Guest Stars Derek Rivera as Santiago Reyes Martin Bobb-Semple as Orlando 'Lando' Johnson Joe Holt as Jesse Raymond Taylor Polidore as Tootie Diahnna Nicole Baxter as Dr. Pace John Marshall Jones as Leonard Shaw Jamad Mays as Rome Jordan Rayanna Wells as Jade Co Starring Algerita Wynn as Ms. Robinette Joseph Stevie Phillips as Umpire Shamori Washington as Young JR KB Holland as Chuck William R. Bryan as Pitching Coach Zane Moyer as Young Damon