| Week | Add | Drop |
| Pre-Season |
Round 1: RP Kevin Ginkel - Ari Round 2: 3B Curtis Mead - TB Round A: SP Yoshinobu Yamamoto - LAD Round B: C Bo Naylor - Cle |
Round A: SS Tim Anderson - Mia Round B: SP Taj Bradley - TB |
| Week 1 |
Round 1: OF Michael Conforto - SF Round 2: SP Tanner Houck - Bos | |
| Week 2 |
Round 1: SP Max Meyer - Mia Round 2: 2B Brice Turang - Mil |
Round 2: C Shea Langeliers - Oak |
| Week 4 |
Round 1: SP Mike Lorenzen - KC |
Round 1: 1B Kris Bryant - Col |
| Week 5 |
Round 1: OF Wilyer Abreu - Bos Round 2: 3B Orelvis Martinez - Tor |
Round 1: 2B Bryson Stott - Phi Round 2: 1B Ryan Noda - Oak |
| Week 6 |
Round 1: 3B Tyler Black - Mil |
Round 1: SP Jordan Wicks - ChN |
| Week 7 |
Round 1: 3B Brett Harris - Oak Round 2: 2B Rob Refsnyder - Bos |
Round 1: 3B Curtis Mead - TB Round 2: RP Kevin Ginkel - Ari |
| Week 8 |
Round 1: OF Leody Taveras - Tex Round 2: OF Kevin Pillar - LAA |
Round 1: OF James Outman - LAD Round 2: 2B Rob Refsnyder - Bos |
| Week 9 |
Round 1: OF Luke Raley - Sea Round 1: OF Luke Raley - Sea |
Round 1: 3B Tyler Black - Mil Round 1: 3B Tyler Black - Mil |
| Week 10 |
Round 1: 3B Elehuris Montero - Col |
Round 2: OF Luke Raley - Sea |
| Week 11 |
Round 1: 2B Enmanuel Valdez - Bos Round 2: SS Adael Amador - Col |
Round 1: OF Leody Taveras - Tex Round 2: 3B Elehuris Montero - Col |
| Week 12 |
Round 1: 1B Deyvison De Los Santos - Mia Round 2: C Keibert Ruiz - Was |
Round 1: C Luis Campusano - SD Round 2: OF Michael Conforto - SF |
| Week 13 |
Round 1: 1B Ben Rice - NYA |
Round 2: SP Hurston Waldrep - Atl |
| Week 14 |
Round 1: 1B Jhonkensy Noel - Cle |
Round 1: 2B Enmanuel Valdez - Bos |
| Week 15 |
Round 1: OF James Outman - LAD Round 2: OF Lazaro Montes - Sea |
Round 1: OF Kevin Pillar - LAA Round 2: SS Adael Amador - Col |
| Week 16 |
Round 1: 2B Xander Bogaerts - SD Round 2: OF Juan Yepez - Was |
Round 1: 3B Orelvis Martinez - Tor |
| Week 18 |
Round 1: 1B Nick Kurtz - Oak Round 2: SS Marcelo Mayer - Bos |
Round 2: C Elias Diaz - SD |
| Week 19 |
Round 1: OF Braden Montgomery - Bos Round 2: SS Colson Montgomery - ChA |
Round 1: RP José Alvarado - Phi Round 2: OF James Outman - LAD |
| Week 20 |
Round 1: 1B Xavier Isaac - TB Round 2: OF Roman Anthony - Bos |
Round 1: 1B Jhonkensy Noel - Cle Round 2: C Keibert Ruiz - Was |
| Week 22 |
Round 1: OF Kristian Campbell - Bos Round 2: OF Kerry Carpenter - Det |
Round 1: SP Mike Lorenzen - KC Round 2: 1B Ben Rice - NYA |
| 1st Team | 2nd Team |
| Pre-Season | |
| Jamestown Jammers | Lynchburg Hillcats |
|
1B
Ryan O'Hearn
Bal |
|
| Pre-Season | |
| Jamestown Jammers | Brokeback Mountain |
|
3B
Rafael Devers
Bos SS Bobby Witt Jr. KC |
OF
Fernando Tatis Jr.
SD SS Bo Bichette Tor |
| Pre-Season | |
| Jamestown Jammers | Navigators |
|
1B
Josh Naylor
Cle |
|
| Pre-Season | |
| Jamestown Jammers | The Shogun of Harlem |
|
SP
Bobby Miller
LAD |
3B
Coby Mayo
Bal |
| Pre-Season | |
| Jamestown Jammers | Outcasts IV |
|
OF
Wyatt Langford
Tex |
|
| Week 9 | |
| Jamestown Jammers | The Shogun of Harlem |
|
3B
Coby Mayo
Bal |
OF
Jordan Walker
StL 1B Christian Encarnacion-Strand Cin SP Christian Scott NYN |
| Week 9 | |
| Jamestown Jammers | Brokeback Mountain |
|
SP
Grayson Rodriguez
Bal OF Jarren Duran Bos OF Jasson Dominguez NYA 1B Christian Encarnacion-Strand Cin OF Wyatt Langford Tex |
RP
Edwin Diaz
NYN OF Ronald Acuna Jr. Atl OF Colton Cowser Bal SS Jackson Merrill SD SP Taj Bradley TB |
| Week 12 | |
| Jamestown Jammers | The Shogun of Harlem |
|
OF
Tyler O'Neill
Bos SP Justin Steele ChN SP Reese Olson Det |
SP
Jared Jones
Pit SP Hurston Waldrep Atl OF Joey Loperfido Hou |
| Week 16 | |
| Jamestown Jammers | 18 Gamers |
|
SS
Masyn Winn
StL |
Round 6, 12th Pick (SP Jack Flaherty Det) |
| Week 17 | |
| Jamestown Jammers | 18 Gamers |
|
OF
Lane Thomas
Was |
Round 10, 12th Pick (1B Andrew Vaughn ChA) |