You have a perfect example right under your nose with this same Leafs GM.
Patty Marleau had 1 year remaining on his contract with a
$6,250,000 AAV but only
$4,250,000 mil in real salary due to front loaded contract and Dubas gave away Leafs
1st round pick to dump that contract.
Link:
Patrick Marleau Contract, Cap Hit, Salary and Stats - CapFriendly - NHL Salary Caps
Matt Murray has 2 years remaining on his contract with a
$6,250,000 AAV but his contract is heavily back loaded with actual salary in
2022-23 of $ $7,000,000 and 2023-24 of $8,000,000
Link:
Matt Murray Contract, Cap Hit, Salary and Stats - CapFriendly - NHL Salary Caps
So Leafs got 25% retention X 2 years of
$1,562,500 AAV and Salary. Which means Leafs are still on the hook for nearly
$12 mil of his $15 mil in real actual salary.
For that they get a Murray at $4,687,500 AVV (after 25% retention) + 3rd in 2023 and 7th in 2024.
To dump $4.25 mil in real salary Dubas paid
1st round pick, and to eat $12 mil (after retention) in real salary Dubas got a
3rd round and 7th round pick. [ = 3 X the amount of actual salary when acquiring a bad contract].
If dumping $4.25 mil = 1st round pick then dumping $12 mil = 3 X 1sts in equivalence terms. So to not get more retention, and at least a 1st in return, shows how brutal this trade was, and also how brutal the Marleau trade was also in comparison to Dubas on deals negotiated and completed. Dubas either dramically overpaid to dump Marleau, and dramatically under received for Murray.