Conor Timmins
Let's put it simply: Conor Timmins, unfortunately, cannot stay healthy. Despite him now entering what would technically be his seventh season in the NHL, Timmins has only played in 91 games at this level. His career high in games played in a single season was in '20-'21 with Colorado, when he played in a grand total of 31.
In his past two campaigns donning the Maple Leaf, Timmins played in just 25 games each season. Despite him being an RFA this upcoming offseason, Toronto may look to move his $1.1m AAV deal to become cap-compliant.
If he could stay healthy, and assuming a future situation where the Jackets wish to give David Jiricek more time to develop at the AHL level, Conor Timmins would be an excellent short-term replacement. Even if Timmins were to go down to a season-ending injury again, his contract on the IR would be enough (after call-ups) to keep the Jackets compliant through the end of the '24-'25 season.
The return wouldn't be all that much, given Timmins' low AAV and expiring contract at the end of the season. Still, in this scenario, Don Waddell likely wouldn't mind acquiring another low-end pick for next-to-no cost and more time for one of his top defensive prospects to simmer in the best developmental league in the world.