What a sad franchise. Remember when they signed Finger and then realized he wasn't who they thought he was rofl. I'm going to say Kurvers because they gave up Scott Niedermayer for him. But man it's tough because Toronto loves garbage defensemen, especially those who help them lose after they trade their first rounder.
That was the trade of diminishing assets.
A history lesson on Leafs player evaluation back in the early 90s.
Kurvers for a1st
1st was #3 overall and became HOF player Scott Niedermayer.
(Kurvers 15G and 50 points in 70 games was good as an offensive D)
Kurvers for centre Brian Bradley happened 2 years later.
The next season Leafs left Bradley available in the expansion draft and he scored 42 goals and 86 points for the first year TB Lightning.
*Fun fact, Leafs were terrible in Kurver's second season, and without their 1st round draft pick were facing the possibility that the 1st would be 1st overall.
One problem,
This was the Eric Lindros draft year and the optics of giving up the pick that became Lindros did not sit well with management.
So they canned coach Doug Carpenter @ 1W 9L and promoted Tom Watt.
Made a bunch of trades to get out of the basement including Quebec giving up 3 solid players for 2-2nd round picks and 21 year old former 6th overall pick Scott Pearson.
Getting rid of 3 veteran players put Quebec into the cellar and boasted Toronto to third worse thus securing the rights to Eric Lindros for Quebec.
And now you know the rest of the story