My largest was won in May of 2022 on a legal Connecticut online casino. I’ve now had four royal flushes that have paid at least $1,000. Many of my biggest solo wins happen to be on Jacks or Better Video Poker, although that tends to be the minority of my casino play. So here, revised for spring 2022, are the biggest wins I’ve had as a solo player, and a few honorable mentions in terms of wins as a multiplier of my bet. This has changed the complexion of this list quite a lot.
Since then, I’ve now managed four handpays, including three on our newly legalized online casinos, but also one in a physical casino. The picture above was my largest win overall, but it was shared with another player, so we split a $2,000 jackpot 50/50 – $1,000 each. When I first published this article in the fall of 2020, I didn’t have a handpay of my own to speak of.