In a 24 team league, the Louisville Sluggers lost in the World Series in the 1996 B season. The OBFLB divides the season every year at the All-Star break. The Sluggers won its first championship with Thome at third base in 1997 A. The team repeated in 1998 A, 1999 A, 2000 A, 2002 B, and 2003 B. There was also a runner-up finish in 1999 B. That made 6 championships and 8 World Series appearances in 8 years, covering 15 possible World Series. There were some playoff losses in there too: I found a file for 2000 B, but seem to be missing other data from the early 2000s.
The team has had some success since then, but not as sustained as that dynasty.
I found an old file with my mid-year roster of retained players from 1997. Below, I've highlighted in yellow the players subsequently elected to the Hall of Fame:
15 (14 + 1 DL) Players
C:Mike Sweeney R 97 (KCR AL)
2B:Roberto Alomar R 91 (Bal AL)
3B:Jim Thome R 93 (Cle AL)
3B:Kevin Orie D1897 (ChC NL)
IF:Edgar Alfonzo D1797 (NYM NL)
OF:Rich Becker R 97 (Min AL)
OF:Shawn Green Rm95 (Tor AL)
OF:Darin Erstad Rm95 (Ana AL)
OF:Jeromy Burnitz D1997 (Mil AL)
SP:Pedro Astacio Rm96 (LAD NL)
SP:Greg Maddux R 91 (Atl NL)
SP:Pedro Martinez R 94 (Mon NL)
SP:Shane Reynolds Rm94 (Hou NL) DL
RP:Mike Fetters Rm94 (Mil AL)
RP:Mariano Rivera R 97 (NYY AL)
The R or Rm designations reflect when a player was first retained in the league (D## indicates drafted round and year). I inherited Greg Maddux when I received my team in 1992. Pedro Martinez was a trade acquisition prior to the 1994 season. According to one of my old files, I got him for two guys who together had over 30 saves in 1993 -- P Jerry DiPoto (Cle) and P Gene Harris (SD)! Martinez himself had been a relief pitcher in LA prior to that 1994 season in Montreal.
Jim Thome was probably also a trade acquisition, though a year earlier -- after the 1992 season. He had hit 3 HR in a small number of plate appearances prior to his 1993 season as a Slugger. I cannot find the details.
A few moments searching reveals that I traded Jeff Cirillo and Marc Newfield for Robbie Alomar in February of 1997. He was not a member of the 2002 and 2003 teams, though I cannot find the details explaining why.
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