[1] Cecchini was selected by the Red Sox in the fourth round of the 2010 draft out of Alfred M. Barbe High School in Lake Charles, Louisiana.

[1] Following the 2011 season, Cecchini was ranked by Baseball America as the best hitter for batting average in the Red Sox minor league system.

He responded by batting a slash line (BA/OBP/SLG) of .305/.394/.433 in 118 games, while ending 3rd both in doubles (38) and stolen bases (53), 5th in runs scored (84), and 6th in hits (139).

Cecchini made his Major League debut the same day taking over third base after Dustin Pedroia was ejected in the third inning.

Cecchini went 1-for-2 with an RBI in his major league debut, but was optioned back to the Triple-A Pawtucket Red Sox the next day.

[5] He spent the entirety of the 2016 campaign with the Triple–A Colorado Springs SkySox, hitting .271/.326/.380 with five home runs, 52 RBI, and 13 stolen bases.