June 22, 2019
To Carolina
F Patrick Marleau - bought out and signed with Pittsburgh
2020 conditional 1st round pick - Seth Jarvis
2020 7th round pick — Alexander Pashin
To Toronto
2020 6th round pick — Axel Rindell
Winner — Waddell. Seth Jarvis was a steal.
March 7, 2024
To Pittsburgh
Michael Bunting — traded with 2026 4th to Nashville for Tommy Novak and Luke Schenn. Schenn was then flipped to Winnipeg for a 2026 2nd and 2027 4th.
Vasily Ponomarev — KHL
Ville Koivunen — main roster
Cruz Lucius — Arizona State
Conditional 2024 1st* — condition not met, selected Harrison Brunicke 44th overall and on main roster (originally from Philadelphia)
Conditional 2024 5th* — condition not met
To Carolina
Jake Guentzel — draft rights traded to Tampa for 2025 3rd round pick, Roman Busov in KHL.
Ty Smith — signed in KHL
Winner — Dubas, the Penguins are seeing more games of service despite the run Carolina had with the rental star forward
December 30, 2025
To Pittsburgh
Yegor Chinakov — pending RFA
To Columbus
Danton Heinen — with Cleveland at time of writing and pending UFA.
2026 2nd round pick (STL)
2027 3rd round pick (WSH)
Winner — Draw — Dubas wins short term with a main roster player where Columbus saves on the budget and sends the guy to Cleveland and get two valuable picks for the future.