| Date/Season | Transaction |
|---|---|
| 6/15/2021 | St Louis Blues send Emile Poirier, Jonathan Merrill to the Dallas Stars for Jamie Oleksiak, Jett Woo |
| 5/19/2016 | Pittsburgh Penguins send Adam Clendening, Jamie Oleksiak to the Dallas Stars for Erik Karlsson, Vladimir Mihalik |
| 2/17/2016 | Washington Capitals send Jamie Oleksiak to the Pittsburgh Penguins for Nate Schmidt |
| 2016 | Drafted in the 1st round, 15th overall by Washington |
