| Date/Season | Transaction |
|---|
| 3/22/2022 | Pittsburgh Penguins send Kyle Turris, Robby Fabbri, Tyler Madden, Dominik Masin, PIT 2031 Rnd 2 to the Edmonton Oilers for Tyler Seguin, Victor Bartley, Jonas Holos, Jakub Kindl |
| 9/9/2020 | Pittsburgh Penguins send Adam Larsson, $3,750,000 to the Ottawa Senators for Tyler Madden, Devon Toews, NAS 2025 Rnd 1 |
| 6/27/2020 | Ottawa Senators send Nigel Dawes (rental), CBJ 2025 Rnd 3 to the Nashville Predators for Tyler Madden, WPG 2025 Rnd 1, NSH 2025 Rnd 1, $5,000,000 |
| 2025 | Drafted in the 2nd round, 36th overall by Nashville (from LosAngeles) |
