One of President Donald Trump’s lines during the 2016 presidential campaign was his promise that, “We’re gonna win so much, you may even get tired of winning. And you’ll say, ‘Please, please. It’s too much winning. We can’t take it anymore, Mr. President, it’s too much.’ And I’ll say, ‘No it isn’t. We have to keep winning. We have to win more!’”

https://www.c-span.org/clip/campaign-2016/user-clip-too-much...

Trump says US is 'winning so much' in longest ever State of the Union - https://www.youtube.com/watch?v=rhQUGjRtq-M - February 25th, 2026

Hence the joke, "I am tired of winning." as the situation continues to rapidly degrade through policy choices. So much winning, it's too much.