The Captain: The Journey of Derek Jeter

Amazon.com Price: $12.99 (as of 10/10/2019 23:43 PST- Details)

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“Derek Jeter is undoubtedly the most talked about, argued about, cheered, booed and ultimately respected baseball player of his generation. And as public a figure as he has been, he is in many ways the least known. That changes now as Ian O’Connor, some of the best sports writers anywhere, goes deep and does what no one has quite been able to do: Tell us a bit about who Derek Jeter really is.”—Joe Posnanski, author of The Machine

“Deftly told.”—Washington Post

In The Captain, Ian O’Connor draws on unique access to Derek Jeter and more than 200 new interviews to reveal how a biracial kid from Michigan became New York’s most beloved sports figure and the face of the steroid-free athlete. O’Connor takes us in the back of the scenes of a legendary baseball life, from Jeter’s early struggles in the minor leagues, when homesickness and errors threatened a stillborn career, to the heady days of Yankee superiority and nightlife, to the battles with former best friend A-Rod. All along the way, Jeter has made his Hall-of-Fame destiny look easy. But in the back of that leadership and hero’s grace there are hidden struggles and complexities that have never been explored, until now.

Every spring, Little Leaguers across the country mimic his stance and squabble over the right to wear his number, 2, the next number to be retired by the world’s most famous ball team. Derek Jeter is their hero. He walks in the footsteps of Ruth, Gehrig, DiMaggio, and Mantle, and sooner or later his shadow will loom just as large. Yet he has never been the best player in baseball. In reality, he hasn’t all the time been the best player on his team. But his intangible grace and Jordanesque ability to play big in the biggest of postseason moments make him the face of the modern Yankee dynasty, and of America’s game.

In The Captain, best-selling author Ian O’Connor draws on extensive reporting and unique
access to Jeter that has spanned some fifteen years to  reveal how a biracial kid from Michigan became New York’s most beloved sports figure and the enduring symbol of the steroid-free athlete. O’Connor takes us in the back of the scenes of a legendary baseball life and career, from Jeter’s early struggles in the minor leagues, when homesickness and errors in the field threatened a stillborn career, to his heady days as a Yankee superstar and prince of the city who squired one of the crucial world’s most beautiful women, to his tense battles with former best friend A-Rod. We also witness Jeter struggling to come to terms with his declining skills and the declining favor of the only organization he ever wanted to play for, leading to a contentious contract negotiation with the Yankees that left people wondering if Jeter might end his career in a uniform without pinstripes.

Derek Jeter’s march toward the Hall of Fame has been dignified and certain, but in the back of that leadership and hero’s grace there are hidden struggles and complexities that have never been explored, until now. As Jeter closes in on 3,000 hits, a number no Yankee has ever touched, The Captain offers an incisive, exhilarating, and revealing new look at some of the game’s greatest players in the gloaming of his career.

Photos of Derek Jeter from The Captain
(Click on Images to Enlarge)


Derek Jeter and teammates wave their caps to the crowd after Jeter delivered his postgame speech on Yankee Stadium’s final night.
The captain salutes the fans after breaking Lou Gehrig’s franchise record for hits.
The shortstop’s signature play – the jump throw from the hole – from start to finish.

Photos courtesy John Angelillo/UPI

Amazon Exclusive: A Q&A with Author Ian O’Connor

Q: Why did you feel compelled to write a biography of Derek Jeter?

A: As I say in the introduction to The Captain, the answer is found in my son’s closet, a mini-warehouse of youth baseball jerseys graced by the frayed number 2. With Derek Jeter nearing the end of his iconic career, not to mention a milestone (3,000 hits) no New York Yankee has reached, I thought it was the right time to do a head-to-toe examination of Jeter’s mass appeal. He is the DiMaggio of his time, a beloved but distant figure. My goal was to humanize Jeter. I wanted to paint a public portrait of a private man whilst celebrating his dignified approach and explaining why his number 2 is number 1 in the closets of kids all over the place.

Q:How did you gather all the material in The Captain?

A: I’ve covered Jeter’s entire career as a newspaper and Internet columnist in the New York market, so I had a strong base of firsthand observations and knowledge and one-on-one and group interviews with Jeter to work with. I also conducted more than 200 interviews exclusively for this book, including conversations with Jeter and past and present teammates, coaches, friends, opponents, teachers, scouts, executives, admirers, and detractors. (I define his detractors as admirers willing to discuss the shortstop’s human flaws.)

Q: What is your favorite anecdote in the book from Jeter’s early years as a Yankee?

A: One of my favorites involves the period before Derek was drafted. As a child he started telling his parents and others he would sooner or later play shortstop for the New York Yankees, and as a teenager he predicted to some that he would marry Mariah Carey (well, he almost went 2 for 2). But the surreal twists and turns of the draft of ’92, when Jeter dropped into the Yankees’ lap as the sixth overall pick, lends credence to the notion he was meant to be a Yank. Houston rejected the advice of its lead Jeter scout, a former Hall of Fame pitcher for Detroit named Hal Newhouser, who resigned because the Astros didn’t pick Derek at number 1 (they took college star Phil Nevin instead). Cincinnati scouting director Julian Mock rejected the advice of his own people and decided in the middle of a draft-day jog to make a choice a college outfielder from central Florida (Chad Mottola) instead of the high school shortstop from Kalamazoo (Jeter) at number 5. To this day, Derek swears he was so convinced he was going in the top five of the draft, he didn’t even know that his dream team, the Yankees, were picking sixth. He knows now… I also enjoyed discovering how Cal Ripken Jr.’s decision to shake a young boy’s hand in 1993 ultimately put twelve-year-old Jeffrey Maier in the Yankee Stadium stands in 1996, when Maier deflected Derek Jeter’s home-run ball into American League Championship Series lore and helped end Baltimore’s season and Ripken’s indelible reign at short.

Q: Jeter is regularly portrayed as the perfect athlete. Is he perfect?

A: Jeter is about as close to perfect as a superstar athlete can get, but no, he is not an infallible player or person. As a product of parents who raised him on the strict terms of behavioral contracts he was compelled to sign, Jeter never put himself or his team in an embarrassing position. But he’s been overly sensitive to criticism, he’s terrible at forgiving and forgetting those he believes have slighted him, and at times he could have been a better captain to Alex Rodriguez, who craved Jeter’s approval in his early seasons as a Yankee. Jeter didn’t give it.

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