You might remember Colin Cowherd. About a decade ago, he stirred major controversy after making questionable remarks about the intelligence of players from the Dominican Republic. A few sets of words cost him his job at ESPN, and both Major League Baseball and the MLB Players Association made him issue a public apology. It’s just one example of his long list of controversial moments. He’s one of those personalities people either really like or can’t stand at all—nothing in between. Recently, even Yankees legend Derek Jeter embarrassed him on-air over Cowherd’s weak baseball knowledge.

Jeter gave a fact check to Colin Cowherd in real time when Cowherd mentioned that Jeter had obviously “faced” and had been in the “Nolan Ryan era.”

Jeter immediately shut that down.

Apparently, back in 1993, when Nolan Ryan retired, Derek Jeter was still two seasons away from making his big league debut. When Nolan Ryan was wrapping up his legendary 27-year career with the Mets, Angels, Astros, and Rangers, Jeter was still in Single-A.

He was playing for the Greensboro Hornets. Even so, that didn’t stop the MLB on Fox analyst and longtime Yankees shortstop from being asked whether he ever faced Ryan. For the record, he didn’t.

Colin Cowherd has built a career as one of sports media’s most divisive voices. From his ESPN Radio days to The Herd on Fox Sports, he’s known for sharp analysis and bold, often polarizing opinions that keep audiences talking. Derek Jeter’s post-retirement path, meanwhile, reflects his calm and calculated persona. Since hanging up his cleats, he’s founded The Players’ Tribune, briefly served as CEO of the Miami Marlins, and now lends his credibility to MLB on Fox as a respected analyst.

Jeter’s recent fact-check of Cowherd joins a long list of live sports callouts that keep broadcasts authentic. From Charles Barkley and Shaquille O’Neal’s heated debates on Inside the NBA to Joe Rogan correcting Stephen A. Smith’s UFC takes, these moments remind viewers that even seasoned commentators can get it wrong—and that’s part of what keeps sports talk so entertaining.

Colin Cowherd’s got quite a track record when it comes to on-air blunders. To date, many remember how he went all-in on Karl-Anthony Towns, which, of course, didn’t age too well.

Once, he also confidently claimed the Chicago Bears were out of the running for the No. 1 overall pick. Even though they actually owned it and ended up drafting Caleb Williams. But when it comes to baseball, his slip-ups tend to get fact-checked in real time, often right on air, just like how Derek Jeter did.

Before last season’s trade deadline, Cowherd found out, live on air, that MLB draft picks can’t really be traded for Shohei Ohtani. Then, ahead of this year’s All-Star Game, Derek Jeter had to remind him publicly that Nolan Ryan didn’t pitch for three full decades.

In fact, Funhouse, known as @BackAftaThis on X, took a hilarious jab at Cowherd and said he always seems a little out of tune when it comes to baseball.

On another note, in the same segment with Cowherd on The Herd, Jeter made a surprising admission.

Derek Jeter doesn’t miss baseball at all

Despite having 20 remarkable seasons in pinstripes to his name, Derek Jeter said he doesn’t miss playing baseball—not even a little.

It’s only natural to expect someone who spent half his life in baseball to feel a little nostalgic for the game. However, Derek Jeter is the opposite. He’s made it clear he’s never once second-guessed his decision to retire in 2014. Not even for a moment.

“I don’t miss playing the game. I don’t,” he admitted. “There hasn’t been a day since I retired where I’ve missed playing the game,” Jeter added.

From Jeter’s point of view, it seems he feels he gave the game everything he had. During his legendary Yankees run from 1995 to 2014, he earned 14 All-Star selections, five World Series titles, and the 2000 World Series MVP.

In 2020, he was inducted into the Baseball Hall of Fame with one of the highest vote percentages ever for a position player. He was tied with Ichiro Suzuki and second only to Mariano Rivera. In simpler words, Derek Jeter remains one of the most iconic figures the sport has ever seen.

Given all that, you’d think Jeter might still feel the occasional pull to get back on the field. Most players only walk away when they have to. More like when their bodies give out or their edge fades, not because the fire’s gone. But Jeter’s words tell a different story. His retirement seems to have been a clean, deliberate break.