Oliver Drake (baseball)  Oliver Gardner Drake (born January 13, 1987) is an American professional baseball pitcher for the Tampa Bay Rays of Major League Baseball (MLB). He previously played for the Baltimore Orioles, Milwaukee Brewers, Cleveland Indians, Los Angeles Angels, Toronto Blue Jays, and Minnesota Twins. In 2018, he became the first person ever to play for five MLB teams in a single season. Drake is a graduate of Northfield Mount Hermon School, earning letters in baseball and hockey while a student there. He was a first-team All-CNEPSL as a junior and a senior, winning the Thompson Blanket, Ralph E. Jillson and Nettie M. Johnson Memorial awards as the latter. After high school, Drake attended the United States Naval Academy and played for the Navy Midshipmen baseball team. He had one of the best freshman pitching seasons in school history, going 3-3 with a 3.22 ERA. He went 6–3 with a 3.70 ERA as a sophomore, having an 8.74 K/9 ratio. After two years at Navy, Drake was drafted in the 43rd round (1,286th overall) of the 2008 Major League Baseball draft by the Orioles. Drake was assigned to Rookie-league Bluefield, then the Bluefield Orioles, pitching in 7 games, going 1–0 with a 0.77 ERA before being promoted to Low-A Aberdeen, pitching in 5 games with a 0.87 ERA. His totals in 2008 were 12 games, going 1–0 with a 0.82 ERA. He spent all of 2009 with Single-A Delmarva, going 8–9 with a 4.34 ERA over 25 games, 24 of them starts. He played all of 2010 with High-A Frederick, going 6–6 with a 4.36 ERA over 24 games. He also played in the Arizona Fall League with Scottsdale, going 1–3 with an 8.38 ERA. He split 2011 with Frederick and Double-A Bowie, while also playing 1 game with Triple-A Norfolk, going 11–8 with a 3.32 ERA over 27 games. He was added to the Orioles' 40-man roster following the season. He had shoulder surgery in 2012. Entering 2014, he was rated the Orioles' 24th-best prospect by "Baseball America". Drake signed a major league deal with the Baltimore Orioles on November 18, 2014. In 2015, in 18 innings for Norfolk, he had a 0.96 ERA.