

A slick-fielding shortstop who became a pivotal, clutch-hitting piece of the Boston Red Sox's 2013 World Series championship run.
Stephen Drew carved out a solid 12-year major league career defined by reliable defense and timely hitting, often emerging as a key contributor on winning teams. Part of a remarkable baseball family—both his brothers, J.D. and Tim, also reached the majors—Stephen was a first-round draft pick by the Arizona Diamondbacks in 2004. He quickly became their everyday shortstop, known for his smooth glovework and gap power. His tenure in Arizona included a trip to the National League Championship Series in 2007. After stints with Oakland and a serious ankle injury, Drew's career found its most memorable chapter in Boston. Signed mid-season in 2013, he solidified the infield defense and delivered several crucial postseason hits, including a grand slam in the ALCS, helping to propel the Red Sox to a World Series title. He later provided veteran stability for the Yankees and Nationals before retiring. Drew's career wasn't defined by flashy statistics, but by a professional consistency that managers valued highly.
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.”