 Revenge is a dish best served 9 years later | 2019-20 | Jun. 17, 2019 |
| After Sleeping On It Maatta trade | 2019-20 | Jun. 16, 2019 |
| Ryan Murray Trade Donskoi in Free Agency | 2019-20 | Jun. 12, 2019 |
| Price of Gostisbehere to Chicago | 2019-20 | Jun. 11, 2019 |
| McDonagh to Chi | 2019-20 | May 24, 2019 |
 TOR CHI | 2019-20 | May 23, 2019 |
| Big Draft | 2019-20 | May 20, 2019 |
 Free Agency Frenzy | 2019-20 | May 20, 2019 |
 Tampa in on EK65 | 2019-20 | May 17, 2019 |
| Be Smart | 2019-20 | May 16, 2019 |
| TOR - Sober Up | 2019-20 | May 10, 2019 |
| Doing TOR a favor | 2019-20 | May 9, 2019 |
 Prisoner Exchange | 2019-20 | May 8, 2019 |
| A Very Active Draft Day | 2019-20 | May 7, 2019 |
| Marner 10 Million | 2019-20 | May 1, 2019 |
| NSH - TOR | 2019-20 | Apr. 26, 2019 |
| Garbage Swap | 2019-20 | Apr. 23, 2019 |
 If the Lotto was truly rigged | 2018-19 | Apr. 23, 2019 |
| No Mitchell no Barratt | 2019-20 | Apr. 22, 2019 |
| Hot Dog 2020 | 2019-20 | Apr. 22, 2019 |
| Helping the Bolts shed salary | 2019-20 | Apr. 17, 2019 |
| Dont Panic and Over-Correct | 2019-20 | Apr. 16, 2019 |
| Draft Day grabbing another Pick | 2019-20 | Apr. 15, 2019 |
| Big Tampa Trade at the Draft | 2019-20 | Apr. 8, 2019 |
 Mile High Pandemonium | 2019-20 | Apr. 4, 2019 |
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