Drew Jackson was drafted by the Mariners in the fifth round of the 2015 draft (155th overall) as a shortstop out of Stanford. He signed for $335,400 and was immediately assigned to Class A short-season with the Everett Aquasox.
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Drew Jackson, the younger brother of Chicago Cubs former first-round pick Brett Jackson, attended Miramonte High School in California and hit over .400 in each of the three years he lettered there. In his senior year, he hit .439 with 3 home runs, 13 doubles, and 25 stolen bases.