Key Takeaways Miguel and Jackie Bezos put $250,000 into Jeff Bezos’s 1995 online bookstore after he warned of a 70% chance of losing everything. Their 1,430,244 shares, bought at about $0.17 each, grew past $40 billion as Amazon expanded into fulfillment and AWS. Amazon’s robotics and cloud infrastructure now underpin AI workloads, raising the question of which early bets look similar today. In 1995, Miguel and Jackie Bezos wired $250,000 into their son’s online bookstore plan, even after he warned them there was a 70% chance they would lose everything. They were betting their life savings on an idea they …