2005

Rookie Umpire of the Year: Joe Liggett, Anne Roberts
Umpire of the Year: Mike Zeigler, Rick Moore, Andy Zitney
Rookie Director of the Year: Leslie Baker
Director of the Year: Brian Workman
State Appreciation Award: Frank & Kathy Balsamo, Wicomico County-Andy Wisk

2004

Rookie Umpire of the Year: Mike Ziegler, Nick Zanti, Chris MeGee, Vince Krajcir
Umpire of the Year: Eddie Buck, Donald Corbin, Joe Hook
Rookie Director of the Year: Brian Workman, Rod Dixon
Director of the Year: Joe Tusa, Steve Ramey
State Appreciation Award: Worcester County, Ronnie Rickards

2003

Rookie Umpire of the Year: Eddie Buck, Curtis Ward
Umpire of the Year: Lee Hart/Deceased, Bill Reider, Mike Keelan, John Price
Rookie Director of the Year: Gene Mullinix
Director of the Year: George Fortuna, Roger Hockey
State Appreciation Award: Paul Weisengoff, Rick Mess