[3][4] He made his professional debut with the Low-A West Virginia Black Bears, hitting .198 in 29 games.

He spent the 2018 season split between the Black Bears and the Single-A West Virginia Power, slashing .268/.360/.381 with 2 home runs and 29 RBI across 59 cumulative games.

[8] On 11 February 2021, it was announced that Glendinning would require Tommy John surgery after suffering a complete tear of his ulnar collateral ligament while playing catch during a practice.

[10] On 22 February 2022, Glendinning signed a minor league contract with the Kansas City Royals organization.

[11] He spent the season with the Double-A Northwest Arkansas Naturals, playing in 118 games and hitting .252/.373/.439 while setting new career-highs in home runs (19), RBI (76), and stolen bases (11).

On 20 May 2024, Glendinning and Sam Travis were traded to the Caliente de Durango in exchange for Alberth Martínez.

[21] On 3 January 2025, Glendinning signed with the Kansas City Monarchs of the American Association of Professional Baseball.