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| Thursday, November 23rd , 2000 |
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| SS Felix Escalona becomes a free-agent. |
| 2B Charlie Shoemaker becomes a free-agent. |
| C Joe Ayrault becomes a free-agent. |
| RP Brian Reith becomes a free-agent. |
| Tuesday, November 21st , 2000 |
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| 2B Pedro Gonzalez becomes a free-agent. |
| Monday, May 15th , 2000 |
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| Received RF Brian Bogusevic from Major League Chicago (A). |
| Sunday, May 14th , 2000 |
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| Received RP Brian Reith from Major League Chicago (A). |
| Thursday, April 20th , 2000 |
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| Received C Ebba St. Claire from Major League Chicago (A). |
| Promoted C Matt Merullo to Major League Chicago (A). |
| Wednesday, April 5th , 2000 |
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| Received SP Luke Jackson from Major League Chicago (A). |
| Received 2B Pedro Gonzalez from Major League Chicago (A). |
| Received LF Ray Pepper from Major League Chicago (A). |
| Promoted SP Luke Jackson to Major League Chicago (A). |
| Tuesday, April 4th , 2000 |
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| Received RP Andrew Faulkner from Major League Chicago (A). |
| Friday, January 14th , 2000 |
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| Drafted SP Kevin Appier in the 1999 first-year player draft (Round 1, Pick 5, 5th overall pick). |
| Drafted LF Dick Williams in the 1999 first-year player draft (Round 2, Pick 2, 22nd overall pick). |
| Drafted SP Harry Kelley in the 1999 first-year player draft (Round 3, Pick 2, 42nd overall pick). |
| Drafted LF Brian Simmons in the 1999 first-year player draft (Round 4, Pick 2, 62nd overall pick). |
| Drafted 3B Kaleb Cowart in the 1999 first-year player draft (Round 5, Pick 2, 82nd overall pick). |
| Drafted 2B Pedro Santana in the 1999 first-year player draft (Round 6, Pick 2, 102nd overall pick). |
