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| Friday, January 21st , 2000 |
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| The Texas Rangers traded 29-year old SS Mark Grudzielanek to the Houston Astros, getting 23-year old minor league SS Eric Riggs and 24-year old minor league LHP Andy Hazlett in return. |
| The Kansas City Royals traded 24-year old minor league RHP Dave Elder, 20-year old minor league SS Ramon A. Castro, 25-year old minor league RHP Uriel Martinez, and a 4th round draft pick to the Texas Rangers, getting 31-year old RHP Hideo Nomo (retaining 25%) in return. |
| Thursday, January 20th , 2000 |
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| San Francisco Giants: Signed free agent 2B Bret Barberie to a minor league contract with a major league option. |
| Cleveland Indians: Signed free agent SP Bart Rich to a 1-year contract worth a total of $240,000. |
| San Francisco Giants: Signed international amateur SP Luis Dominguez out of Dominican Republic to a minor league contract. |
| Wednesday, January 19th , 2000 |
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| Philadelphia Phillies: Signed international amateur RF Miguel Perez out of Dominican Republic to a minor league contract. |
| Tuesday, January 18th , 2000 |
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| Philadelphia Phillies: Signed free agent 3B Matt Stairs to a minor league contract. |
| Cleveland Indians: Signed international amateur RF D.J. Pimentel out of Dominican Republic to a minor league contract. |
| San Diego Padres: Signed international amateur CF Ulisses Pacincia out of Venezuela to a minor league contract. |
| Monday, January 17th , 2000 |
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| Los Angeles Dodgers: Signed free agent C Phil Clark to a 3-year contract worth a total of $1,001,000. |
| Los Angeles Dodgers: Signed free agent LF Dwight Smith to a minor league contract. |
| Los Angeles Dodgers: Signed free agent LF Greg Briley to a minor league contract. |
| San Diego Padres: Signed free agent RF Zeusef Cambria to a 1-year contract worth a total of $190,000. |
| Los Angeles Dodgers: Signed free agent RP Jeff Pico to a 3-year contract worth a total of $5,750,000. |
| New York Yankees: Signed free agent SP Donovan Osborne to a 1-year contract worth a total of $710,000. |
| Boston Red Sox: Signed free agent LF Derrick White to a minor league contract with a major league option. |
| Los Angeles Dodgers: Signed free agent LF Brian Lesher to a minor league contract. |
| Chicago White Sox: Signed free agent CL Brandon Puffer to a minor league contract with a major league option. |
| Saturday, January 15th , 2000 |
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| Atlanta Braves: Signed free agent C Matt Stark to a minor league contract. |
| Atlanta Braves: Signed free agent SP Jose Villagomez to a minor league contract. |
| Cleveland Indians: Signed free agent 3B Matt D Williams to a minor league contract. |
| Detroit Tigers: Signed free agent 2B Jeff Kent to a 5-year contract worth a total of $15,920,000. |
| Atlanta Braves: Signed free agent SP Dan Smith to a minor league contract. |
| Atlanta Braves: Signed free agent C Jose Barrientos to a minor league contract. |
| Cleveland Indians: Signed free agent C Charles Johnson to a minor league contract. |
| San Francisco Giants: Signed free agent SS Bry Nelson to a minor league contract with a major league option. |
| Atlanta Braves: Signed free agent LF Dante Powell to a minor league contract. |
| Atlanta Braves: Signed free agent RP Scott McCrary to a minor league contract. |
| Atlanta Braves: Signed free agent RP Aaron Acosta to a minor league contract. |
| Atlanta Braves: Signed free agent RP Enrique Quinones to a minor league contract. |
| Atlanta Braves: Signed free agent RP Diegomar Markwell to a minor league contract. |
| Friday, January 14th , 2000 |
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| Pittsburgh Pirates: Signed SP Andy Benes to a minor league contract extension. |
| Chicago White Sox: RP Leonel Pineda was designated for assignment and placed on waivers. |
| Chicago White Sox: Promoted international complex member LF Orlando Moncion to B & C Sarasota. |
| Chicago White Sox: Promoted international complex member LF Diego Rodriguez to B & C Sarasota. |
| Chicago White Sox: RP Leonel Pineda was designated for assignment and placed on waivers. |
| Chicago White Sox: Placed RP Guonçalo Pala on the secondary (40-man) roster. |
| Cleveland Indians: Placed LF Bernie Williams on the active roster. |
| Cleveland Indians: Placed LF Bernie Williams on the secondary (40-man) roster. |
| Cleveland Indians: Placed LF Bernie Williams on the active roster. |
| Milwaukee Brewers: Placed SP Raul Palma on the active roster. |
| Milwaukee Brewers: Placed SP Raul Palma on the secondary (40-man) roster. |
| Milwaukee Brewers: Placed SP Raul Palma on the active roster. |
| St. Louis Cardinals: Placed SP Curt Heidenreich on the active roster. |
| St. Louis Cardinals: Placed SP Curt Heidenreich on the secondary (40-man) roster. |
| St. Louis Cardinals: Placed SP Curt Heidenreich on the active roster. |
| Thursday, January 13th , 2000 |
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| Pittsburgh Pirates: Signed RP Julio Parra to a minor league contract extension. |
| Boston Red Sox: Signed international amateur 3B Adrian Salguero out of Dominican Republic to a minor league contract. |
| Seattle Mariners: Signed international amateur CF Dave Rivera out of Dominican Republic to a minor league contract. |
| Wednesday, January 12th , 2000 |
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| Pittsburgh Pirates: Signed SP Joe Fontenot to a minor league contract extension. |
| Pittsburgh Pirates: Signed SP Keith Horn to a minor league contract extension. |
| Florida Marlins: Signed international amateur SP Joel Roman out of Venezuela to a minor league contract. |
| Tuesday, January 11th , 2000 |
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| Cleveland Indians: Signed free agent LF Bernie Williams to a 5-year contract worth a total of $15,000,000. |
| Pittsburgh Pirates: Signed RP Michael Tejera to a minor league contract extension. |
| Pittsburgh Pirates: Signed SP Jason Kershner to a minor league contract extension. |
| Pittsburgh Pirates: Signed 1B Mike Glavine to a minor league contract extension. |
| Pittsburgh Pirates: Signed SP Danny Kolb to a minor league contract extension. |
| Pittsburgh Pirates: Signed RP Albert Derenches to a minor league contract extension. |
| Pittsburgh Pirates: Signed SP Jason Secoda to a minor league contract extension. |
| Florida Marlins: Signed international amateur SP Ernesto Melendez out of Dominican Republic to a minor league contract. |
| Monday, January 10th , 2000 |
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| Boston Red Sox: Signed SS Joey Cora to a minor league contract extension. |
| St. Louis Cardinals: Signed free agent SP Curt Heidenreich to a 2-year contract worth a total of $4,000,000. |
| Montreal Expos: Signed free agent 3B Danny Arevalo to a minor league contract with a major league option. |
| San Francisco Giants: Signed free agent CF Kerry Valrie to a minor league contract with a major league option. |
| Detroit Tigers: Signed international amateur SP Eulogio Aldono out of Venezuela to a minor league contract. |
| Chicago White Sox: Signed international amateur LF Orlando Moncion out of Dominican Republic to a minor league contract. |
| Texas Rangers: Signed international amateur CF Fu-Kang Lo out of Australia to a minor league contract. |
| Milwaukee Brewers: Placed SS Andujar Cedeno on the secondary (40-man) roster. |
| Milwaukee Brewers: Placed SS Andujar Cedeno on the active roster. |
| Sunday, January 9th , 2000 |
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| Boston Red Sox: Signed 2B Alex Hinojosa to a minor league contract extension. |
| Saturday, January 8th , 2000 |
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| Atlanta Braves: Signed free agent RP Derek Gooden to a minor league contract. |
| Boston Red Sox: Signed SP Miguel Garza to a minor league contract extension. |
| Atlanta Braves: Signed free agent RP Josh Belovsky to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Shawn Knight to a minor league contract. |
| Atlanta Braves: Signed free agent SP Mitch Williams to a minor league contract. |
| Atlanta Braves: Signed free agent LF Dany Blanco to a minor league contract. |
| Atlanta Braves: Signed free agent SS Juan Castro to a minor league contract. |
| Atlanta Braves: Signed free agent RF Robby Hampton to a minor league contract. |
| Atlanta Braves: Signed free agent SP Nelson Castro to a minor league contract. |
| Atlanta Braves: Signed free agent RP Steve Schorzman to a minor league contract. |
| Atlanta Braves: Signed free agent RP Javier Gamboa to a minor league contract. |
| Atlanta Braves: Signed free agent RP Doug Robertson to a minor league contract. |
| Atlanta Braves: Signed free agent SP Leo Estrella to a minor league contract. |
| Atlanta Braves: Signed free agent SP Jesus Manaure to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Angel Espada to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Trent Durrington to a minor league contract. |
| Boston Red Sox: Signed 2B Sharnol Adriana to a minor league contract extension. |
| Milwaukee Brewers: Signed free agent SP Raul Palma to a 8-year contract worth a total of $55,900,000. |
| Atlanta Braves: Signed free agent SP Troy Brohawn to a minor league contract. |
| Atlanta Braves: Signed free agent RP Chris Bray to a minor league contract. |
| Atlanta Braves: Signed free agent RP Sean Connolly to a minor league contract. |
| Atlanta Braves: Signed free agent RP Elliot Lowry to a minor league contract. |
| Atlanta Braves: Signed free agent CL Jonathan Arango to a minor league contract. |
| Atlanta Braves: Signed free agent SP Stevenson Agosto to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Dave Landaker to a minor league contract. |
| Atlanta Braves: Signed free agent RP Sergio Flores to a minor league contract. |
| Atlanta Braves: Signed free agent RP Frank Roberts to a minor league contract. |
| Atlanta Braves: Signed free agent RP Blaine Mull to a minor league contract. |
| Atlanta Braves: Signed free agent 1B Mike Wolff to a minor league contract. |
| Atlanta Braves: Signed free agent RP Brendon Cowsill to a minor league contract. |
| Atlanta Braves: Signed free agent RP Seth Brizek to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Jesus De La Cruz to a minor league contract. |
| Atlanta Braves: Signed free agent SP Jason Stephens to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Raul Franco to a minor league contract. |
| Atlanta Braves: Signed free agent C Erick Rosa to a minor league contract. |
| Atlanta Braves: Signed free agent C Alex Melconian to a minor league contract. |
| Atlanta Braves: Signed free agent 2B Chip Lawrence to a minor league contract. |
| Atlanta Braves: Signed free agent RP Casey Bates to a minor league contract. |
| Atlanta Braves: Signed free agent 3B Brandon Curtis to a minor league contract. |
| Atlanta Braves: Signed free agent RP Bill Snyder to a minor league contract. |
| Atlanta Braves: Signed free agent CF Dan Geiszler to a minor league contract. |
| Atlanta Braves: Signed free agent RP Ho Go to a minor league contract. |
| Atlanta Braves: Signed free agent RP Andy McNally to a minor league contract. |
| Atlanta Braves: Signed free agent RP Jon Cummins to a minor league contract. |
| Atlanta Braves: Signed free agent SP Dave Noyce to a minor league contract. |
| Atlanta Braves: Signed free agent C Kevin Nykoluk to a minor league contract. |
| Atlanta Braves: Signed free agent RP Nathan Gardner to a minor league contract. |
| Atlanta Braves: Signed free agent RP Roberto Garibay to a minor league contract. |
| Atlanta Braves: Signed free agent RP Joe Stutz to a minor league contract. |
| Atlanta Braves: Signed free agent RP Luis Izabal to a minor league contract. |
| Atlanta Braves: Signed free agent SS Carlos Bautista to a minor league contract. |
| Atlanta Braves: Signed free agent C Hector Osuna to a minor league contract. |
| Baltimore Orioles: Signed international amateur SS Daniel Jaime out of Venezuela to a minor league contract. |
| Friday, January 7th , 2000 |
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| Boston Red Sox: Signed LF Paul Sorrento to a minor league contract extension. |
| Texas Rangers: Signed international amateur 2B Chris Munoz out of Dominican Republic to a minor league contract. |
| Cincinnati Reds: Placed LF Garret Anderson on the active roster. |
| Cincinnati Reds: Placed SP Doug Drabek on the active roster. |
| Cincinnati Reds: Placed LF Garret Anderson on the secondary (40-man) roster. |
| Cincinnati Reds: Placed LF Garret Anderson on the active roster. |
| Cincinnati Reds: Placed SP Doug Drabek on the secondary (40-man) roster. |
| Cincinnati Reds: Placed SP Doug Drabek on the active roster. |
| Kansas City Royals: Placed SP Bobby Witt on the active roster. |
| Kansas City Royals: Placed SP Bobby Witt on the secondary (40-man) roster. |
| Kansas City Royals: Placed SP Bobby Witt on the active roster. |
| Philadelphia Phillies: Placed SS Rey Sanchez on the active roster. |
| Philadelphia Phillies: Placed SS Rey Sanchez on the secondary (40-man) roster. |
| Philadelphia Phillies: Placed SS Rey Sanchez on the active roster. |
| Thursday, January 6th , 2000 |
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| Boston Red Sox: Signed SP Pat Hentgen to a minor league contract extension. |
| Boston Red Sox: Signed SP Roger Williams to a minor league contract extension. |
| Boston Red Sox: Signed C Dan Dolney to a minor league contract extension. |
| Boston Red Sox: Signed SP Rick Ownbey to a minor league contract extension. |
| Boston Red Sox: Signed SP Bobby Jones to a minor league contract extension. |
| Boston Red Sox: Signed CL Jorge Vazquez to a minor league contract extension. |
| Boston Red Sox: Signed C Fernando Paiz to a minor league contract extension. |
| Wednesday, January 5th , 2000 |
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| Boston Red Sox: Signed CF Todd Hollandsworth to a minor league contract extension. |
| Boston Red Sox: Signed C Marcell Bologni to a minor league contract extension. |
| Boston Red Sox: Signed C John Pachot to a minor league contract extension. |
| Boston Red Sox: Signed 1B Julio Trapaga to a minor league contract extension. |
| Atlanta Braves: Signed international amateur SP Raul Garibay out of Venezuela to a minor league contract. |
| Tuesday, January 4th , 2000 |
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| Boston Red Sox: Signed SP Miguel Valenzuela to a minor league contract extension. |
| Boston Red Sox: Signed 2B Keith Luuloa to a minor league contract extension. |
| Boston Red Sox: Signed C Joe Oliver to a minor league contract extension. |
| Boston Red Sox: Signed RP Glenn Dishman to a minor league contract extension. |
| Boston Red Sox: Signed C Einar Diaz to a minor league contract extension. |
| Boston Red Sox: Signed SP John Mitchell to a minor league contract extension. |
| Boston Red Sox: Signed RP Danny Leon to a minor league contract extension. |
| Cleveland Indians: Signed free agent 3B Jeff Bagwell to a minor league contract. |
| Boston Red Sox: Signed 1B Steve Hendricks to a minor league contract extension. |
| Boston Red Sox: Signed 1B Dave Hollins to a minor league contract extension. |
| Boston Red Sox: Signed 1B Michael Richardson to a minor league contract extension. |
| Boston Red Sox: Signed 3B Casey Waller to a minor league contract extension. |
| Boston Red Sox: Signed 2B Lonnie Webb to a minor league contract extension. |
| Boston Red Sox: Signed 1B Gil Ortiz to a minor league contract extension. |
| Boston Red Sox: Signed CL Jeff Martin to a minor league contract extension. |
| Boston Red Sox: Signed C Alex Sutherland to a minor league contract extension. |
| Boston Red Sox: Signed CF Joe Vitiello to a minor league contract extension. |
| Boston Red Sox: Signed CF Angel Ramirez to a minor league contract extension. |
| Boston Red Sox: Signed RF Leonardo Segura to a minor league contract extension. |
| Boston Red Sox: Signed SP Jonathan Aleman to a minor league contract extension. |
| Boston Red Sox: Signed C Rodrik Nuss to a minor league contract extension. |
| Monday, January 3rd , 2000 |
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| Tampa Bay Devil Rays: Signed free agent CF Doug Glanville to a minor league contract. |
| Cincinnati Reds: Signed free agent SP Doug Drabek to a 1-year contract worth a total of $350,000. |
| Philadelphia Phillies: Signed free agent SS Rey Sanchez to a 1-year contract worth a total of $232,000. |
| Pittsburgh Pirates: Signed free agent C Dan Wilson to a minor league contract with a major league option. |
| Oakland Athletics: Signed international amateur SP Dae-ho Che out of South Korea to a minor league contract. |
| Saturday, January 1st , 2000 |
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| Kansas City Royals: Signed free agent SP Bobby Witt to a 1-year contract worth a total of $530,000. |
| Tampa Bay Devil Rays: Signed free agent CF Junior Felix to a minor league contract with a major league option. |
| Montreal Expos: Signed free agent 2B Norberto Martin to a minor league contract. |
| Los Angeles Dodgers: Signed free agent RP Santos Hernandez to a minor league contract. |
| Montreal Expos: Signed free agent SP Willis Maldonado to a minor league contract with a major league option. |
| Chicago White Sox: Signed free agent SP Carlos Garcia to a minor league contract with a major league option. |
| Minnesota Twins: 3B Hernando Arredondo was designated for assignment and placed on waivers. |
| Minnesota Twins: Placed SP Montrell Torriti on the secondary (40-man) roster. |
| Minnesota Twins: Placed SP Montrell Torriti on the active roster. |
