Before this season started this package might have been enough to get it done, considering he was going to be UFA anyways. With him becoming a top 15ish player in the league this season and signing an 8 year contract it would take quite a bit more to acquire him than a late first, 2 seconds, Girard, and some left overs. I would expect either an A tier prospect or multiple first round picks to be involved. And trading him would probably ruin any chance the Leafs have at a deep playoff run.

No way Sakic or CMACK would trade those guys for a rental. Nylander isn't worth it.

I wouldn't trade Toews for Nylander 1 for 1, this is bad

Did you miss that the top pairing dman who instantly becomes your best dman in Toews is also in the trade? And also O’Connor, who has more goals than every Leafs player apart from the core 4, and more points than every Leafs player apart from the core 4, Rielly, and Domi? This deal heavily favours Toronto

Thank God, Colorado will be stocked with picks just in time for Makar and MacKinnon's retirements.

The problem here is that Toronto is giving up a top player in the league but aren't getting a truly elite player or prospect in return. They get Toews who can be considered a top pair D on a lot of teams but absolutely isn't a #1 defenseman. Add in the depth scoring you mentioned which is good and all but trading Nylander to get this package would be pretty stupid for a team that wants to go deep in the playoffs. Toronto needs a number 1 defenseman more than anything right now, so to trade Nylander for anything less than that would be a bad move in my opinion.

Toews is arguably a top 10 dman in the league. He’s a number 1 dman

Way overpay for avs, but I wouldn't mind seeing Devon Toews get a bigger role on another team. Sammy and LoC are too good and on great deals tho should just be LoC and Toews