About this episode

Jermaine Ee discusses his AI-powered estate planning app, Heirlight, and the challenges of scaling a startup while maintaining a personal mission.

Jermaine Ee, founder of Heirlight (heirlight.com [https://heirlight.com/en]), an AI-powered estate planning app, joins host Dan Freehling (contempusleadership.com [https://contempusleadership.com]) to discuss what it takes to make one of life's most avoided conversations easier. Jermaine shares how a dinner with his parents about retirement planted the seed for Heirlight (02:37) and how the app uses guided AI conversation rather than a laundry list of assets to build an estate plan around the user (04:53). He also describes his deliberate choice to stay bootstrapped and away from the venture treadmill (15:35), the mentality required to run a product-driven startup (21:38), and how losing his mother gave his mission a clarity he didn't ask for but can't ignore (22:56). Recommended reading: "Essentialism [https://a.co/d/001O2HPa]" by Greg McKeown, "Die with Zero [https://a.co/d/02hNK2NS]" by Bill Perkins, and "Predictably Irrational [https://a.co/d/0dMxZII4]" by Dan Ariely. Show notes at forwardlookingleadership.com [https://forwardlookingleadership.com].

People in this episode

Host: Dan Freehling

Guest: Jermaine Ee

Topics covered

• AI-powered startups
• estate planning
• bootstrapping
• product-driven mentality
• personal mission

Keywords

• AI
• startup
• estate planning
• bootstrapped
• guided conversation
• personal mission
• product-driven

Mentioned in this episode

Organizations: Heirlight, Contempus Leadership

Books & works: Essentialism, Die with Zero, Predictably Irrational

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