In this episode, I sat down with John Paul Mussalli, the co-founder and COO of CareSwift, a Y Combinator-backed startup building AI-powered software to streamline documentation for EMT workers. JP and his cofounders brings a unique blend of technical expertise and entrepreneurial drive to the healthcare technology space, having previously worked across diverse fields from real estate automation to web development. Since co-founding CareSwift, he's helped scale the platform to serve over 2,000 EMTs in New York City alone, generating more than 90,000 automated reports. Beyond product development, JP leads go-to-market strategy and is currently pursuing EMT certification himself to deepen his understanding of the industry's challenges.In this episode, we explore the journey from scrappy prototype to venture-backed startup and the critical lessons learned along the way. Key topics covered:How a ChatGPT prototype evolved into a venture-backed healthcare AI platformThe hidden costs of poor EMT documentation: $1,800 per error and 11% industry revenue lossWhy 25% of New York's EMTs organically adopted CareSwift without marketingCritical incorporation mistakes that can delay funding and how to avoid themThe strategic decision to expand from narrative reports to full documentation workflowWhy domain expertise matters when building AI for specialized industriesNavigating regulatory compliance and the founder stack for healthcare startupsThe reality of Y Combinator: 996 work culture and rapid iteration cyclesFrom 15-20 minute reports to 2-minute automated workflows saving hours per shiftWhy sometimes a bug in Apple Mail can redirect your entire startup journeyWhere to find John Paul Mussalli - Linkedin: https://www.linkedin.com/in/jpmussalli/- X: https://x.com/jpm1126Where to find CareSwift:- Website: https://careswift.ai/- Linkedin: https://www.linkedin.com/company/careswift/Where to Find David Phillips:- X: https://x.com/davj- LinkedIn: https://www.linkedin.com/in/davjphillips/In This Episode, We Cover(00:00) Introduction to CareSwift and Its Founders(02:54) The Birth of CareSwift: Addressing EMT Challenges(06:09) Impact of CareSwift on EMT Efficiency(09:01) Navigating the Startup Journey: Lessons Learned(09:35) Navigating Startup Structures and Legalities(12:14) The Journey Through Y Combinator(15:06) Daily Life as a Founder in Y Combinator(17:13) Building a Founder Stack: Tools and Resources(18:57) Future PlansBrought to you by:Fondo — All-in-one accounting for startups: https://tryfondo.com

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