Edited Nov. 29, 2020 at 1:38 p.m.
Value on paper aside, this does not fit cap-wise or position wise in several ways imo. I think the Leafs will find their wings are really depleted if Pulju doesn't really show well (which I think is a 50/50 shot), and the Oil will be one of the worst defensive teams in the league (they will already struggle to stay out of the bottom 1/3 of the league defensively as it is imo, relying on a lot of offense to win). I mean, look:
Nurse-Larsson
Jones-Barrie
Russell-Bouchard
Top pair that is a second pair in all legitimacy, two guys who are unproven but promising full time NHLers, a Barrie who will be played WAY too much, and Russell who is at risk of being asked to do a lot of top 4 time out of his depth again.
And cap wise, let's assume Bear is signed to a 1 year bridging deal, somewhere from likely 1-2 mil the way contracts have been going (you could do the 3 year deal you show, but I doubt it is the most likely scenario if the Oil were to sign Bear). The Oil are taking on around 4 mil in this deal in that scenario, which really they cannot afford (would be required to put Klef on LTIR in offseason, leaving the team with zero cap flexibility to bolster the D if it flounders).
Would rather the Oil focus on trying to re-sign Nuge to basically the same contract Nylander has, and continue with their bet that Kahun and Yamo can be decent complementary top-6 wingers, hopefully also signed to a combined total of approximately Nylander's cap hit next offseason on multi-year bridge deals.