Derek Jeter Breaks Down His Most Iconic Looks | GQ Sports Style Hall of Fame

"Being the first baseball player that wore 11s and turned them into cleats and then develop my own shoe year after year? It was a fun process." The legendary Derek Jeter is being inducted into our inaugural GQ Sports Style Hall of Fame. From his first World Series win with the Yankees in 1996 to his Cooperstown Hall of Fame induction ceremony, the Captain breaks down the iconic looks that made him the style legend he is today.


Director: Robby Miller
Director of Photography: Cole Evelev
Editor: Gerard Zarra
Celebrity Talent: Derek Jeter
Executive Producer: Traci Oshiro
Producer: Jean-Luc Lukunku
Associate Producer: Lea Donenberg
Line Producer: Jen Santos
Production Manager: James Pipitone
Production Coordinator: Jamal Colvin
Talent Booking: Dana Mathews
Camera Operator: Cole Evelev
Audio: Sean Paulsen
Production Assistant: Kameryn Hamilton
Groomer: Yevgene Wright-Mason
Associate Director of Post Production: Jarrod Bruner
Post Production Supervisor: Rachael Knight
Post Production Coordinator: Ian Bryant
Supervising Editor: Rob Lombardi
Assistant Editor: Diego Rentsch

00:00 Derek Jeter's Style History
00:29 The Earliest Years
00:54 The Shag
01:13 "Yankees are big on rules, man"
01:47 The Chains
02:04 Cecil Fielder, Rubén Sierra
02:40 Michael Jordan
03:55 The Suits
04:34 Suit Evolution
04:47 The Watches
05:10 GQ Cover 2000
05:38 Fashion Week 2022
06:01 World Series 1996
06:31 Leather Trench
06:55 The Camcorder
07:06 World Series 2009
07:41 George Steinbrenner
08:08 Hall of Fame

With GQ Sports, the real action is off the field. Get an all-access pass to the world's coolest, most stylish athletes with original series like My Essentials, Actually Me, My First Million, Game Points & More. Watch a GQ editor try his hand at pro sports in Above Average Joe. And get an all-access look into how athletes shop, train, travel, and showcase their love of style, menswear, and sneakers.

[AnthonyWilliams_]

First Deion, then A.I., and now Derek Jeter… GQ is bringing some heavy hitters to start 2023.

[DevZant]

Born June 26th 1993 and lived in NY my whole life. Jeter has been my favorite athlete since i was a kid. Much love DJ !!! 💙

[BobaVolcano]

Don't beat yourself up Derek, those style shades are BACK!

[gizmo]

I have loved this boy since I first saw his face. He is one special person, predestined for stardom and fame. He worked hard for all his achievements, having had great parents to guide him. He could look great in a paper bag. Most of all, he is to be applauded for his moral compass and positive image to the kids of the world. There will never be another like him.

[rajasamra]

The reason I fell in love with, and started playing baseball. Just the epitome of class, respect, and as we can see, definitely fashion 😂
RE2PECT

[marvin]

Man I miss the late 80s and all of the 90s. Good times!

[shandylynn]

Thank you GQ for this interview of the Captain. I grew up outside of Chicago but have been a Yankees fan since 1978 when Bucky Dent was SS. Jeter was one of the best clutch hitters in the franchise. So fun to watch him play. His book, “The Life You Imagine”, is inspiring. I have always admired his laser focus and discipline. My friends/family sometimes give me the business about being such a Jeter fan, but he truly deserves all of the recognition he receives. It’s not just how he played the game of baseball, it’s how he has lived. Seriously, read the book.

[marjoriegarland]

Great to see Derek then, now and always

[ccuesta]

This is dope did not know they had so many rules on dresscode

[Quanic]

Derek Jeter is Hall of Fame worthy solely on the premise of the women he has been linked to: Mariah Carey, Gabriel Union, Jordana Brewster, Jessica Alba, Adriana Lima, Vida Guerra, Jessica Biel...

Shoot, his wife is a Sports Illustrated swimsuit model 👏

[Gunner_Viper]

Dude was the New York Yankees captain 🥶

[CollinChrisman]

Dude is as cool is they come. Laid back vibe.

[shakarussanders]

The Shag! The Black Man's mullet! 😂

[KD_SWAGGER]

Derek Jeter is a class act! Thankful to have watched his entire MLB career with the New York Yankees.

[williamfischer]

Derek is just the classiest athlete and role model you could want to have. He will forever be my favorite shortstop I ever watched. No offense to Jimmy Rollins.

[Stacey_-bfmb]

My brother died when I was very young. He was my hero. After his funeral, my hero became Derek jeter

[rchitown]

Jeter is a very funny guy. Love this segment

[yankyeefan]

God I love this man I’d pay good money to watch him play again

[aramischeco]

Nah my boy jeter really using the word Jack lmfaooo my boy got stuck to the ny lingo

[vgbcddgfgg]

yall should’ve got ken Griffey, Junior