| | | Monday, November 23rd, 2020 | | CF C. Stephens received a 1-year contract through arbitration worth a total of $2,595,150. | | LF J. White received a 1-year contract through arbitration worth a total of $750,000. | | SS I. Gutiérrez received a 1-year contract through arbitration worth a total of $750,000. | | MR M. Morris received a 1-year contract through arbitration worth a total of $3,226,400. | | MR R. Morrison received a 1-year contract through arbitration worth a total of $1,300,000. | | 3B N. Bingham received a 1-year contract through arbitration worth a total of $3,200,000. | | C D. Sackett received a 1-year contract through arbitration worth a total of $750,000. | | 2B A. Schmidt received a 1-year contract through arbitration worth a total of $750,000. | | C N. Fujimoto received a 1-year contract through arbitration worth a total of $750,000. |
| Friday, July 31st, 2020 | | Traded 25-year-old starting pitcher A. Caraballo to the Dam Site Drifters, getting 20-year-old minor league starting pitcher T. Perry, 21-year-old minor league left fielder E. Cook and a 1st round draft pick in return. |
| Sunday, June 21st, 2020 | | Signed SP M. Clark to a 2-year contract extension worth a total of $3,100,000. |
| Monday, June 1st, 2020 | | Traded nothing to the Greenville 84s, getting 22-year-old minor league starting pitcher A. Clark in return. |
| Tuesday, May 5th, 2020 | | Placed SP K. Schade on the 15-day disabled list. | | Purchased the contract of SP C. Torrez from Triple A Seattle. |
| Tuesday, April 21st, 2020 | | Signed free agent MR M. Morris to a 1-year contract worth a total of $1,700,000. | | Signed free agent 1B K. DeWitt to a 1-year contract worth a total of $620,000. |
| Sunday, March 29th, 2020 | | Placed LF J. White on the 15-day disabled list. | | Purchased the contract of SP J. Bigelow from Winter League Loíza. |
| Monday, March 23rd, 2020 | | Placed SP P. Kennedy on the active roster. |
| Saturday, March 21st, 2020 | | Purchased the contract of SP M. Clark from Winter League Loíza. | | RF R. Parker was designated for assignment and placed on waivers. |
| Saturday, March 7th, 2020 | | Signed free agent SP P. Kennedy to a 1-year contract worth a total of $3,660,000. |
| Thursday, February 20th, 2020 | | Signed free agent MR B. Terwilliger to a 1-year contract worth a total of $3,430,000. |
| Tuesday, February 18th, 2020 | | Signed free agent MR K. Schade to a 1-year contract worth a total of $5,860,000. |
| Wednesday, January 22nd, 2020 | | Demoted C G. Lee to Triple A Seattle. |
| Monday, January 6th, 2020 | | Signed free agent C G. Lee to a 1-year contract worth a total of $1,300,000. |
| Sunday, December 1st, 2019 | | Traded 23-year-old starting pitcher A. Brooks, 18-year-old right fielder M. Porter and a 3rd round draft pick to the Iowa City Stalkers, getting 28-year-old third baseman P. Sharpe in return. | | Placed 3B P. Sharpe on the active roster. | | Placed 2B I. Gutiérrez on the active roster. | | Drafted SP J. Bruno in the 2019 rule 5 draft (Pick 6, Round 1, 6th overall Pick). |
| Friday, November 29th, 2019 | | LF J. White received a 1-year contract through automatic renewal worth a total of $500,000. | | SP D. Harper received a 1-year contract through automatic renewal worth a total of $500,000. | | CL T. Moore received a 1-year contract through automatic renewal worth a total of $500,000. | | SS M. Fujihara becomes a free-agent. | | SP V. Bannatyne received a 1-year contract through automatic renewal worth a total of $500,000. | | C D. Sackett received a 1-year contract through automatic renewal worth a total of $500,000. | | LF E. Palmer received a 1-year contract through automatic renewal worth a total of $500,000. | | 1B P. Rambo becomes a free-agent. | | RF B. Wiley received a 1-year contract through automatic renewal worth a total of $500,000. | | 1B D. Wilson received a 1-year contract through automatic renewal worth a total of $500,000. | | MR G. Hernández becomes a free-agent. | | SP A. Caraballo received a 1-year contract through automatic renewal worth a total of $500,000. |
| Tuesday, November 26th, 2019 | | CF C. Stephens received a 1-year contract through arbitration worth a total of $2,883,500. | | 2B I. Gutiérrez received a 1-year contract through arbitration worth a total of $750,000. | | MR J. Palmeiro received a 1-year contract through arbitration worth a total of $829,500. | | 2B A. Schmidt received a 1-year contract through arbitration worth a total of $750,000. | | MR R. Morrison received a 1-year contract through arbitration worth a total of $1,400,000. | | 3B N. Bingham received a 1-year contract through arbitration worth a total of $3,200,000. | | MR R. Secrist becomes a free-agent. | | C S. Ventura becomes a free-agent. |
| Sunday, November 10th, 2019 | | Signed 1B D. Judd to a 3-year contract extension worth a total of $4,960,000. |
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