These awards are given to outstanding umpires who are recognized for his/her skills and dedication to umpiring for that year.
2024
| Umpire of the Year | Ken Saxer | Mid City Little League |
| Umpire Service Award | Denis McGee | Allied Gardens Little League |
2023
| Umpire of the Year | Robinaire Ruiz | Allied Gardens Little League |
| Umpire Service Award | John Nathenson | North Park Little League |
2022
|
Rookie Umpire of the Year |
Joshua Beail
|
San Carlos Little League
|
|
Umpire of the Year
|
Colton Peterson
|
Mid City Little League
|
|
Umpire Service Award
|
Ken Saxer
|
Mid City Little League
|
2021
| Rookie Umpire of the Year | Jake Robinson | San Carlos Little League |
| Umpire of the Year | Mike Keller | San Carlos Little League |
| Umpire Service Award | John Evans | Serra Mesa Little League |
2020 No Awards were given out due to the COVID-19 shutdown
2019
|
Rookie Umpire of the Year |
Jonah Baron
|
Patriot League
|
|
Umpire of the Year
|
Brentt Hoover
|
San Carlos Little League
|
|
Umpire Service Award
|
Jared Schlossberg
|
North Park Little League
|
2018
|
Rookie Umpire of the Year
|
Clark Allen
|
La Mesa National Little League
|
|
Umpire of the Year
|
Laura Sheppard
|
Sunshine Little League
|
|
Umpire Service Award
|
Andy Carver
|
Serra Mesa Little League
|
2017
|
Umpire of the Year
|
James Patocka
|
San Carlos Little League
|
|
Umpire Service Award
|
Ric Castañon
|
Kearny Mesa Little League
|
2016
|
Umpire of the Year
|
Ricky Mullberry
|
Lake Murray Little League
|
|
Umpire Service Award
|
Olivier Wardendaar
|
Kearny Mesa Little League
|
2015
|
Umpire of the Year
|
Jake Fenno
|
Allied Gardens Little League
|
|
Umpire Service Award
|
Robinaire Ruiz
|
Allied Gardens Little League
|
2014
|
Umpire of the Year
|
David Graham
|
Allied Gardens Little League
|
|
Umpire Service Award
|
Sami Kern
|
Chollas Lake Little League
|
2013
|
Umpire of the Year
|
|
|
|
Umpire Service Award
|
|
|
2012
|
Umpire of the Year
|
Ric Castañon
|
Kearny Mesa Little League
|
|
Umpire Service Award
|
Cliff Reed
|
Chollas Lake Little League
|
2011
|
Umpire of the Year
|
|
|
|
Umpire Service Award
|
|
|
2010
|
Umpire of the Year
|
Dan Hrigora
|
Mid City Little League
|
|
Umpire Service Award
|
Mario Pappazi
|
San Carlos Little League
|
2009
|
Umpire of the Year
|
John Perretta
|
North Park Little League
|
|
Umpire Service Award
|
Raul Cassillas
|
Chollas Lake Little League
|