1409: Solving a Broken System: The Origin Story of Heirloom, the “TurboTax for Probate” w/ Davis Wilkinson

Davis Wilkinson, co-founder of Heirloom, shares the deeply personal story of how watching his mother navigate the estate settlement process after his brother’s passing inspired him to leave big tech and build a solution. This episode is a masterclass in building a purpose-driven company from the ground up, starting with taking a job as a funeral home receptionist to truly understand the customer's pain. Davis provides a transparent look at how he and his co-founder leverage AI to achieve the ...