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| Wednesday, December 6th, 2023 |
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| Quebradillas Pirates: Signed hitting coach Diego Padilla. |
| Thursday, November 23rd, 2023 |
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| Quebradillas Pirates: Received CF Travis Gentry from Short Season A Everett. |
| Tuesday, November 21st, 2023 |
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| Villalba Neptunes: Signed pitching coach Mark Battle. |
| Friday, November 17th, 2023 |
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| Quebradillas Pirates: Signed pitching coach Bob Smith. |
| Tuesday, November 14th, 2023 |
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| Maricao Sooners: Activated SP Alexis Miller from the disabled list. |
| Sunday, November 12th, 2023 |
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| Quebradillas Pirates: Received SP Spencer Wise from Short Season A Everett. |
| Saturday, November 11th, 2023 |
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| Lajas Firearms: Received CF Avery Holley from Short Season A Salem-Keizer. |
| Quebradillas Pirates: Signed manager Dave Porter. |
| Jayuya Saints: Promoted C Guillermo Cisneros to Single A Lake Elsinore. |
| Naguabo Crickets: Promoted SP Danny Hutchinson to Single A Wilmington. |
| Naguabo Crickets: Promoted 3B Doug Smith to Single A Wilmington. |
| Naguabo Crickets: Received RP Jesse Bush from Rookie League Burlington. |
| Naguabo Crickets: Received 3B Tom Collier from Rookie League Burlington. |
| Friday, November 10th, 2023 |
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| Toa Baja Iroquois: Activated 1B Kyle Kelley from the disabled list. |
| Monday, November 6th, 2023 |
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| Quebradillas Pirates: Received 2B Guy Randolph from Short Season A Everett. |
| Sunday, November 5th, 2023 |
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| Maricao Sooners: Activated SP Pedro Manuel from the disabled list. |
| Luquillo Rhubarbs: Signed pitching coach Dan Maddox. |
| Friday, November 3rd, 2023 |
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| Quebradillas Pirates: Received SS Pancho Hernández from Short Season A Everett. |
| Comerío Thunderbirds: Signed pitching coach Gabriel Ortíz. |
| Thursday, November 2nd, 2023 |
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| Quebradillas Pirates: Promoted RF Rick Nealon to Short Season A Everett. |
| Wednesday, November 1st, 2023 |
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| Toa Baja Iroquois: Released SS Miguel Medina. |
| Toa Baja Iroquois: Promoted 2B Rick Haley to Single A Millard. |
| Toa Baja Iroquois: Received MR Joe Blanchard from Single A Millard. |
| Toa Baja Iroquois: Received SP Sean Payne from Rookie League Orem. |
| Toa Baja Iroquois: Sent MR Bob Baker to Rookie League Orem. |
| Jayuya Saints: Promoted MR Robert Mullins to Short Season A Eugene. |
| Jayuya Saints: Received 3B Cal Dailey from Short Season A Eugene. |
| Toa Baja Iroquois: Received RP Sancho Jiménez from Single A Millard. |
| Toa Baja Iroquois: Promoted SP Richard McCall to Single A Millard. |
| Tuesday, October 31st, 2023 |
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| Comerío Thunderbirds: MR Roberto Morán retires. |
| Toa Baja Iroquois: Received 2B Rick Haley from Single A Lancaster. |
| Toa Baja Iroquois: Received C Luis Echegoyen from Single A Millard. |
| Toa Baja Iroquois: Released CF Daniel Cochran. |
| Quebradillas Pirates: Promoted 3B Juan Colón to Short Season A Everett. |
| Quebradillas Pirates: Received RF Rick Nealon from Short Season A Everett. |
| Lajas Firearms: Promoted SP Tristan Martinengo to Short Season A Salem-Keizer. |
| Lajas Firearms: Promoted CF Avery Holley to Short Season A Salem-Keizer. |
| Lajas Firearms: Received 2B Yoriie Tanaka from Short Season A Salem-Keizer. |
| Quebradillas Pirates: HC Al Joyner retires. |
| Luquillo Rhubarbs: MA Jeffery Taylor retires. |
| Monday, October 30th, 2023 |
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| Toa Baja Iroquois: Received RF Nate May from Single A Millard. |
| Quebradillas Pirates: Received MR Miguel Vázquez from Short Season A Everett. |
| Quebradillas Pirates: Activated SP Pedro Morales from the disabled list. |
| Monday, October 23rd, 2023 |
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| Luquillo Rhubarbs: Activated MR Dave Thomas from the disabled list. |
| Sunday, October 22nd, 2023 |
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| Toa Baja Iroquois: Received RF David Smith from Single A Millard. |
| Comerío Thunderbirds: Activated RF Erik Stover from the disabled list. |
| Saturday, October 21st, 2023 |
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| Lajas Firearms: Received MR Tristan Martinengo from Short Season A Salem-Keizer. |
| Friday, October 20th, 2023 |
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| Lajas Firearms: Received CF Avery Holley from Short Season A Salem-Keizer. |
| Villalba Neptunes: Signed manager Chris Jackson. |
| Thursday, October 19th, 2023 |
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| Quebradillas Pirates: Received SP Jim Shaw from Short Season A Everett. |
| Tuesday, October 17th, 2023 |
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| Aguada Yankees: Activated CL John McKnight from the disabled list. |
| Monday, October 16th, 2023 |
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| Maricao Sooners: Received 2B George Major from Short Season A Spokane. |
| Sunday, October 15th, 2023 |
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| Aguada Yankees: Promoted MR Ward Flannery to Short Season A Vancouver. |
| Aguada Yankees: Received RF Luis Martínez from Short Season A Vancouver. |
| Quebradillas Pirates: Promoted SP Miguel Vázquez to Short Season A Everett. |
| Villalba Neptunes: Received C Steve Adams from Short Season A Lowell. |
| Comerío Thunderbirds: Promoted 3B Al Gamble to Short Season A Boise. |
| Jayuya Saints: Received MR Hunter Trujillo from Short Season A Eugene. |
| Villalba Neptunes: Received C Earl Smith from Short Season A Lowell. |
| Aguada Yankees: Activated CF Kazuyoshi Suzuki from the disabled list. |
| Adjuntas Sawfish: Activated SS Oscar Kleeman from the disabled list. |
| Toa Baja Iroquois: Released SS Harry Gutiérrez. |
| Saturday, October 14th, 2023 |
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| Maricao Sooners: Promoted CF Michael Shaw to Short Season A Spokane. |
| Villalba Neptunes: Received 3B Carlos Herrera from Short Season A Lowell. |
| Friday, October 13th, 2023 |
|---|
| San Juan Internacionales: 1B Roger Williams retires. |
| Toa Baja Iroquois: C Jamal Hicks retires. |
| Quebradillas Pirates: LF José Herrera retires. |
| San Juan Internacionales: LF Randy Dunigan retires. |
| Toa Baja Iroquois: MR Scott White retires. |
| Toa Baja Iroquois: Received SS Harry Gutiérrez from Rookie League Orem. |
| Villalba Neptunes: PC Barry McKimmie retires. |
| Villalba Neptunes: MA Elvis O'Halloran retires. |
| Maricao Sooners: Signed Pitching Coach Freddy García to a 2-year contract extension. |
| Comerío Thunderbirds: Pitching Coach Derek Hooper leaves the team, his contract was not renewed. |
| Jayuya Saints: Signed Manager Ed Barnett to a 1-year contract extension. |
| Vega Alta Waves: Signed Hitting Coach Joe Jones to a 1-year contract extension. |
| Luquillo Rhubarbs: Signed Hitting Coach Ángelo Alaniz to a 2-year contract extension. |
| Naguabo Crickets: Signed Pitching Coach Erik Pickett to a 1-year contract extension. |
| Toa Baja Iroquois: Signed Manager Fred Humphrey to a 3-year contract extension. |
| Toa Baja Iroquois: Signed Hitting Coach Robert Belcher to a 1-year contract extension. |
| Quebradillas Pirates: Manager Bernard Vandenhoff leaves the team, his contract was not renewed. |
| Quebradillas Pirates: Pitching Coach Miguel Cruz leaves the team, his contract was not renewed. |
| Aguada Yankees: Manager Mike Edwards leaves the team, his contract was not renewed. |
| Quebradillas Pirates: Activated 3B Juan Colón from the disabled list. |
| Lajas Firearms: Activated CF Todd Smith from the disabled list. |
| Vega Alta Waves: Activated RF Earl Oliver from the disabled list. |
