| Week | Add | Drop |
| Pre-Season |
Round 1: OF Brent Rooker - Oak Round 2: SS Paul DeJong - ChA | |
| Week 1 |
Round 1: RP Abner Uribe - Mil Round 2: 3B Orelvis Martinez - Tor | |
| Week 2 |
Round 1: SS Blaze Alexander - Ari Round 2: SP Shane Bieber - Cle | |
| Week 3 |
Round 2: OF Brenton Doyle - Col |
Round 2: OF Brent Rooker - Oak |
| Week 4 |
Round 2: C Riley Adams - Was |
Round 2: SS Paul DeJong - ChA |
| Week 5 |
Round 1: OF Wilyer Abreu - Bos |
Round 1: 3B Elehuris Montero - Col |
| Week 6 |
Round 1: RP Joel Payamps - Mil Round 2: SP Cole Irvin - Bal |
Round 1: RP Abner Uribe - Mil Round 2: SP Shane Bieber - Cle |
| 1st Team | 2nd Team |
| Pre-Season | |
| Maine Black Bears | The Shogun of Harlem |
|
Round 3, 2nd Pick (SP Chris Sale Atl) |
SP
Kevin Gausman
Tor SP Freddy Peralta Mil |
| Pre-Season | |
| Maine Black Bears | Chaos Creators |
|
Round 5, 2nd Pick (SS Ha-seong Kim SD) |
SP
Pablo Lopez
Min |
| Pre-Season | |
| Maine Black Bears | Dave's Destroyers III |
|
1B
Christian Walker
Ari |
SP
Jesus Luzardo
Mia |
| Pre-Season | |
| Maine Black Bears | Bottom of the pack 12 |
|
Round 4, 2nd Pick (SP Chris Bassitt Tor) |
2B
Xander Bogaerts
SD |