The 2019 trade deadline was the worst and was the moment I was out on Falvey and knew they would never sniff a World Series with him in charge. When you're a GM of a team like the Twins, you have to know when to push all your chips in because it doesn't happen often.
The Twins have had two, maybe 3 chances this century. 2006, when Terry Ryan balked, 2004, when Terry Ryan also balked and 2019 when Falvey balked. There are a dozen other bad moves, but that will remain #1.