Security Questionnaires: Saying “Yes” Isn’t Security

Filling out a security questionnaire doesn’t mean you’re secure. In healthcare and digital health, startups often spend weeks checking “Yes” on 300-row spreadsheets — believing that equals compliance. But enterprise buyers are looking for something very different: proof of security maturity. In this episode of the HIPAA Insider Show, Adam Z. sits down with Larry Trotter II, Founder of Inherent Security, to unpack: Why “HIPAA Compliant” tech still fails enterprise security reviews The dangerous gap between questionnaire responses and operational reality What healthcare buyers are actually evaluating Why checkbox compliance silently kills deals How to demonstrate real security maturity If you sell into healthcare, this episode may explain why deals stall — even when you answered every question correctly. Connect with Larry Trotter II: https://www.linkedin.com/in/larry-trotter-ii Inherent Security: https://www.inherentsecurity.com/ Learn more about HIPAA-compliant infrastructure: https://www.hipaavault.com/?utm_source=spotify&utm_medium=podcast&utm_campaign=larry-trotter-ii Interested in being a guest on the HIPAA Insider Show? https://www.hipaavault.com/podcast-guest/?utm_source=spotify&utm_medium=podcast&utm_campaign=larry-trotter-ii