proactively thoughtfully, and efficiently. In addition to supporting individual cases, the Client Support Advocate identifies recurrent themes/trends, and partners with internal teams to strengthen our service experience. The Client Support Advocate collaborates closely with customer success, clinical, and operations teams to enhance service quality and ensure schools and families feel heard, supported, and valued.

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

Location: Remote, based in the United States 

Start date: March 2026, Note:  Accepting applications until EOD 3/9/26

WHAT YOU’LL DO

School and Parent/Caregiver Support

• Serve as a responsive and empathetic primary point of contact for schools and parents/caregivers raising concerns or complaints about services.
• Gather detailed information, assess the nature of concerns, and provide timely responses and clear next steps; escalate to the appropriate team members as needed.
• Partner with internal teams to ensure timely, consistent follow-up and resolution, following established escalation processes for clinical, safety, or operational concerns.
• Educate schools and families about available resources, policies, and service expectations.
• De-escalate complex or emotionally charged situations with professionalism and care.
• Problem solve through complex situations cross-functionally.

Documentation and Tracking

• Document concerns, actions, and outcomes in designated systems to ensure accurate tracking and follow-through.
• Monitor cases through resolution and confirm appropriate closure.
• Track and report on key metrics, including response times and recurring themes.

Actionable Insights & Collaboration

• Analyze trends in concerns and feedback, and share clear summaries and insights with clinical and operational leaders.
• Partner with School Success, Clinical, and Operations teams to identify opportunities to strengthen processes and improve the client experience.
• Contribute to ongoing quality improvement efforts related to service delivery and communication.

WHO YOU ARE 

Must have…

• Bachelor’s or master’s degree in social work, psychology, healthcare administration, or a related field. Relevant years of work experience may be substituted.
• 3+ years of experience in client advocacy, patient experience, customer service, or a similar role in healthcare or behavioral health.
• Strong problem-solving skills and the ability to de-escalate concerns with professionalism and empathy.
• Excellent verbal and written communication skills.
• Ability to track trends, analyze data, and present clear, actionable insights to leadership.
• Highly organized, with strong attention to detail and follow-through.

Extra credit…

• Experience working with pediatric populations, schools, or families
• Strong preference for bilingual candidates, fluent in Spanish

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 $55,000 to $75,000
• 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