[1][2] Orloff attended Simi Valley High School in Simi Valley, California, where he played for the school's baseball team as a shortstop, winning the California Interscholastic Federation championship in his junior year.

Orloff also set school records for career hits (280), runs scored (178), and games played (241).

He suffered from elbow tendinitis in 2009, while playing for the Tri-City ValleyCats of the Class A-Short Season New York–Penn League (NYP).

[7] Returning to Tri-City in 2010, Orloff led the team with a .307 batting average and 52 runs scored.

[14] Orloff's only appearance was as the starting second baseman in the second game, batting ninth, and going 0 for 3 and leaving 3 men on base.