HRTech Interview with Andy Hamilton, CoFounder and CEO of When
Hello Andy, welcome to HRTech Cube! Can you please share your professional journey and what inspired you to co-found When? I am a serial entrepreneur, having previously co-founded two technology startups that were later acquired by public companies. The latter company, ApartmentJet was acquired by Expedia Group. During the Covid pandemic, I experienced a layoff firsthand and it motivated me to create a better offboarding solution, When. The idea for When was conceived by my co-founder and next-door neighbor, Dan Wertheimer, after he lost his job while pursuing his MBA at Chicago Booth. His health insurance premiums jumped from $50 to $800 a month! Dan quickly realized he wasn’t alone in being shocked by this unexpected increase in monthly expenses. This experience led him to develop a business thesis on creating a new employee benefit to help cover health insurance costs during job loss. Dan submitted the thesis to the New Venture Challenge, one of the largest business case competition...