
EP 163 - Startups: Villain's Hat with Pavitra ST
What happens when someone uses your product exactly the way you hoped they wouldn’t? We’re kicking off a new series featuring founders building AI products for product people with Pavitra S. Tandon, founder of Villain’s Hat, to explore the risks hiding beyond the happy path. Drawing on 18 years in product and UX across companies and continents, Pavitra shares why she built an on-demand misuse investigation tool to help teams identify how features could be abused before they reach users. Rather than simply generating a list of things that could go wrong, Villain’s Hat provides structured investigations that assess potential harm, detection difficulty, and where misuse could happen in the user journey, helping teams prioritize what deserves attention. Join Matt and Moshe as they explore with Pavitra: Her journey through product and UX, and the recurring blind spot that inspired Villain’s Hat Why focusing only on the happy path can leave teams unprepared for unintended behavior and deliberate misuse How Villain’s Hat investigates abuse patterns and turns findings into prioritized reports for product teams What makes a structured, repeatable investigation different from asking ChatGPT or Claude, “What could go wrong?” How multiple perspectives, specialized agents, and memory across investigations help teams connect risks rather than assess each feature in isolation Early beta feedback, including newly surfaced risks and familiar concerns that teams had never prioritized How product managers, trust and safety teams, and risk and compliance professionals can use the tool as an extra pair of eyes Why security, legal, and leadership teams may need different views of the same findings What Pavitra learned by using Villain’s Hat to investigate itself, including an unexpectedly harsh communication style that led her to rework its agents Her approach to bringing investigations into existing AI workflows, with platform integrations and APIs ahead of potential design tool integrations Why proactive misuse investigation is about protecting users, trust, reputation, and revenue, not just adding another review step And much more! Want to connect with Pavitra or try Villain’s Hat? LinkedIn: https://www.linkedin.com/in/pavitrast/ Website: https://www.villainhat.com/ If you are at Web Summit in Lisbon, November 9-12, you can meet her there in person Pavitra is offering listeners two free investigations. Reach out through LinkedIn or the Villain’s Hat website to learn more.Connect with us and find more episodes Product for Product Podcast: https://linkedin.com/company/product-for-product-podcast Matt Green: https://www.linkedin.com/in/mattgreenproduct/ Moshe Mikanovsky: https://www.linkedin.com/in/mikanovsky Note: Any views mentioned in the podcast are the sole views of our hosts and guests, and do not represent the products mentioned in any way. Please leave us a review and feedback ⭐️⭐️⭐️⭐️⭐️













