| Date/Season | Transaction |
|---|
| 5/6/2024 | Boston Bruins send Jake Guentzel, Sam Steel, TOR 2030 Rnd 3 to the San Jose Sharks for Emil Bemstrom, Rickard Rakell, SJS 2034 Rnd 2 |
| 9/23/2020 | San Jose Sharks send Dylan Olsen, Jake Guentzel, Joel Farabee, PIT 2029 Rnd 3 to the Calgary Flames for Jeff Skinner |
| 9/6/2020 | San Jose Sharks send Sam Reinhart, VAN 2025 Rnd 3, SJS 2025 Rnd 3 to the Calgary Flames for Ryan Spooner, Jake Guentzel |
| 9/6/2020 | Boston Bruins send Jake Guentzel, Philippe Myers, BOS 2027 Rnd 2nd to the Calgary Flames for Oscar Moller, Jack Johnson, Jeremy Bracco |
| 2023 | Drafted in the 1st round, 6th overall by Boston |
