in 2007 I was competitive in Hot Stove early in the year and needed some power, so I traded a struggling Low A prospect for a 27 yo SS fresh off a 35 HR campaign (as a 26 yo)
That prospect, Justin Upton
That SS, Bill Hall
When you've been playing for so long, you win some and you lose some, but this was a big loss and the one always in the front of my mind. I'm not afraid to trade prospects for proven help to win a championship because more fail than not, but damn if that one doesn't always stick with me.
I also remember when Braun was called up and on waivers, I had #1 waiver in another league and my claim was in, I was watching Brewers/Cubs on WGN and Braun struck out and looked pretty bad (from my professional eyes
) so I almost cancelled the claim to wait for (I think) Butler or Hughes. I didn't cancel and Braun is still on my team, so that was close.