I was thinking about this question, and I decided the answer is no, but in my time being a fan (since 1996), it's the 2nd worst. The only day that was worse was the Big Blue crane collapse. I was only 13 at the time, but I remember exactly where I was when I found out the news, I remember the shock when I turned on the TV and saw what had happened--I was glued to the TV for hours in shock. There was, of course, the anger over 3 people being killed over what clearly was a bad decision. However, there was also the long-lasting, sinking feeling of seeing Miller Park and all it represented full of a mass of twisted steel. In a moment, all the dreams Opening Day 2000 were over, the start of the new future was delayed, and the Brewers were doomed to play another season at County Stadium. I went to the last game of 1999 for about an hour--there was a pouring rain and only about 1000 people there out of an announced crowd of 55,000--which perfectly fit the mood of the entire disaster. Other low ranking moments include the Jenkins ankle injury, the 2002 All-Star game ending (more of a Milwaukee thing than Brewers), the Pirates "sweep suits" series of 2001, the 100th loss of the 2002 season, Soriano's walk-off HR from 2007, or my earliest bad memory--the Greg Vaughn trade. Being an eternal optimist, I'll also note some of best moments from my memory: the opening of Miller Park, the night the new stadium was approved, the 1998 10-game winning streak, Jeromy Burnitz winning the first interleague game at County Stadium 1-0 on a walk-off HR, Bill Hall's heroics in 2004, Ben Sheets' 18-K game, the day the CC Sabathia trade was completed, TGJ's walk-off to doom the Padres, etc... Edit: Correction, the winning streak was in 1997 and it was only 9 games.