The highest winning poker player in history is Bryn Kenney, an American professional known for his exceptional skills in high-stakes tournaments. As of 2023, Kenney has amassed over $57 million in live tournament earnings, surpassing previous records. His remarkable achievements include a stunning victory at the 2019 Triton Million, where he won $20.6 million, the largest single payout in poker history. Kenney's strategic prowess, aggressive playstyle, and ability to read opponents have solidified his status as a legend in the poker world, inspiring aspiring players globally.