Michael Kay, the voice of the New York Yankees, is starting to think about life after the broadcast booth. At 65, Kay said the thought of retirement has begun to creep into his mind, a topic he addressed during a recent appearance on the Awful Announcing podcast.

"I never was asked these questions at 63 or 64, but 65 seems to be a magic number. And I've actually been thinking about the end. When do you walk away? When is it the right time? Because of my children's ages, it's kind of awkward," Kay said.

Kay, who has been a Yankees broadcaster since 1992, has two children, a son named Charlie, 11, and a daughter named Callie, 13. He explained that his desire to be present for them makes the decision particularly tricky.

"My son's 11, my daughter's 13. You want to be there for them. I'm there all the time in the winter, every single day, because the radio station, four days a week, allows me to do the radio show at home. But then when Callie goes to college in five years, and Charlie goes to college in seven years, what am I going to do if I retire? It's an awkward time," Kay said.

Kay, who has been around for five World Series championship seasons during his tenure, also shared a sobering perspective on his own longevity. He said he does not make serious plans about the future, drawing inspiration from legendary broadcaster Vin Scully.

"You know what? I always use this line. I think that Vin Scully used that; that's where I got it from. 'God laughs at those that make plans.' I very seriously doubt I'll be living in my 80s," Kay said.

He also reflected on the career of the late John Sterling, the iconic Yankees radio voice who retired in April 2024 at age 85 and died in May 2026 at 87.

"I'm just amazed that John made it as long as he did. I don't think I would be, but you never rule anything out," Kay said.

Kay began his Yankees broadcasting career in 1992, initially on WABC radio before moving to the YES Network in 2002. He currently works alongside a rotating group of analysts including Paul O'Neill, David Cone, and Joe Girardi.

Despite the uncertainty, Kay said he is not ready to make any definitive moves.

"I don't see myself being alive in my 80s. And if I was, I don't see myself doing the games, but I guess you can't rule anything out," he said.