Long way to the top if you want to be a major league umpire

One of his former Little League teammates is quickly climbing the baseball ladder, just a step from making his major league debut with the Atlanta Braves. And one of his teammates from Cascade High School is a young superstar for the Cleveland Indians.

While former Jackson High star and current infielder for the Class AAA Richmond Braves Brent Lillibridge could be on the verge of following the Indians’ Grady Sizemore to the big leagues, Bobby Leon is planning to join them in the majors one day.

That might sound like a far-fetched goal for a guy who was a mediocre relief pitcher for an NCAA Division III college program, but Leon is on the right track.

Leon, you see, is trying to make it not as a player but as an umpire. And at the age of 24 years old, the 2001 Cascade graduate already has taken one step up the baseball ladder.

Leon is at Everett Memorial Stadium this week as part of a Northwest League umpiring crew that’s working the five game series between the Everett AquaSox and the Boise Hawks. Leon made the jump from last summer’s stint in the Arizona Rookie League, and he’s hoping to keep on jumping all the way to the majors – eventually.

“The earliest anyone makes it is after eight years in the minors,” he said. “So, at the earliest, I’m looking at 2015. It takes a lot longer for an umpire than for a player. It just does.”

Leon first gave up on any dreams of playing major league baseball during his junior year at Cascade, when a bout with elbow tendinitis took a few miles per hour off of his fastball. He eventually played his way onto the Linfield University baseball team, but knew his playing career would end at graduation.

During his college years, Leon made extra cash by umpiring recreation league games. He enjoyed it so much that he decided to continue on after his Linfield days were over. He enrolled at the Jim Evans Umpire Academy, where he quickly established himself as one of the better students of the game. After graduating near the top of his class, he was invited to the Professional Baseball Umpire Corp (PBUC) and, eventually, got a ticket to work at the Rookie level.

Asked to compare umpiring to his days as a player, Leon said he gets less attention while calling strikes instead of throwing them.

“As long as you’re doing your job right, you don’t get a lot of criticism in amateur ball,” he said. “I haven’t made an ejection in 21 games, and there haven’t been any major arguments, but it definitely gets more intense as you move up the levels.”

Leon, who now lives in Mukilteo when he’s not traveling was excited about his homecoming.

“It’ll be good to have the support of friends and family,” he said.

Of course, Leon hopes he won’t be spending too many summers working in Everett. His goal is to be working in places like Richmond and Cleveland, just like his ex-teammates.

“I have the drive” to make it to the big leagues, Leon said. “But it’s a journey. Right now I can’t say I’m ready to umpire a major league game. But I think I’ve got what it takes.

“Time will tell.”

Talk to us

> Give us your news tips.

> Send us a letter to the editor.

> More Herald contact information.

More in Sports

Monroe’s AJ Welch throws a pitch during the game against Kamiak on Friday, March 14, 2025 in Monroe, Washington. (Olivia Vanni / The Herald)
Monroe baseball bounces back with first win of the season

The 2024 Wesco 3A/2A North champs avenged an opener loss with a 10-0 win over Kamiak.

Washington Wolfpack quarterback Joe Hess throws a pass during the Arena Football One team's practice at Snohomish Sports Dome on Thursday, March 13, 2025. (Aaron Coe / The Herald)
Everett’s Arena Football One team opens Sunday

The Washington Wolfpack, playing in the rebranded AF1, has high expectations.

Monroe freshman pitcher Addelyn Bryant releases a pitch to Glacier Peak's Emma Hirshorn in the bottom of the seventh inning of Monroe softball's 3-0 win in Monroe, Washington on March 13, 2025. (Joe Pohoryles / The Herald).
Pair of freshmen lift new-look Monroe softball to opening day win

Bryant tosses complete-game shutout, Jeske has 2 RBI in 3-0 win against Glacier Peak.

Lake Stevens’ Manny McLaurin delivers a pitch during a playoff loss to Bothell on Saturday, May 4, 2024, in Lake Stevens, Washington. (Ryan Berry / The Herald)
Prep baseball roundup for Thursday, March 13

Lake Stevens pitched a combined perfect game en route to 16-0 win in opener.

Prep softball roundup for Thursday, March 13

Edmonds-Woodway, Archbishop Murphy, and Stanwood all earn run-rule wins.

Prep boys soccer roundup for Thursday, March 13

Alex Plumis’ brace lifted Edmonds-Woodway over Jackson for first season win.

Prep roundup for Thursday, March 13

Kamiak, Everett girls tennis each pick up opening wins.

Vote for The Herald’s Prep Athlete of the Week for March 2-8

The Athlete of the Week nominees for March 2-8. Which player voted… Continue reading

Glacier Peak’s Tyler Larsen dribbles the ball down the field during the game against Snohomish on Wednesday, March 12, 2025 in Snohomish, Washington. (Olivia Vanni / The Herald)
Zamolo’s stunner lifts Glacier Peak boys soccer over Snohomish

The Italian exchange student highlights the new-look Grizzlies’ 4-0 season-opening soccer win.

Quarterback Jacob Ta’ase drops back during the Washington Wolfpack’s inaugural home opener against Billings on Sunday, May 5, 2024, a Angel of the Winds Arena in Everett, Washington. (Ryan Berry / The Herald)
Sunday’s AF1 Washington Wolfpack game to be televised

The Everett-based Arena Football One team readies for Sunday’s season opener.

Mountlake Terrace’s Amaya Johnson barely beats the throw home in extras, scoring what would become the game-winning run against Cascade during the Class 3A District 1 softball tournament Tuesday, May 16, 2023, at the Phil Johnson Ballfields in Everett, Washington. (Ryan Berry / The Herald)
Prep softball roundup for Wednesday, March 12

Terrace softball beats Ingraham 29-1 to earn Washington state’s highest score of the night.

Prep baseball roundup for Wednesday, March 12

Late runs lift Archbishop Murphy over Monroe baseball in opener

Support local journalism

If you value local news, make a gift now to support the trusted journalism you get in The Daily Herald. Donations processed in this system are not tax deductible.