Things i consider are:
getting a coach that can inspire, motivate and develop our young players (no Therrien here),
not burdening the team with bad contracts while getting rid of bad contracts and unwanted player without spending picks
being patient and finding ways to make what he has work good enough (Armia got a reboot and played well after his stint in laval. If he plays that way he could bring a good pick at tdl. Gally played well this season thanks to St-Louis working with him, making it bearable to keep him another year and not dig a hole in the cap by buying his contract at an unfavorable time).
Getting Matheson for Petry. Getting firsts with Monahan. Taking a chance with Kovacevic and getting a 3rd for developping him.
Dach was a beast in developpement before getting injured, he still may be well worth the picks spent. Newhook also keeps progressing and could end up as one of the top 3rd liner in the league for many years, we got an actual nhl player for 2 maybe picks.
The drafts has been very good and he was crafty (getting Hage) while managing the contract needs (ncaa, euro).
The development structure being immensely improved, the contract structure being built coherently. Cutting ties fast on players not showing up
not caving in for PLD and other risky costly gambles.
Also not giving 3-4 years contracts to veteran 3rd/4th liners which allowed them to give ice time to prospects and figure out their actual value and if they'll be back. RHP, Ylonen, Roy, Heineman, Strubble, etc.
Now, given where we were at the start of their tenure, it's been excellent work. Could they have been more lucky? Win the lottery? Sure, but with what they had to work with, HuGo did reaaaly well. Contender level? When? Jee, nobody knows at the moment but it's a great start and it's done right.
Now let's hope we get lucky and some of the jewels pan out (Demidov, Hage, Hutson, Roy, Beck, Mesar, Rein, Mailloux, Florian, Fowler, Konyushkov, Kapanen, Engstrom, Erikson, Volhokhin)