Jay Scott shares that his first million came from an unconventional path, spending years as a semi-professional poker player and earning significant winnings from tournaments and high-stakes cash games before fully committing to his technology career. He notes that while the poker world is not as dominant as it once was, major events like the World Series of Poker still attract record crowds. Jay explains that his last million was made through multifamily real estate, the business he operates daily and relies on today. Looking ahead, he hopes his next million will come from a current multifamily development deal, though he acknowledges that his wife’s growing entrepreneurial business could ultimately play a major role in their future success.