For most people, the lottery is nothing more than a fleeting fantasy: you buy a ticket on a whim, picture a wildly upgraded life for about five minutes, then return to reality when the numbers don’t match. Winning more than ten dollars feels like a small miracle, not a pattern. But the people on this list didn’t just get lucky once—they kept winning, again and again, in ways that defy common sense.
Some stumbled into repeat wins by pure chance, buying tickets out of habit or boredom and unknowingly beating the odds multiple times. Others treated the lottery like a long-term obsession, studying draw schedules, number frequencies, and timing with near-religious dedication. And then there are those who approached it like a math experiment, using probability, algorithms, and loopholes to tilt the system ever so slightly in their favor.
Whether motivated by discipline, fixation, or sheer randomness, these stories subvert the notion that lottery wins are invariably fortunate. They blur the line between luck and strategy—and might just make you look at that crumpled ticket in your pocket a little differently.
Mark Maltz: 3 wins
In 2018, a regular truck driver from Michigan had the best gas station experience of all time. Mark went inside the gas station store for some snacks, grabbed a scratch-off, and won $10. Sweet victory! However, instead of walking away like a reasonable person, he took it as a sign from the universe. The universe was guiding him to purchase additional tickets! Next came a $15 reward, which is where most people would stop. But Mark kept going. He bought a couple more tickets and hit the jackpot—$325,184. Three wins in 15 minutes sounds like an impossible feat to pull off, but that’s just the world we live in.
10 People Who Won the Lottery More Than Once 