| Date/Season | Transaction |
|---|
| 2/11/2024 | South Esk Scotsmen send Peyton Krebs, Kailer Yamamoto to the Cains River Blues for Matthew Tkachuk, Carter Verhaeghe, S10 SJK 3 |
| 2/3/2023 | South Esk Scotsmen send Mats Zuccarello (rental) to the Moncton Melons for Kailer Yamamoto |
| 6/10/2022 | South Esk Scotsmen send Gabriel Landeskog, Kailer Yamamoto to the Bathurst Mighty Ducks for Max Pacioretty |
| 2/22/2022 | Riverview Royals send Jonathan Toews, David Gustafsson, Kailer Yamamoto to the South Esk Scotsmen for Ryan Johansen, Radko Gudas |
| 9/23/2021 | Riverview Royals send Max Pacioretty, Kevin Shattenkirk to the Bathurst Mighty Ducks for Kailer Yamamoto, Cale Fleury |
| 5/28/2021 | South Esk Scotsmen send Kailer Yamamoto, S5 SOU R2 to the Bathurst Mighty Ducks for Max Pacioretty (rental) |
| 3 | Drafted in the 2nd round, 12th overall by SOU |
