| Week | Add | Drop |
| Pre-Season |
Round 1: RP Kevin Ginkel - Ari Round A: SP Yoshinobu Yamamoto - LAD |
Round 1: SS Brayan Rocchio - Cle Round A: SS Paul DeJong - ChA |
| Week 1 |
Round 1: SP Jordan Hicks - SF Round 2: 3B Trey Lipscomb - Was | |
| Week 2 |
Round 1: 3B Jared Triolo - Pit Round 2: C Reese McGuire - Bos |
Round 1: RP Alex Lange - Det |
| Week 3 |
Round 1: OF Joey Loperfido - Hou Round 2: 2B Willi Castro - Min |
Round 1: OF Parker Meadows - Det Round 2: 3B Trey Lipscomb - Was |
| Week 4 |
Round 1: SP José Butto - NYN Round 2: 1B Bobby Dalbec - Bos |
Round 1: 1B Kris Bryant - Col Round 2: 3B Jared Triolo - Pit |
| Week 5 |
Round 1: OF Hunter Goodman - Col Round 2: SP Simeon Woods Richardson - Min |
Round 1: RP Kevin Ginkel - Ari Round 2: SS Paul DeJong - ChA |
| Week 6 |
Round 1: OF Jordan Beck - Col Round 2: SP Taj Bradley - TB |
Round 1: OF Aaron Hicks - LAA Round 2: 1B Bobby Dalbec - Bos |
| Week 7 |
Round 1: RP Trevor Megill - Mil Round 2: SP Clayton Kershaw - LAD |
Round 2: SP José Butto - NYN |
| 1st Team | 2nd Team |
| Pre-Season | |
| Bedlam at the Bank | 4dogs |
|
1B
Triston Casas
Bos |
3B
Josh Jung
Tex |
| Pre-Season | |
| Bedlam at the Bank | This One's for Trader Joe!!! |
|
Round 4, 2nd Pick (SP Carlos Rodon NYA) |
SP
Paul Skenes
Pit |
| Pre-Season | |
| Bedlam at the Bank | The Plantation |
|
Round 15, 2nd Pick (3B Mark Vientos NYN) |
Round 1, 11th Pick (1B Yandy Diaz TB) Round 7, 11th Pick (C Jonah Heim Tex) |
| Pre-Season | |
| Bedlam at the Bank | Biloxi Shuckers |
|
OF
Steven Kwan
Cle |
Round 2, 8th Pick (SP Gavin Williams Cle) |
| Pre-Season | |
| Bedlam at the Bank | Pocket Aces |
|
SP
Kyle Bradish
Bal |
Round 7, 12th Pick (SP Jose Berrios Tor) |
| Week 5 | |
| Bedlam at the Bank | Biloxi Shuckers |
|
SP
Max Meyer
Mia OF Chase DeLauter Cle OF Joey Loperfido Hou |
OF
Aaron Hicks
LAA 3B Max Muncy LAD SS Paul DeJong ChA |
| Week 7 | |
| Bedlam at the Bank | Biloxi Shuckers |
|
C
Reese McGuire
Bos SP Ryan Pepiot TB SP Gavin Williams Cle OF Hunter Goodman Col 2B Colt Keith Det SP Taj Bradley TB OF Jordan Beck Col OF Wyatt Langford Tex |
RP
Kenley Jansen
Bos OF Jesse Winker Was C Danny Jansen Tor SP Ranger Suarez Phi SP Justin Steele ChN 2B Brendan Donovan StL |