Aug. 6, 2023 | From PIT: Jeff Petry ($1,562,500 retained - 25%) · $4,687,500$4,687,500$5,625,000 2025 2nd round pick (PIT) Sum: $6,487,500$7,276,667$7,595,000 Change: +$887,500 Change: +$1,676,667 Change: +$1,495,000 |  | From SJS: Erik Karlsson ($1,500,000 retained - 13%) · $10,000,000$10,000,000$10,000,000 2026 3rd round pick (SJS) From MTL: Sum: $11,100,000$11,889,167$11,170,000 Change: -$3,137,500 Change: -$3,137,500 Change: -$4,925,000 | | From MTL: From PIT: 2024 1st round pick (PIT - #14) [Conditional]* *Conditions: Top 10 protected Sum: $12,250,000$12,250,000$13,500,000 Change: +$2,250,000 Change: +$1,460,833 Change: +$3,430,000 |
| Aug. 25, 2020 | Sum: $2,000,000$3,478,333$3,192,500 Change: -$1,200,000 Change: -$1,197,500 Change: +$3,192,500 | | Sum: $3,200,000$4,675,833$5,892,500 Change: +$1,200,000 Change: +$1,197,500 Change: +$5,892,500 |
| Feb. 10, 2020 | *Conditions: If Pittsburgh's pick falls between 1-15, Pittsburgh has 7 days to decide if they keep their pick in 2020 or transfer it to 2021.
Result: Pittsburgh decided they will be keeping their 2020 1st round pick and will be transferring the 2021 1st round pick to Minnesota instead. Sum: $4,900,000$5,709,166$4,970,000 Change: -$600,000 Change: +$209,166 Change: +$4,970,000 | | Sum: $5,500,000$5,500,000$6,250,000 Change: +$600,000 Change: -$209,166 Change: +$6,250,000 |
| Feb. 23, 2018 | From PIT: Ian Cole · $2,100,000$2,100,000$2,500,000 Sum: $2,100,000$2,875,833$2,500,000 Change: -$2,900,000 Change: -$2,760,000 Change: +$2,500,000 | | From VGK: From OTT: Sum: $3,000,000$4,329,166$0 Change: -$225,000 Change: +$328,333 Change: -$135,115,000 | | From OTT: From PIT: Sum: $6,125,000$6,125,000$4,625,000 Change: +$3,125,000 Change: +$2,431,667 Change: +$4,625,000 |
| Jun. 23, 2017 | Sum: $1,125,000$1,125,000$1,125,000 Change: +$450,000 Change: +$450,000 Change: +$450,000 | | Sum: $675,000$675,000$675,000 Change: -$450,000 Change: -$450,000 Change: -$450,000 |
| Jul. 1, 2015 | Phil Kessel ($1,200,000 retained - 15%) · $6,800,000$6,800,000$8,500,000 *Conditions: If Pittsburgh misses the 2016 playoffs, then Pittsburgh shall receive Toronto's 2017 2nd round pick. If Pittsburgh misses both the 2016 & 2017 playoffs, then Pittsburgh does not receive any pick from Toronto
Result: Pittsburgh clinched 2016 playoff birth. Pittsburgh will receive Toronto's 2nd round pick (PIT) from Toronto. Sum: $7,400,000$8,294,167$9,932,500 Change: +$3,716,666 Change: +$4,610,833 Change: +$7,157,500 | | 2016 1st round pick (PIT - #30 - Sam Steel) [Conditional]* *Conditions: If Pittsburgh misses the 2016 playoffs, then Toronto will receive Pittsburgh's 2017 1st round pick. If Pittsburgh misses both the 2016 & 2017 playoffs, then the 2017 1st round pick to Toronto becomes a 2017 2nd round pick
Result: Pittsburgh clinched 2016 playoff birth. Toronto will receive Pittsburgh's 2016 1st round pick Sum: $3,683,334$3,683,334$2,775,000 Change: -$3,716,666 Change: -$4,610,833 Change: -$7,157,500 |
| Jan. 2, 2015 | Sum: $625,000$625,000$650,000 Change: -$3,187,500 Change: -$3,187,500 Change: -$3,600,000 | | Sum: $3,812,500$3,812,500$4,250,000 Change: +$3,187,500 Change: +$3,187,500 Change: +$3,600,000 |
| Mar. 28, 2013 | Sum: $0$900,000$900,000 Change: -$7,000,000 Change: -$6,100,000 Change: -$6,100,000 | | Sum: $7,000,000$7,000,000$7,000,000 Change: +$7,000,000 Change: +$6,100,000 Change: +$6,100,000 |
| Jun. 22, 2012 | Sum: $4,000,000$4,000,000$4,500,000 Change: +$1,101,666 Change: +$1,101,666 Change: +$4,500,000 | | Sum: $2,898,334$2,898,334$2,790,000 Change: -$1,101,666 Change: -$1,101,666 Change: +$2,790,000 |
| Feb. 26, 2008 | | | Atlanta Thrashers Acquire:  |
| Feb. 19, 1992 | From PIT: From PHI: 1993 3rd round pick (PHI - #62 - David Roche) | | From PIT: From LAK: 1992 1st round pick (LAK - #15 - Jason Bowen) | | |
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