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| Monday, February 24th , 2020 |
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| Milwaukee Brewers: Released RP Alfredo Figaro. |
| Milwaukee Brewers: Released RP Marcos Mateo. |
| Milwaukee Brewers: Released RP Huston Street. |
| Philadelphia Phillies: Released RP Manuel Corpas. |
| Milwaukee Brewers: Signed free agent RP Silvino Bracho to a minor league contract. |
| Houston Astros: Signed free agent RP Jordan Jankowski to a minor league contract. |
| Sunday, February 23rd , 2020 |
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| Philadelphia Phillies: Signed free agent RP Trystan Magnuson to a minor league contract. |
| Saturday, February 22nd , 2020 |
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| Minnesota Twins: Signed free agent RP Danny Farquhar to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Wilmer Font to a minor league contract. |
| Thursday, February 20th , 2020 |
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| Pittsburgh Pirates: Signed free agent RP Alexi Ogando to a minor league contract. |
| Pittsburgh Pirates: Signed free agent RP Duane Below to a minor league contract. |
| Wednesday, February 19th , 2020 |
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| Montreal Expos: Signed free agent RP P.J. Walters to a minor league contract. |
| Montreal Expos: Signed free agent SP Jeff Karstens to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Patrick Weigel to a minor league contract. |
| Tuesday, February 18th , 2020 |
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| Milwaukee Brewers: Signed free agent RP Alfredo Figaro to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Brian Schlitter to a minor league contract. |
| Houston Astros: Signed free agent SS Tyler D. Smith to a minor league contract. |
| Saturday, February 15th , 2020 |
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| Milwaukee Brewers: Signed free agent RP Donn Roach to a minor league contract. |
| Friday, February 14th , 2020 |
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| Milwaukee Brewers: Signed free agent RP Kazuhito Tadano to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Williams Perez to a minor league contract. |
| Tuesday, February 11th , 2020 |
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| Milwaukee Brewers: Signed free agent RP David Aardsma to a minor league contract. |
| Houston Astros: Signed free agent SS Ehire Adrianza to a minor league contract. |
| Monday, February 10th , 2020 |
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| Milwaukee Brewers: Signed free agent RP David Pauley to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Alex Torres to a minor league contract. |
| Sunday, February 9th , 2020 |
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| Milwaukee Brewers: Signed free agent RP Eury De La Rosa to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Paul Clemens to a minor league contract. |
| Saturday, February 8th , 2020 |
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| Milwaukee Brewers: Signed free agent SP Kyle Kendrick to a minor league contract. |
| Atlanta Braves: Signed free agent 3B Zack Cozart to a minor league contract with a major league option. |
| Milwaukee Brewers: Signed free agent RP Andres Machado to a minor league contract. |
| Friday, February 7th , 2020 |
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| Milwaukee Brewers: Signed free agent RP Nick Tepesch to a minor league contract. |
| Wednesday, February 5th , 2020 |
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| Chicago Cubs: Signed free agent SP Homer Bailey to a minor league contract. |
| New York Mets: Signed free agent LF Ryan Braun to a minor league contract with a major league option. |
| Chicago Cubs: Signed free agent SP John Danks to a minor league contract. |
| Los Angeles Dodgers: Signed free agent SP Tyson Ross to a minor league contract with a major league option. |
| New York Mets: Signed free agent 1B Mitch Moreland to a minor league contract with a major league option. |
| Chicago Cubs: Signed free agent CF Ryan Kalish to a minor league contract. |
| Chicago Cubs: Signed free agent 2B Donovan Solano to a minor league contract. |
| Chicago Cubs: Signed free agent CF Michael Hermosillo to a minor league contract with a major league option. |
| Tuesday, February 4th , 2020 |
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| Milwaukee Brewers: Signed free agent RP Wesley Wright to a minor league contract. |
| Chicago White Sox: Signed free agent C Geovany Soto to a minor league contract with a major league option. |
| Milwaukee Brewers: Signed free agent RP Alex Burnett to a minor league contract. |
| Monday, February 3rd , 2020 |
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| Atlanta Braves: Signed free agent 3B Chris Coghlan to a minor league contract with a major league option. |
| Milwaukee Brewers: Signed free agent RP Huston Street to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Bobby Jenks to a minor league contract. |
| Atlanta Braves: Signed free agent SP Matt Cain to a 1-year contract worth a total of $3,760,000. |
| Atlanta Braves: Signed free agent SP Fausto Carmona to a minor league contract with a major league option. |
| Sunday, February 2nd , 2020 |
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| Milwaukee Brewers: Signed free agent RP Bo Schultz to a minor league contract. |
| Saturday, February 1st , 2020 |
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| Montreal Expos: Signed free agent 1B Nick Markakis to a 1-year contract worth a total of $4,280,000. |
| Detroit Tigers: Signed free agent 1B Allen Craig to a minor league contract with a major league option. |
| Texas Rangers: Placed CF Dylan Carlson on the secondary (40-man) roster. |
| New York Mets: Placed C Francisco Cervelli on the active roster. |
| New York Mets: Placed C Francisco Cervelli on the secondary (40-man) roster. |
| New York Mets: Placed C Francisco Cervelli on the active roster. |
| New York Mets: Placed 1B Elvis Andrus on the secondary (40-man) roster. |
| New York Mets: Placed 1B Kevin Cron on the secondary (40-man) roster. |
| Friday, January 31st , 2020 |
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| Milwaukee Brewers: Signed free agent RP Marcos Mateo to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Jake Buchanan to a minor league contract. |
| Thursday, January 30th , 2020 |
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| Atlanta Braves: Signed free agent SP Jonathon Niese to a minor league contract with a major league option. |
| Atlanta Braves: Signed free agent SP C.J. Wilson to a minor league contract with a major league option. |
| Colorado Rockies: Signed free agent C Wilin Rosario to a 1-year contract worth a total of $7,800,000. |
| Houston Astros: Signed free agent 3B Matt Carpenter to a minor league contract with a major league option. |
| Wednesday, January 29th , 2020 |
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| Toronto Blue Jays: Signed free agent RP Drew Storen to a 1-year contract worth a total of $1,620,000. |
| Pittsburgh Pirates: Signed free agent RP Anthony Vasquez to a 1-year contract worth a total of $1,760,000. |
| Tuesday, January 28th , 2020 |
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| Pittsburgh Pirates: Signed free agent 1B Yonder Alonso to a 2-year contract worth a total of $15,000,000. |
| Arizona Diamondbacks: Placed RP Chris Leroux on the secondary (40-man) roster. |
| Arizona Diamondbacks: Placed RP Chris Leroux on the active roster. |
| Arizona Diamondbacks: Placed 1B Justin Smoak on the secondary (40-man) roster. |
| Arizona Diamondbacks: Placed 1B Justin Smoak on the active roster. |
| Arizona Diamondbacks: Placed 3B Lonnie Chisenhall on the secondary (40-man) roster. |
| Arizona Diamondbacks: Placed 3B Lonnie Chisenhall on the active roster. |
| Baltimore Orioles: Placed 3B Pedro Alvarez on the secondary (40-man) roster. |
| Baltimore Orioles: Placed 3B Pedro Alvarez on the active roster. |
| Monday, January 27th , 2020 |
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| Seattle Mariners: Signed free agent 1B Hanley Ramirez to a 1-year contract worth a total of $7,100,000. |
| Seattle Mariners: Placed 1B Hanley Ramirez on the 60-day injured list. |
| Sunday, January 26th , 2020 |
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| New York Yankees: Signed free agent RP Kris Medlen to a minor league contract with a major league option. |
| Milwaukee Brewers: Signed free agent RP Josh Outman to a 1-year contract worth a total of $940,000. |
| Colorado Rockies: Signed free agent RP Joakim Soria to a 1-year contract worth a total of $1,960,000. |
| Philadelphia Phillies: Signed free agent C Yadier Molina to a minor league contract with a major league option. |
| Atlanta Braves: Signed free agent SP Jarrod Parker to a minor league contract with a major league option. |
| Kansas City Royals: Signed free agent C Derek Norris to a 2-year contract worth a total of $26,200,000. |
| Tampa Bay Devil Rays: Signed free agent RP Jake Diekman to a 1-year contract worth a total of $1,120,000. |
| Tampa Bay Devil Rays: Signed free agent RP Drew Rucinski to a minor league contract. |
| Chicago White Sox: Signed free agent RP Tyler Matzek to a 1-year contract worth a total of $1,100,000. |
| Saturday, January 25th , 2020 |
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| Oakland Athletics: Placed SP CC Sabathia on the 60-day injured list. |
| Montreal Expos: Placed SP Josh Johnson on the 60-day injured list. |
| San Francisco Giants: Placed RP Alex Reyes on the 60-day injured list. |
| New York Mets: Signed free agent C Francisco Cervelli to a 1-year contract worth a total of $2,600,000. |
| Atlanta Braves: Signed free agent RP Troy Patton to a 1-year contract worth a total of $1,100,000. |
| New York Yankees: Signed free agent SP Clay Buchholz to a 1-year contract worth a total of $5,400,000. |
| New York Mets: Signed free agent 1B Elvis Andrus to a minor league contract. |
| Minnesota Twins: Signed free agent 3B Mike Aviles to a 1-year contract worth a total of $8,000,000. |
| Houston Astros: Signed free agent RF Ben Zobrist to a minor league contract with a major league option. |
| Toronto Blue Jays: Signed free agent RP Jim Johnson to a 1-year contract worth a total of $1,120,000. |
| Oakland Athletics: Signed free agent RP Eric O'Flaherty to a 1-year contract worth a total of $3,600,000. |
| Chicago White Sox: Signed free agent RP Daniel Hudson to a 1-year contract worth a total of $1,120,000. |
| Toronto Blue Jays: Signed free agent RP Bobby Cassevah to a minor league contract with a major league option. |
| Arizona Diamondbacks: Signed free agent 1B Justin Smoak to a 2-year contract worth a total of $45,000,000. |
| Tampa Bay Devil Rays: Signed free agent RP Jhan Marinez to a minor league contract with a major league option. |
| Philadelphia Phillies: Signed free agent RP Mark Rogers to a minor league contract with a major league option. |
| Houston Astros: Signed free agent SS Osvaldo Martinez to a minor league contract. |
| Arizona Diamondbacks: Signed free agent 3B Lonnie Chisenhall to a 2-year contract worth a total of $3,200,000. |
| San Francisco Giants: Signed free agent 2B DJ LeMahieu to a 6-year contract worth a total of $219,000,000. |
| Tampa Bay Devil Rays: Signed free agent RP Tony Cingrani to a 1-year contract worth a total of $1,100,000. |
| Chicago White Sox: Signed free agent RP Lucas Luetge to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Buddy Boshers to a minor league contract. |
| Milwaukee Brewers: Signed free agent RP Jon Edwards to a minor league contract. |
| Tampa Bay Devil Rays: Signed free agent RP Ben Rowen to a minor league contract. |
| Seattle Mariners: Signed free agent SP Jacob deGrom to a 6-year contract worth a total of $236,000,000. |
| Chicago White Sox: Signed free agent 3B Matt Duffy to a 4-year contract worth a total of $65,600,000. |
| Tampa Bay Devil Rays: Signed free agent C Hector Sanchez to a minor league contract. |
| Houston Astros: Signed free agent C Jonathan Lucroy to a minor league contract. |
| Philadelphia Phillies: Signed free agent C Anthony Bemboom to a minor league contract. |
| Oakland Athletics: Signed free agent C Evan Gattis to a minor league contract. |
| Thursday, January 23rd , 2020 |
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| Atlanta Braves: Signed free agent RF Peter Bourjos to a minor league contract with a major league option. |
| Oakland Athletics: Signed free agent SP Drew Pomeranz to a 2-year contract worth a total of $18,200,000. |
| Toronto Blue Jays: Signed free agent RP Carlos Estevez to a minor league contract with a major league option. |
| St. Louis Cardinals: Placed SP Matt Harrison on the secondary (40-man) roster. |
| St. Louis Cardinals: Placed SP Matt Harrison on the active roster. |
| Wednesday, January 22nd , 2020 |
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| Tampa Bay Devil Rays: Signed free agent 2B Mike Morse to a minor league contract with a major league option. |
| Tuesday, January 21st , 2020 |
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| Minnesota Twins: Signed free agent C John Jaso to a 1-year contract worth a total of $8,700,000. |
| The Montreal Expos traded 27-year old RF Brandon Dixon to the Atlanta Braves, getting 29-year old RHP Mike Clevinger in return. |
| Monday, January 20th , 2020 |
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| Montreal Expos: Signed free agent RP Brandon Cumpton to a 1-year contract worth a total of $8,800,000. |
| Friday, January 17th , 2020 |
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| The Oakland Athletics traded 24-year old minor league RHP Ian Hamilton to the Montreal Expos, getting 32-year old LF David Peralta in return. |
| Thursday, January 16th , 2020 |
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| Philadelphia Phillies: Signed free agent RP Matt Belisle to a 1-year contract worth a total of $960,000. |
| New York Mets: Signed free agent C Devin Mesoraco to a minor league contract with a major league option. |
| New York Mets: Placed LF Marcell Ozuna on the secondary (40-man) roster. |
| New York Mets: Placed LF Marcell Ozuna on the active roster. |
| Wednesday, January 15th , 2020 |
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| Atlanta Braves: Signed free agent RP Bill Bray to a 1-year contract worth a total of $1,120,000. |
| Tuesday, January 14th , 2020 |
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| Arizona Diamondbacks: Signed free agent RP Chris Leroux to a 1-year contract worth a total of $4,340,000. |
| Baltimore Orioles: Signed free agent 3B Pedro Alvarez to a 1-year contract worth a total of $31,600,000. |
| The Colorado Rockies traded 24-year old CF Lane Thomas to the Chicago White Sox, getting 31-year old 1B Jose Martinez in return. |
| Monday, January 13th , 2020 |
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| Colorado Rockies: Signed free agent C Carlos Santana to a 5-year contract worth a total of $187,000,000. |
| Kansas City Royals: Signed free agent RP Jean Machi to a minor league contract with a major league option. |
| Oakland Athletics: Signed free agent RP Cory Rasmus to a minor league contract with a major league option. |
| Sunday, January 12th , 2020 |
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| Kansas City Royals: Signed free agent SP Frankie Montas to a minor league contract with a major league option. |
| Saturday, January 11th , 2020 |
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| Oakland Athletics: Signed free agent RP Sean Marshall to a 1-year contract worth a total of $1,120,000. |
| Philadelphia Phillies: Signed free agent RP Kyle Waldrop to a minor league contract with a major league option. |
| Philadelphia Phillies: Signed free agent RP Logan Darnell to a minor league contract with a $60,000 signing bonus. |
| Friday, January 10th , 2020 |
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| Philadelphia Phillies: Signed free agent RP Ian Krol to a 3-year contract worth a total of $48,000,000. |
| San Francisco Giants: Signed free agent RP Blake Treinen to a 1-year contract worth a total of $1,860,000. |
| Thursday, January 9th , 2020 |
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| St. Louis Cardinals: Signed free agent SP Matt Harrison to a 1-year contract worth a total of $3,400,000. |
| Atlanta Braves: Signed free agent RP Kyle Lobstein to a minor league contract. |
| Tuesday, January 7th , 2020 |
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| Kansas City Royals: Signed free agent RP Jason Motte to a minor league contract with a major league option. |
| Colorado Rockies: Signed free agent RP Blake Wood to a 1-year contract worth a total of $880,000. |
| San Francisco Giants: Signed free agent RP Michael Blazek to a minor league contract with a major league option. |
| Kansas City Royals: Signed free agent RP Brandon Maurer to a minor league contract with a major league option. |
| Friday, January 3rd , 2020 |
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| Detroit Tigers: Signed free agent RP Marc Rzepczynski to a minor league contract with a major league option. |
| Oakland Athletics: Signed free agent RP Darin Downs to a 1-year contract worth a total of $1,120,000. |
| Oakland Athletics: Signed free agent RP Taylor Jordan to a minor league contract with a major league option. |
| Thursday, January 2nd , 2020 |
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| Philadelphia Phillies: Signed free agent RP Scott Elbert to a minor league contract with a major league option. |
| Colorado Rockies: Signed free agent RP Vinnie Pestano to a minor league contract with a major league option. |
| Colorado Rockies: Signed free agent RP Josh Edgin to a minor league contract with a major league option. |
| New York Mets: Signed free agent LF Marcell Ozuna to a 3-year contract worth a total of $45,750,000. |
| Philadelphia Phillies: Signed free agent RP Reggie McClain to a minor league contract. |
| Wednesday, January 1st , 2020 |
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| Milwaukee Brewers: Signed free agent RP Brian Wilson to a 1-year contract worth a total of $1,120,000. |
| Philadelphia Phillies: Signed free agent RP Daniel Stange to a minor league contract with a major league option. |
| Philadelphia Phillies: Signed free agent RP Robbie Weinhardt to a minor league contract with a major league option. |
| Atlanta Braves: Signed free agent RP Casey Sadler to a minor league contract with a major league option. |
