Weeks bats and throws right-handed. Until the 2009 season, Weeks had a distinctive batting stance similar to that of Gary Sheffield, waggling his bat heavily before swinging. The waggle is still present, but noticeably less aggressive. Weeks pointed to this change when asked about his improved presence at the plate in 2009. While primarily a second baseman throughout his career, Weeks transitioned to left field in 2015, and began playing first base in 2017.

Born and raised in Altamonte Springs, Florida, Weeks attended Lake Brantley High School. At Lake Brantley, Weeks played baseball, but also played football as a cornerback and wide receiver for a season. Weeks then attended Southern University in Baton Rouge, Louisiana. As a sophomore in 2002, he batted .495 with 20 home runs, winning the NCAA Division I batting title. The next year, he batted .479 with 16 home runs, winning a second straight batting title and finishing his career with a .473 batting average, highest in NCAA history. In 2003, he also was named Baseball America College Player of the Year and the Golden Spikes Award, given annually to the top amateur player. The Milwaukee Brewers selected him second overall in the 2003 MLB Draft.

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