Mission-led startup where you can build and actually shape the company - Anonymous employee Cartwheel (MA) Employee Review

5.0
23 Nov 2025
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Cartwheel has a culture that genuinely stands out. Leaders model vulnerability and transparency in a way that’s rare — they openly share context, mistakes, lessons, and decisions, which creates real psychological safety across the team. You’re encouraged to speak up, ask questions, challenge assumptions, and bring ideas forward without fear of backlash. The environment is fast-paced and evolving, but it’s grounded in kindness, trust, and a shared commitment to doing the right thing for students, families, and schools. It’s the kind of place where you feel valued as a human, not just an employee. Pros: Transparent and vulnerable leadership, high psychological safety, collaborative team, mission-driven work, real opportunities to build.

Cons

Cons: Fast pace and shifting priorities may be challenging for those who prefer structure.

Explore other reviews about Cartwheel (MA)

5.0
10 Sept 2025
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Mission-focused, meaningful work, Collaborative, transparent leadership, Remote flexibility and autonomy, Growth, recognition, and true support, Solid pay for contractors

Cons

Remote isolation for some, Compensation lower than some sectors, High clinical productivity demands, stress, Growing pains from rapid expansion, Telehealth not ideal for all work styles/ages

1
3.0
8 May 2026
Recommend
CEO approval
Business outlook

Pros

Good electronic health record, good internal communication via Slack, ability to work as much or as little as you like, consistent flow of clients, ability to work with children who would otherwise not get Mental Health services

Cons

It appears that the primary client is school districts which potentially puts the therapist in a conflict of interest situation. We consider the client or the child as primary whereas the therapist is part of a bigger system. making it’s difficult to advocate, for the child if necessary. Limited understanding of complexities of providing true Mental Health services to children in the face of difficult family dynamics. Willingness to throw the Therapist under the bus when these challenges manifest

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