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Pittsburgh Pirates
All Transactions |  | | | | Wednesday, March 26th, 1969 | | Placed RF B. Skinner on the 40-man roster. | | Placed RF B. Skinner on the active roster. | | Placed SS B. Floyd on the 40-man roster. | | Placed SS B. Floyd on the active roster. |
| Monday, March 10th, 1969 | | Signed free agent RF B. Skinner to a 3-year contract worth a total of $3,179,400. | | Signed free agent SS B. Floyd to a 1-year contract worth a total of $29,439. |
| Sunday, December 15th, 1968 | | Drafted LF R. Blomberg in the 1968 first-year player draft (Round 1, Pick 8, 8th overall Pick). | | Drafted SP C. Taylor in the 1968 first-year player draft (Round 2, Pick 12, 36th overall Pick). | | Drafted SP S. Spinks in the 1968 first-year player draft (Round 3, Pick 8, 56th overall Pick). | | Drafted SP M. Davison in the 1968 first-year player draft (Round 4, Pick 3, 75th overall Pick). | | Drafted SP G. Timberlake in the 1968 first-year player draft (Round 4, Pick 8, 80th overall Pick). | | Drafted MR L. Burchart in the 1968 first-year player draft (Round 5, Pick 8, 104th overall Pick). |
| Monday, November 11th, 1968 | | MR M. Koyama becomes a free-agent. | | MR P. Lindblad received a 1-year contract through automatic renewal worth a total of $29,439. | | SP R. Reed received a 1-year contract through automatic renewal worth a total of $29,439. | | LF L. Wagner becomes a free-agent. | | CF B. Tolan received a 1-year contract through automatic renewal worth a total of $29,439. | | SS B. Sudakis received a 1-year contract through automatic renewal worth a total of $29,439. | | MR A. Koch received a 1-year contract through automatic renewal worth a total of $29,439. | | SS W. Causey becomes a free-agent. | | 3B G. Nettles received a 1-year contract through automatic renewal worth a total of $29,439. |
| Friday, November 8th, 1968 | | C R. Hundley received a 1-year contract through arbitration worth a total of $29,439. | | LF W. Smith received a 1-year contract through arbitration worth a total of $299,320. | | 2B G. Alley received a 1-year contract through arbitration worth a total of $296,126. | | MR T. Sisk received a 1-year contract through arbitration worth a total of $153,300. | | MR T. Davidson received a 1-year contract through arbitration worth a total of $103,224. |
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