| Week | Add | Drop |
| Pre-Season |
Round 1: OF Aaron Hicks - LAA Round 2: SP Chase Silseth - LAA Round A: C Bo Naylor - Cle Round B: OF Drew Gilbert - NYN |
Round A: C Elias Diaz - Col Round B: C Freddy Fermin - KC |
| Week 1 |
Round 1: OF Adam Duvall - Atl Round 2: SP Reese Olson - Det | |
| Week 2 |
Round 1: SS Tyler Freeman - Cle | |
| Week 3 |
Round 1: SP Yusei Kikuchi - Tor Round 2: 3B Jared Triolo - Pit |
Round 1: SP Chase Silseth - LAA Round 2: SP Jordan Wicks - ChN |
| Week 4 |
Round 1: SP Edward Cabrera - Mia |
Round 1: OF Aaron Hicks - LAA |
| Week 5 |
Round 1: OF Hunter Goodman - Col Round 2: 2B Brendan Rodgers - Col |
Round 1: SP Miles Mikolas - StL Round 2: 3B Jared Triolo - Pit |
| Week 6 |
Round 1: 2B Willi Castro - Min |
Round 1: SP Yariel Rodriguez - Tor |
| 1st Team | 2nd Team |
| Pre-Season | |
| Dream Machine | Bad Reputation |
|
Round 4, 9th Pick (1B Andrew Vaughn ChA) |
SS
Jordan Lawlar
Ari |
| Pre-Season | |
| Dream Machine | Hilldale of Darby |
|
1B
Yandy Diaz
TB Round 6, 11th Pick (SS Ha-seong Kim SD) |
OF
Eloy Jimenez
ChA Round 9, 12th Pick (SP Jordan Wicks ChN) |
| Pre-Season | |
| Dream Machine | PHILLIE PRIDE |
|
Round 5, 11th Pick (SP Bailey Ober Min) |
OF
Connor Joe
Pit |
| Pre-Season | |
| Dream Machine | Ephesians |
|
Round 7, 11th Pick (RP Peter Fairbanks TB) Round 8, 11th Pick (SP AJ Puk Mia) |
1B
Nick Pratto
KC SP Chase Silseth LAA |
| Pre-Season | |
| Dream Machine | Hilldale of Darby |
|
3B
Dylan Moore
Sea |
Round 5, 12th Pick (2B Jordan Westburg Bal) |
| Pre-Season | |
| Dream Machine | Ft Myers Bull Sharks |
|
Round 1, 11th Pick (SP Logan Gilbert Sea) Round 4, 11th Pick (RP Adbert Alzolay ChN) |
SP
Tommy Henry
Ari RP Felix Bautista Bal |
| Pre-Season | |
| Dream Machine | Ft Myers Bull Sharks |
|
OF
Randy Arozarena
TB SP Zac Gallen Ari |
Round 1, 5th Pick (RP Raisel Iglesias Atl) Round 7, 5th Pick (2B Brandon Lowe TB) Round 1, 12th Pick (3B Isaac Paredes TB) |
| Pre-Season | |
| Dream Machine | PHILLIE PRIDE |
|
OF
Kyle Schwarber
Phi |
Round 1, 4th Pick (OF Spencer Steer Cin) Round 4, 9th Pick (1B Andrew Vaughn ChA) |
| Week 5 | |
| Dream Machine | Mo Money Mo Problems |
|
1B
Anthony Rizzo
NYA OF Adam Duvall Atl |
OF
Chase DeLauter
Cle SP Yariel Rodriguez Tor |