At 22 Years Old, He Made a 'Beautifully Stupid' Bet on Himself. Now This Founder Runs a $100 Million Online Business. Charles Gillespie, founder and CEO of Gambling.com, says entrepreneurs need to embrace risk and bet big on themselves. Previous Article A Whole Foods Customer Told the Company's Founder: 'You're Just Not a Good CEO' — Here Was His Response Next Article Fans Can't Get Over 'Insane' Menu Prices at Formula 1 Miami Grand Prix: 'Missing a Decimal Somewhere'