In his role with the New York Yankees, Mike Pinsky, the team’s assistant director of baseball operations, is constantly searching for the best information to help general manager Brian Cashman make the next blockbuster trade or splashy free-agent signing.
While Aaron Judge, Aaron Boone and company get all the headlines for their work on the field as the Yankees push for their first World Series title since 2009, Pinsky is a key cog in the machine, but behind the scenes.
Until next Wednesday.
Pinsky, 33, will be on TV screens nationwide when he debuts on “Survivor,” the long-running reality-based show on CBS that pits contestants against each other in a variety of challenges for $1 million.
In its 51st season, the show takes place on Fiji’s Mamanuca Islands, and once the competition began, the cameras rolled 24 hours a day.
“There’s no opportunity to turn it off,” Pinsky told The Athletic on Tuesday afternoon. “It’s relentless in that way. It’s very much like the baseball season.”
As part of his agreement with CBS, Pinsky would not answer questions about what happens on the show.
Cashman and the rest of the Yankees’ front office can’t wait to see what Pinsky had to endure, and if he won.
“We’re all basically going to get our popcorn out and watch this thing play out,” the general manager said. “We’ve got no idea what’s going to happen. But I believe in the person. He’s a very gifted individual.”
Pinsky said he was able to draw parallels between his life in the Yankees’ management structure and his life on “Survivor.”
“You are in the game, always,” he said. “As long as you’re out there, you’re playing the game. When you’re sleeping, you’re playing the game. When you wake up, you’re playing the game. When you have two seconds to go to the bathroom — and, by the way, there’s no bathroom — you’re still playing the game.”
Jeff Probst, the host and showrunner, has described “Survivor” as a game meant to “break people.”
“You just want to push them further than they probably ever (have) been in their life,” he said in an interview with Variety.
Pinsky seemed to agree with that assessment.
“Imagine the hardest part of your week,” he said, “amp up the difficulty, and then imagine doing it on no food and no sleep and with no access to anybody who is actually supporting your cause. (It’s) not for the faint of heart.”
For Pinsky, being part of “Survivor” filled what he called a “lifelong passion.”
Growing up in Manhattan, Pinsky started watching the show at 8 years old, and he was infatuated with it. He and his friends, in the safety of his childhood bedroom, would make up challenges, take turns pretending to be Probst and vote each other off their make-believe island.
Pinsky has seen every episode from the 50 seasons of the show, and a couple years ago he decided to try out for the Season 49 cast. When he found out he was selected for this season, he was sitting in a rental car in the parking lot at George M. Steinbrenner Field, the Yankees’ spring training home in Tampa, Fla. He immediately called his wife, Becky, and his father, Rich. His late mother, Janet Elder, was a deputy managing editor at The New York Times.
“I felt like I was walking on air the rest of the day,” he said.
Immediately, the 5-foot-8 Pinsky hit the gym, gaining strength and preparing himself for the long stretches of the show without food. He also rewatched the previous 10 seasons, taking detailed notes about “what went wrong for people and what succeeded, and common traits among winners and how their gameplay translated to winning the game.
“If there’s any information out there that I can glean before I go into something, I want to know it, and I think it’s sort of ridiculous that anybody wouldn’t do that,” he said. “How do you go out and do this once-in-a-lifetime, one-of-one opportunity sort of thing and not prepare to the fullest?”

The cast of the 51st season of “Survivor.” The Yankees’ Mike Pinsky is in the second row, second from left. (Robert Voets / CBS)
Pinsky said he was grateful to Cashman for giving him time off to be on the show. At first, he was nervous to ask. He understood the all-in commitment it takes to be a trusted member of the Yankees’ front office.
“I told him that I might have this opportunity to do this really cool thing that I wanted to do for my entire life and essentially asked what he would think about it,” Pinsky said. “I didn’t know what (to expect). He encouraged me that, when you have opportunities to fulfill lifelong dreams, you can’t turn them down.”
“There are 21 contestants,” Cashman said. “In theory, he’s got a 1-in-21 chance at a million dollars. It’s a hell of a lot better than trying to play Powerball. So it’s like, how do you deny that opportunity?”
Since Pinsky returned from Fiji, life has been a little different.
“Coming home post-filming is a highly strange experience,” he said. “For one thing, you’ve just had this extraordinary life experience, but there is no evidence of it anywhere — no pictures in your phone, no texts, nothing. And for another, it’s all anyone wants to talk to me about, but I really can’t say much.”
That even goes for his top boss.
One day just before the trade deadline, Pinsky was sitting at a table with other members of the Yankees’ front office when owner Hal Steinbrenner looked him straight in the eyes and told him that he had to tell him if he won “Survivor.” Steinbrenner looked like he meant business.
For a moment, Pinsky didn’t know what to do. He knew he couldn’t tell Steinbrenner. He also didn’t want to lose his job.
“I definitely had to think about the right way to play my cards on this one,” he said.
Turns out, Steinbrenner quickly dropped his poker face. He was kidding. Everyone laughed.
It made Pinsky feel like he was back on “Survivor.”
“Honestly,” he said, “it was just like an extension of the game. It’s like you’re right back out there, trying to figure out the best response.”