PEORIA, Ariz. (AP) — Shortly after his playing career ended, Jerry Dipoto took in a game at Wrigley Field with former big league manager Jim Fregosi. After a particularly nasty strikeout by Eric Gagne, Dipoto laughed.
Fregosi promptly slapped Dipoto on the back of his head.
“He said, ‘I’m just going to remind you today. … Don’t ever forget how hard that it is to play,’” Dipoto recalled. “And that’s what I think is the thing I remember most, and I think the benefit of the guys who have gone through it, is that they recognize that it is a really hard game.”
That lesson stayed with Dipoto as he made his way to his current job with the Seattle Mariners — and membership in an exclusive club. Dipoto is one of five former major leaguers serving as the top baseball executive for a big league franchise at the moment.
Dipoto, 56, has been the president of baseball operations for Seattle since Sept. 1, 2021. Like Dipoto, Chris Young, 45, was promoted from general manager to president of baseball operations for the Texas Rangers on Sept. 13. Craig Breslow was hired as the chief baseball officer for the Boston Red Sox on Oct. 25, 2023, and Chris Getz was promoted to GM of the Chicago White Sox on Aug. 31, 2023.
Buster Posey, 37, joined the list when the former All-Star catcher was hired as president of baseball operations for the San Francisco Giants in September.
“There are a ton of incredibly successful executives who didn’t play baseball,” said Breslow, 44. “I don’t think it’s a prerequisite, but I do think it provides a level of credibility and empathy given I’ve kind of been on every side of a transaction, or every side of a conversation I’ve had to have with a player or coach. And credibility in terms of really being able to understand what players are thinking about, what they’re going through.”
Under Breslow’s leadership, Boston used a complicated contract structure to add Alex Bregman in free agency. Bregman also was being pursued by the Cubs and Tigers before he agreed to a $120 million, three-year deal with the Red Sox.
San Francisco had been struggling to land a major free agent before shortstop Willy Adames agreed to a $182 million, seven-year contract with the Giants in December. Adames said Posey played a major role in his decision.
“My meeting with the team, it was me and him, basically. No agent. Nobody,” Adames said. “So we had a really, really good conversation, and I bought into his plan for this organization, for what he wants to build here in the near future.”

