Crook began playing baseball at 11 years old after moving to Trenton, New Jersey, from the Dominican Republic when his mother married former professional football player Al Darby.

He made his professional debut in 2014 with the rookie–level Arizona League Reds, hitting .255/.313/.423 with 4 home runs, 20 RBI, and 12 stolen bases in 42 contests.

[3] He spent the 2015 season with the Single–A Dayton Dragons, playing in 105 contests and hitting .236/.270/.383 with 9 home runs, 47 RBI, and 13 stolen bases.

On May 24, 2016, it was announced that Crook would miss the remainder of the season after undergoing surgery to repair a torn labrum in his left shoulder.

[6] Crook began the 2018 season with Dayton, progressing to Daytona and the Double–A Pensacola Blue Wahoos later in the year.

[7] In 2019, he began the year back in Double–A with the Chattanooga Lookouts, but was quickly promoted to the Triple-A Louisville Bats after 24 games.

[15] On November 10, Crook was removed from the 40-man roster and sent outright to Triple–A Iowa; he elected free agency the same day.