Pete Bailey

Chicago Cyclones (2000-
Bailey was chosen to be the first ever Chicago Cyclones manager. The conventional manager's first reign on the team didn't have the expected outcome, as Chicago felt below the .500 line, ending the season with a 19-21 record, missing the playoffs. Even if his season wasn't remarkable, Bailey extended his contract with the Illinois organization for three years.

After a difficult first season, Bailey's chance of improving the team's record were incredibly small, because he's team was by far the weakest in the league. The Cyclones still managed to underperform with an atrocious 11-37 record. Bailey somehow kept his job after the historically bad season.

Despite the criticism and seemingly no efforts from upper management to improve the team, Pete Bailey managed to do a little better than last year, but still ended up in last place. The Chicago organization doesn't seem to blame Bailey for their struggle, as he announced he was returning in 2003.