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§ Private Profile · Cambridge, MA, USA
Telehealth mental health services providing therapy and support for K-12 students and families, partnering with schools.
Cartwheel is a United States-based telehealth provider that partners with school districts to deliver evidence-based mental health services to students and their families. The organization combines school funding with health insurance reimbursements to offer individual therapy, group therapy, parent guidance, and medication support without waitlists. Operating across five states including Massachusetts, New York, Connecticut, Illinois, and Rhode Island, the platform currently serves 50 school districts and charter networks. Cartwheel matches students with licensed clinicians within seven days and accepts 99 percent of private and Medicaid insurance plans, remaining free for uninsured students. The enterprise has raised $20 million in Series A funding to expand its proprietary online portal, backed by lead investors Menlo Ventures, General Catalyst, and Reach Capital. The company was founded in 2022 by Joe English and Daniel Tartakovsky, alongside Chief Medical Officer Juliana Chen.
Cartwheel has raised $40.0M across 5 funding rounds.
Cartwheel has raised $40.0M in total across 5 funding rounds.
Cartwheel (trycartwheel.com) is a technology company providing hybrid delivery management software for restaurants, courier companies, retailers, and similar businesses. It enables optimization of in-house and third-party delivery operations through features like real-time tracking, cost reduction, brand control, and integrations with platforms such as Olo, DoorDash, and ezCater, solving last-mile delivery inefficiencies amid surging demand.[1][2]
The platform serves food service and retail operators seeking flexibility, visibility, and data-driven control over deliveries, helping them cut costs while maintaining customer satisfaction. Since its 2020 launch, Cartwheel has gained traction by addressing post-pandemic delivery needs, with founders leveraging deep industry experience for rapid product evolution.[1][2]
Cartwheel was founded in 2020 by Alexander Vasilin, Dan Zamylin, and Magdim Metshin, who collectively bring over 11 years of food delivery expertise. Their journey started in 2012 with opening a Los Angeles restaurant that became GrubHub's top delivery choice, followed by a 2014 delivery outsourcing service partnering with over 300 restaurants and liquor stores—earning them Yelp Eat24's highest-ranking partner status nationwide.[1][2]
This hands-on success in restaurant operations and logistics directly inspired Cartwheel amid 2020's boom in delivery demand, positioning it as a scalable software solution to streamline what they had manually optimized.[1][2]
Cartwheel rides the explosive growth of on-demand delivery, fueled by e-commerce expansion and consumer habits shifted by the pandemic, where last-mile logistics remains a high-cost bottleneck. Its timing aligns with market forces like rising third-party fees (e.g., from DoorDash) pushing businesses toward hybrid models for 20-30% cost reductions, per industry trends.[1][2]
By enabling data-rich, integrated delivery, Cartwheel influences the ecosystem, empowering restaurants and retailers to reclaim margins and innovate—contributing to a more fragmented, efficient logistics layer amid competition from pure-play aggregators.[2]
Cartwheel is poised for expansion as delivery volumes grow with urban density and AI-enhanced logistics; expect deeper AI integrations for predictive routing and further penetration into retail beyond food. Trends like rising in-house fleets and regulatory scrutiny on aggregator fees will amplify its hybrid edge, potentially scaling to enterprise chains.
With battle-tested founders and a focused product, Cartwheel stands out as a pragmatic winner in delivery tech, streamlining operations for businesses navigating this high-stakes arena.[1][2]
*Note: Other entities share the "Cartwheel" name (e.g., staffing AR automation at cartwheel.io, AI 3D animation platform), but context points to the delivery management leader at trycartwheel.com.[3][4][5]*
Cartwheel has raised $40.0M in total across 5 funding rounds.
Cartwheel's investors include Chingona Ventures, Craft Ventures, Lainy, Menlo Ventures, Moonshots Capital, TenOneTen Ventures, Akshay Kothari, Amjad Masad, Drew Houston, 8VC, AI Fund, Amplify Partners.
Cartwheel has raised $40.0M across 5 funding rounds. Most recently, it raised $10.0M Series U in May 2025.