Jul 17, 2021 | Pittsburgh Penguins Acquire:  2023 7th round pick (TOR) Sum: $0$764,167$750,000 Change: -$2,940,000-$2,175,833-$2,630,000 |  | Toronto Maple Leafs Acquire:  Sum: $2,940,000$2,940,000$3,380,000 Change: +$2,940,000+$2,175,833+$2,630,000 |
| Apr 12, 2021 | Los Angeles Kings Acquire:  2022 conditional 3rd round pick* (PIT) 2023 conditional 4th round pick** (PIT) *Conditions: The 2022 3rd round pick can upgrade to a 2nd round pick if the Penguins reach the 2020-21 Stanley Cup Final and Carter plays in at least 50% of the games.
*Result: Penguins didn't advance to the 2020-21 Stanley Cup Final. Kings will receive the Penguins 2022 3rd round pick. **Conditions: The 2023 4th round pick can upgrade to a 3rd round pick if Carter plays in at least 50 games during the 2021-22 season Sum: $0$0$0 Change: -$2,636,364-$2,636,364+$97,999,981 | | Pittsburgh Penguins Acquire: Jeff Carter ($2,636,363 retained - 50%) · $2,636,364$2,636,364$0 Sum: $2,636,364$2,636,364$0 Change: +$2,636,364+$2,636,364-$97,999,981 |
| Oct 7, 2020 | Pittsburgh Penguins Acquire: Sum: $0$0$0 Change: $0$0$0 | | Washington Capitals Acquire:  Sum: $0$0$0 Change: $0$0$0 |
| Oct 7, 2020 | Colorado Avalanche Acquire:  Sum: $0$0$0 Change: $0$0$0 | | Pittsburgh Penguins Acquire: Sum: $0$0$0 Change: $0$0$0 |
| Oct 7, 2020 | Ottawa Senators Acquire:  Sum: $0$0$0 Change: $0-$788,333-$70,000 | | Pittsburgh Penguins Acquire: Sum: $0$788,333$70,000 Change: $0+$788,333+$70,000 |
| Sep 24, 2020 | Florida Panthers Acquire:  Sum: $5,300,000$5,300,000$5,300,000 Change: -$775,000-$775,000+$600,000 | | Pittsburgh Penguins Acquire: Sum: $6,075,000$6,075,000$4,700,000 Change: +$775,000+$775,000-$600,000 |
| Sep 11, 2020 | Minnesota Wild Acquire:  Nick Bjugstad ($2,050,000 retained - 50%) · $2,050,000$2,050,000$0 Sum: $2,050,000$2,050,000$0 Change: +$2,050,000+$2,050,000-$257,250,000 | | Pittsburgh Penguins Acquire: 2021 conditional 7th round pick* (MIN - #214 - Joe Vrbetic) *Conditions: Pick is transferred if Bjugstad plays in 70 games or earns 35 points in the 2020-21 season.
Result: Condition not met. Sum: $0$0$0 Change: -$2,050,000-$2,050,000$0 |
| Aug 25, 2020 | Pittsburgh Penguins Acquire: Sum: $3,200,000$4,675,833$5,892,500 Change: +$1,200,000+$1,197,500+$5,892,500 | | Toronto Maple Leafs Acquire: Sum: $2,000,000$3,478,333$3,192,500 Change: -$1,200,000-$1,197,500+$3,192,500 |
| Feb 24, 2020 | Buffalo Sabres Acquire:  Sum: $925,000$925,000$925,000 Change: -$4,075,000-$4,075,000+$925,000 | | Pittsburgh Penguins Acquire: Sum: $5,000,000$5,000,000$5,000,000 Change: +$4,075,000+$4,075,000+$5,000,000 |
| Feb 24, 2020 | Pittsburgh Penguins Acquire: Sum: $700,000$700,000$700,000 Change: +$700,000+$700,000+$700,000 | | San Jose Sharks Acquire:  *Conditions: If the Pittsburgh Penguins win the 2020 Stanley Cup, the pick will upgrade to a 2021 2nd round pick.
Result: Pittsburgh did not win the Stanley Cup. San Jose will receive the 2021 3rd round pick. Sum: $0$0$0 Change: -$700,000-$700,000$0 |
| Feb 20, 2020 | Montreal Canadiens Acquire:  Sum: $0$1,492,500$270,000 Change: $0+$92,500+$270,000 | | Pittsburgh Penguins Acquire: Sum: $0$1,400,000$750,000 Change: $0-$92,500+$750,000 |
| Feb 10, 2020 | Minnesota Wild Acquire: *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+$209,166+$4,970,000 | | Pittsburgh Penguins Acquire: Sum: $5,500,000$5,500,000$6,250,000 Change: +$600,000-$209,166+$6,250,000 |
| Jan 17, 2020 | Dallas Stars Acquire:  Sum: $0$792,500$70,000 Change: $0+$47,500+$70,000 | | Pittsburgh Penguins Acquire: Sum: $0$745,000$70,000 Change: $0-$47,500+$70,000 |
| Dec 17, 2019 | Florida Panthers Acquire: Sum: $0$675,000$100,000 Change: $0-$175,000+$100,000 | | Pittsburgh Penguins Acquire: Sum: $0$850,000$300,000 Change: $0+$175,000+$300,000 |
| Nov 20, 2019 | Chicago Blackhawks Acquire:  Sum: $0$700,000$125,000 Change: $0-$28,333+$125,000 | | Pittsburgh Penguins Acquire: Sum: $0$728,333$70,000 Change: $0+$28,333+$70,000 |
| Oct 25, 2019 | Anaheim Ducks Acquire:  Sum: $4,000,000$4,000,000$4,500,000 Change: +$4,000,000+$3,250,000+$4,500,000 | | Pittsburgh Penguins Acquire: Sum: $0$750,000$250,000 Change: -$4,000,000-$3,250,000+$250,000 |
| Jul 26, 2019 | Edmonton Oilers Acquire:  *Conditions: Pick is transferred if Marino signs an ELC prior to the 2021 draft, or if Pittsburgh were to trade his rights to another team prior to the 2021 draft.
Result: Marino signed an entry level contract. Edmonton recieves the 2021 6th round pick. Sum: $0$0$0 Change: $0$0$0 | | Pittsburgh Penguins Acquire: Sum: $0$0$0 Change: $0$0$0 |
| Jun 29, 2019 | Arizona Coyotes Acquire:  Sum: $6,800,000$7,555,000$6,010,000 Change: +$1,900,000+$1,791,667+$6,010,000 | | Pittsburgh Penguins Acquire: Sum: $4,900,000$5,763,333$4,970,000 Change: -$1,900,000-$1,791,667+$4,970,000 |
| Jun 22, 2019 | Pittsburgh Penguins Acquire: Sum: $0$0$0 Change: $0$0$0 | | San Jose Sharks Acquire: Sum: $0$0$0 Change: $0$0$0 |
| Jun 22, 2019 | Arizona Coyotes Acquire: 2019 5th round pick (TBL - #151 - Aku Räty) Sum: $0$0$0 Change: $0$0$0 | | Pittsburgh Penguins Acquire: Sum: $0$0$0 Change: $0$0$0 |
| Jun 15, 2019 | Chicago Blackhawks Acquire: Sum: $4,083,333$4,083,333$4,083,300 Change: +$3,158,333+$3,158,333+$4,083,300 | | Pittsburgh Penguins Acquire: 2019 5th round pick (TBL - #151 - Aku Räty) Sum: $925,000$925,000$925,000 Change: -$3,158,333-$3,158,333+$925,000 |
| Feb 25, 2019 | Florida Panthers Acquire: Sum: $0$650,000$200,000 Change: $0-$350,000+$200,000 | | Pittsburgh Penguins Acquire: Sum: $0$1,000,000$1,000,000 Change: $0+$350,000+$1,000,000 |
| Feb 25, 2019 | Pittsburgh Penguins Acquire: Sum: $4,000,000$4,000,000$4,500,000 Change: +$250,000+$250,000+$4,500,000 | | Vancouver Canucks Acquire:  Sum: $3,750,000$3,750,000$3,800,000 Change: -$250,000-$250,000+$3,800,000 |
| Feb 11, 2019 | Columbus Blue Jackets Acquire:  *Conditions: Pick is transferred to Columbus if Siebenaler plays in 10 games for Pittsburgh
*Result: Condition was not met. Pittsburgh retains the 2019 7th round pick. Sum: $0$0$0 Change: $0-$695,000$0 | | Pittsburgh Penguins Acquire: Sum: $0$695,000$70,000 Change: $0+$695,000+$70,000 |
