| Trans Num | Date | Details |
| 1921.20 | 2023-06-02 | Holyoke Purple Knights trade Ivy Olson to the Homestead Grays for Charlie Deal and HOM 1922 #2. |
| 1921.1 | 2023-05-16 | Holyoke Purple Knights trade Bill Killefer, Clarence Mitchell, Joe Dugan, Ray Grimes, and HOL 1921 #2 to the Cooperstown Giants for Ernie Krueger, Ivy Olson, Jake Daubert, Possum Whitted, and COO 1921 #1. |
| 1914.9 | 2022-05-23 | Holyoke Purple Knights trade Vin Campbell and Ivan Olson to the Cooperstown Giants for Jack Bentley and Sam Crawford. |