
A slick-fielding shortstop who became a pivotal, clutch-hitting piece of the Boston Red Sox's 2013 World Series championship run.
Stephen Drew hit a grand slam in the 2013 ALCS, helping propel the Boston Red Sox to a World Series title. Drafted 15th overall by Arizona in 2004, he became the Diamondbacks' everyday shortstop, known for smooth glovework and gap power. He reached the 2007 NLCS with Arizona. After stints with Oakland and a serious ankle injury, he signed mid-season with Boston in 2013, solidifying their infield defense and delivering crucial postseason hits. He later provided veteran stability for the Yankees and Nationals. A first-round pick out of a baseball family—brothers J.D. and Tim also reached the majors—Drew played 12 seasons defined by professional consistency.
1981–1996
The first digital natives. Grew up with the internet, came of age during 9/11 and the 2008 crash. Highly educated, deeply indebted, slower to marry and buy houses. Redefined work, identity, and what it means to be an adult.
Stephen was born in 1983, placing them squarely in the Millennials. The events that shaped this generation — the internet revolution, 9/11, and the 2008 financial crisis — shaped the world they entered and the choices available to them.
The biggest hits of 1983
#1 Movie
Return of the Jedi
Best Picture
Terms of Endearment
#1 TV Show
60 Minutes
The world at every milestone
Internet adopts TCP/IP, creating the modern internet
Pan Am Flight 103 bombed over Lockerbie
Dolly the sheep cloned
Columbine shooting; Y2K panic builds
September 11 attacks transform the world
Indian Ocean tsunami kills over 230,000
Edward Snowden reveals NSA surveillance programs
ChatGPT goes mainstream; Israel-Hamas war begins
He and his brothers J.D. and Tim are one of only a few sets of three brothers to all play in MLB in the modern era.
He hit for the cycle on July 21, 2008, while playing for the Arizona Diamondbacks.
In 2014, he turned down a qualifying offer from the Red Sox and did not sign with a team until mid-season, joining the Yankees.
He was a high school teammate of his future MLB brother, J.D., at Lowndes County High School in Georgia.
“I focused on playing the game the right way, being steady at shortstop every day.”