Pittsburgh Pirates
All Transactions |  | | | | Saturday, September 21st, 1940 | | Signed C B. Phelps to a 2-year contract extension worth a total of $18,020. |
| Sunday, July 21st, 1940 | | Signed C Q. Trouppe to a minor league contract extension. |
| Friday, July 19th, 1940 | | Signed RF E. Browne to a 3-year contract extension worth a total of $30,690. |
| Tuesday, July 2nd, 1940 | | Signed free agent C Q. Trouppe to a minor league contract. |
| Thursday, May 2nd, 1940 | | Signed free agent CL H. Craghead to a 1-year contract worth a total of $70,620. |
| Saturday, December 16th, 1939 | | Signed free agent LF H. Manush to a 1-year contract worth a total of $20,030. |
| Saturday, November 11th, 1939 | | 3B R. Winegarner becomes a free-agent. | | SP B. Klinger received a 1-year contract through automatic renewal worth a total of $5,556. | | SP W. Moore received a 1-year contract through automatic renewal worth a total of $5,556. | | SP M. Stratton received a 1-year contract through automatic renewal worth a total of $5,556. | | 1B E. Fletcher received a 1-year contract through automatic renewal worth a total of $5,556. | | SS J. Peerson received a 1-year contract through automatic renewal worth a total of $5,556. | | RF J. Wyrostek received a 1-year contract through automatic renewal worth a total of $5,556. | | 3B B. Lewis received a 1-year contract through automatic renewal worth a total of $5,556. | | C J. Becker received a 1-year contract through automatic renewal worth a total of $5,556. | | SS P. Rizzuto received a 1-year contract through automatic renewal worth a total of $5,556. | | LF J. Heath received a 1-year contract through automatic renewal worth a total of $5,556. |
| Wednesday, November 8th, 1939 | | C B. Phelps received a 1-year contract through arbitration worth a total of $5,556. | | MR J. Mulligan received a 1-year contract through arbitration worth a total of $25,934. | | SP B. Dietrich received a 1-year contract through arbitration worth a total of $5,556. | | RF E. Browne received a 1-year contract through arbitration worth a total of $5,556. | | RF E. Slaughter received a 1-year contract through arbitration worth a total of $5,556. |
| Wednesday, November 1st, 1939 | | Drafted SP W. Spahn in the 1939 first-year player draft (Round 1, Pick 1, 1st overall Pick). | | Drafted SP J. Hallett in the 1939 first-year player draft (Round 2, Pick 1, 17th overall Pick). | | Drafted SP J. Hatten in the 1939 first-year player draft (Round 3, Pick 1, 33rd overall Pick). | | Drafted SP D. Fowler in the 1939 first-year player draft (Round 4, Pick 1, 49th overall Pick). | | Drafted C B. Baker in the 1939 first-year player draft (Round 5, Pick 1, 65th overall Pick). | | Drafted SS J. Wallaesa in the 1939 first-year player draft (Round 6, Pick 1, 81st overall Pick). | | Drafted SP S. Rachunok in the 1939 first-year player draft (Round 7, Pick 1, 97th overall Pick). | | Drafted MR T. Hoyle in the 1939 first-year player draft (Round 8, Pick 1, 113rd overall Pick). | | Drafted 1B J. Sanford in the 1939 first-year player draft (Round 9, Pick 1, 129th overall Pick). |
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