Nov. 16, 2021 | St. Louis Blues Acquire:  Future Considerations Sum: $0$0$0 Change: $0 Change: -$1,000,000 Change: -$1,300,000 |  | Toronto Maple Leafs Acquire:  Sum: $0$1,000,000$1,300,000 Change: $0 Change: +$1,000,000 Change: +$1,300,000 |
| Feb. 5, 2020 | Los Angeles Kings Acquire:  *Conditions: The 2021 3rd round pick upgrades to a 2nd round pick if either Kyle Clifford re-signs with Toronto OR if the Leafs make the 2019-20 playoffs and Jack Campbell wins 6 regular season games.
Updated conditions: Due the the shortened season, the NHL ruled that the 2021 3rd rounds pick upgrades to a 2021 2nd round pick if the Leafs win their qualifying round series and Jack Campbell gets 2 or more wins OR if Kyle Clifford re-signs with Toronto.
Result: LA Kings will receive the 2021 3rd round pick. Sum: $775,000$775,000$750,000 Change: -$700,000 Change: -$700,000 Change: +$750,000 | | Toronto Maple Leafs Acquire: Sum: $1,475,000$1,475,000$0 Change: +$700,000 Change: +$700,000 Change: -$92,400,000 |
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