When Alexa von Tobel was just 14, her father passed away unexpectedly, leaving her mother to manage the family's finances. The tragedy made Alexa determined to understand money – and help others plan for periods of uncertainty. In her mid-twenties, she founded LearnVest, a tool that simplifies financial planning and investing. Within three years, the company was providing support to millions of customers. In 2015, she sold LearnVest for a rumored $250 million. PLUS for our postscript "How You Built That," how Dillon Hill built Gamers Gift to help bed-bound and disabled patients enjoy a wide range of places and experiences —through virtual reality.