Maxwell is the son of Austin Maxwell, a US Navy dentist who also served as the "presidential dentist" from 1997 to 2002, providing dental care for US Presidents Bill Clinton and George W. Bush, and Vice President Al Gore, and their families. His mother, Kathy, was also a Navy officer. He has one sister. He grew up in Maryland and South Carolina, and lived in Japan for four years while his father was stationed there.\n', '

Maxwell was drafted out of Sherwood High School by the Baltimore Orioles in the 43rd round (1279th overall) of the 2001 Major League Baseball Draft, but opted instead to attend college at the University of Maryland. He was drafted, again, in 2004 by the Texas Rangers in the 10th round (291st overall), but declined, and the following year by the Washington Nationals in the 4th round (114th overall). He signed and played most of 2006 for the Vermont Lake Monsters, the Nationals Short-Season A team.\n', '

In 2007, he split his time between Low-A Hagerstown, and High-A Potomac, where, he combined to hit .281 with 27 home runs, 83 RBI and 35 stolen bases, the only player in Minor League Baseball to record at least 25 doubles, 25 home runs and 25 stolen bases in 2007."\n', '

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