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| PLAYER | AGE | POS | TEAM | DATE | TYPE | EXTENSION | STRUCTURE | LENGTH | VALUE | CAP HIT | |
|---|---|---|---|---|---|---|---|---|---|---|---|
 Caleb Jones | 22 | D |  EDM | Jan 15, 2020 | Standard | ✔ | 2-way | 2 | $1,700,000 | $850,000 | |
| Nicklas Bäckström | 32 | C |  WSH | Jan 14, 2020 | Standard | ✔ | 1-way | 5 | $46,000,000 | $9,200,000 | |
| Martin Marincin | 27 | D |  TOR | Jan 10, 2020 | Standard | ✔ | 1-way | 1 | $700,000 | $700,000 | |
| Rasmus Andersson | 23 | D |  CGY | Jan 8, 2020 | Standard | ✔ | 1-way | 6 | $27,300,000 | $4,550,000 | |
| Justin Williams | 38 | RW |  CAR | Jan 8, 2020 | 35+ | 1-way | 1 | $2,000,000 | $700,000 | ||
| Ilya Kovalchuk | 36 | LW, RW |  MTL | Jan 3, 2020 | 35+ | 2-way | 1 | $700,000 | $700,000 | ||
| Justin Holl | 27 | D | TOR | Dec 31, 2019 | Standard | ✔ | 1-way | 3 | $6,000,000 | $2,000,000 | |
Nikita Okhotyuk  | 19 | D |  NJD | Dec 30, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $925,000 | ||
| Dalton Smith | 27 | LW |  BUF | Dec 30, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Aidan Dudas | 19 | LW |  LAK | Dec 27, 2019 | Entry-Level | 2-way | 3 | $2,405,000 | $796,667 | ||
| Kaedan Korczak | 18 | D |  VGK | Dec 21, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $809,167 | ||
| Stefan Noesen | 26 | RW, LW |  PIT | Dec 2, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Brayden Tracey | 18 | LW |  ANA | Nov 27, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $925,000 | ||
| Charlie Coyle | 27 | C, RW |  BOS | Nov 27, 2019 | Standard | ✔ | 1-way | 6 | $31,500,000 | $5,250,000 | |
| Chris Wagner | 28 | RW, C | BOS | Nov 27, 2019 | Standard | ✔ | 1-way | 3 | $4,050,000 | $1,350,000 | |
| Troy Brouwer | 34 | LW, RW |  STL | Nov 21, 2019 | Standard | 2-way | 1 | $750,000 | $750,000 | ||
| Peyton Krebs | 18 | C, LW | VGK | Nov 16, 2019 | Entry-Level | 2-way | 3 | $4,012,500 | $925,000 | ||
| Alec Regula | 19 | D |  CHI | Nov 11, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $897,500 | ||
| Austin Watson | 27 | RW, LW |  NSH | Oct 31, 2019 | Standard | ✔ | 1-way | 3 | $4,500,000 | $1,500,000 | |
| Roman Josi | 29 | D | NSH | Oct 29, 2019 | Standard | ✔ | 1-way | 8 | $72,472,000 | $9,059,000 | |
| Dillon Hamaliuk | 18 | LW |  SJS | Oct 24, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $809,167 | ||
| Luca Sbisa | 29 | D | ANA | Oct 23, 2019 | Standard | 1-way | 1 | $750,000 | $750,000 | ||
| Philip Tomasino | 18 | RW, C | NSH | Oct 21, 2019 | Entry-Level | 2-way | 3 | $3,200,000 | $925,000 | ||
| Brian Boyle | 34 | LW, C |  FLA | Oct 20, 2019 | Standard | 1-way | 1 | $940,000 | $940,000 | ||
| Egor Afanasyev | 18 | C | NSH | Oct 19, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $817,500 | ||
| Nico Hischier | 20 | C | NJD | Oct 18, 2019 | Standard | ✔ | 1-way | 7 | $50,750,000 | $7,250,000 | |
| Mathias Laferrière | 19 | C | STL | Oct 17, 2019 | Entry-Level | 2-way | 3 | $2,430,000 | $796,667 | ||
| Chris Stewart | 31 | RW, LW |  PHI | Oct 15, 2019 | Standard | 1-way | 1 | $750,000 | $753,757 | ||
| Benoit-Olivier Groulx | 19 | C | ANA | Oct 9, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $836,667 | ||
| Patrick Marleau | 40 | LW, C | SJS | Oct 9, 2019 | 35+ | 2-way | 1 | $700,000 | $700,000 | ||
| Matthew Robertson | 18 | D |  NYR | Oct 8, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $825,833 | ||
| Joe Morrow | 26 | D | NJD | Oct 6, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Brayden Schenn | 28 | C, LW | STL | Oct 4, 2019 | Standard | ✔ | 1-way | 8 | $52,000,000 | $6,500,000 | |
| Alex DeBrincat | 21 | LW, RW | CHI | Oct 3, 2019 | Standard | ✔ | 1-way | 3 | $19,200,000 | $6,400,000 | |
| Darcy Kuemper | 29 | G |  ARI | Oct 2, 2019 | Standard | ✔ | 1-way | 2 | $9,000,000 | $4,500,000 | |
| Micheal Haley | 33 | C | NYR | Oct 1, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Tobias Rieder | 26 | LW, RW | CGY | Sep 29, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Zac Rinaldo | 29 | C, LW, RW | CGY | Sep 29, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Kyle Connor | 22 | LW |  WPG | Sep 28, 2019 | Standard | 1-way | 7 | $50,000,000 | $7,142,857 | ||
| Mikko Rantanen | 22 | RW |  COL | Sep 28, 2019 | Standard | 1-way | 6 | $55,500,000 | $9,250,000 | ||
| Scott Sabourin | 27 | RW |  OTT | Sep 27, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Patrik Laine | 21 | LW, RW | WPG | Sep 27, 2019 | Standard | 1-way | 2 | $13,500,000 | $6,750,000 | ||
| Dawson Barteaux | 19 | D |  DAL | Sep 26, 2019 | Entry-Level | 2-way | 3 | $2,375,000 | $791,667 | ||
| Alex Petrovic | 27 | D | BOS | Sep 26, 2019 | Standard | 2-way | 1 | $700,000 | $700,000 | ||
| Matthew Tkachuk | 21 | LW | CGY | Sep 25, 2019 | Standard | 1-way | 3 | $21,000,000 | $7,000,000 | ||
| Justin Faulk | 27 | D | STL | Sep 24, 2019 | Standard | ✔ | 1-way | 7 | $45,500,000 | $6,500,000 | |
| Jakob Pelletier | 18 | C | CGY | Sep 23, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $925,000 | ||
| Thomas Harley | 18 | D | DAL | Sep 23, 2019 | Entry-Level | 2-way | 3 | $4,050,000 | $925,000 | ||
| Brayden Point | 23 | C, RW |  TBL | Sep 23, 2019 | Standard | 1-way | 3 | $20,250,000 | $6,750,000 | ||
| Samuel Poulin | 18 | LW, RW | PIT | Sep 22, 2019 | Entry-Level | 2-way | 3 | $2,775,000 | $925,000 | ||
