| Week | Add | Drop |
| Pre-Season |
Round 1: OF Brent Rooker - Oak Round 2: OF Victor Scott - StL Round A: SP Yoshinobu Yamamoto - LAD Round B: SP Kyle Harrison - SF Round C: OF Justyn-Henry Malloy - F/A |
Round 1: SP Tyler Wells - Bal Round 2: RP Jose Leclerc - Tex Round A: C Endy Rodriguez - Pit |
| Week 1 |
Round 1: SP Jordan Hicks - SF Round 2: RP Ronel Blanco - Hou |
Round 1: OF Brent Rooker - Oak Round 2: OF Victor Scott - StL |
| Week 2 |
Round 1: OF Heston Kjerstad - Bal Round 2: OF Brenton Doyle - Col |
Round 1: 2B Brandon Drury - LAA Round 2: SP Luis Gil - NYA |
| Week 3 |
Round 1: OF Joey Loperfido - Hou Round 2: OF Edward Olivares - Pit |
Round 1: SP Hunter Brown - Hou Round 2: SP Jesus Luzardo - Mia |
| Week 4 |
Round 1: C Connor Wong - Bos Round 2: SP Yusei Kikuchi - Tor |
Round 2: OF Parker Meadows - Det |
| Week 5 |
Round 1: SP Casey Mize - Det Round 2: 2B Vaughn Grissom - Bos |
Round 1: 1B Kris Bryant - Col Round 2: OF Edward Olivares - Pit |
| Week 6 |
Round 1: SP Clayton Kershaw - LAD Round 2: OF Brent Rooker - Oak |
Round 1: 2B Colt Keith - Det Round 2: OF Brenton Doyle - Col |
| 1st Team | 2nd Team |
| Pre-Season | |
| Bad Reputation | My Bad |
|
Round 9, 1st Pick (C Bo Naylor Cle) |
SP
Pablo Lopez
Min |
| Pre-Season | |
| Bad Reputation | My Bad |
|
3B
Josh Jung
Tex |
3B
Nolan Arenado
StL Round 1, 6th Pick (OF Dylan Crews Was) |
| Pre-Season | |
| Bad Reputation | Portland Sea Dogs |
|
2B
Matt McLain
Cin |
Round 2, 7th Pick (SS C.J. Abrams Was) Round 1, 8th Pick (RP Alexis Diaz Cin) Round 6, 8th Pick (1B Andrew Vaughn ChA) |
| Week 4 | |
| Bad Reputation | Glacier Range Riders |
|
SP
Yu Darvish
SD |
2B
Brendan Rodgers
Col |
| Week 4 | |
| Bad Reputation | High Point Rockers |
|
SP
Jordan Hicks
SF SS Oneil Cruz Pit RP Alexis Diaz Cin |
1B
Paul Goldschmidt
StL OF Kyle Schwarber Phi 2B Zack Gelof Oak |
| Week 4 | |
| Bad Reputation | Portland Sea Dogs |
|
OF
Dylan Crews
Was |
C
Luis Campusano
SD |