Terrible idea. You want to invest in a goalie hitting his 30's and needing a new deal which is almost certainly going to age poorly? Not saying Hellebuyck is Markstrom, but hasn't Treliving already learned this from Markstrom? And we also have to trade one of our core players on top of it?
Goalies are important for playoff success but they are also extremely volatile. Even the top guys have their ebbs and flows; just perhaps less than worse goalies. But we are seeing more and more that guys who are complete nobodies are taking their teams far: Khudobin took Dallas to the Finals; Hill has taken Vegas to the finals and he wasn't even their backup to start the year; Binnington comes out of nowhere and wins St. Louis a Cup; Washington and Pittsburgh effectively tandemed their way to their Cups because they couldn't trust their Vezina-caliber starters the entire way... Or heck, even Bobrovsky (a 10.5 mill goalie) was benched in favour of a 3rd stringer before taking the job back and running with it all the way to the Finals. Akira Schmid, who was Jersey's like 4th stringer to start the year, also outdueled reigning Vezina winner Shesterykin in the first round too. A half broken Mike Smith beats out Vezina finalist Markstrom, although that was more so because Markstrom gave a historically awful performance.
Point is, Samsonov and Woll have proven enough to be our goalies for next year... And we could invest all of those assets only for Hellebuyck to suck as bad as he did this past year for Winnipeg (although the team in front of him certainly did not help much). Samsonov had his rough moments, but he did something that Campbell and Andersen never could and that was come up big when we needed him (and not give up too many back breaking goals). Against Vasilevsky no less. And Woll gave the Leafs plenty of chances to win against Florida too, but Bobrovsky is just playing like a man possessed.
We need those two to come through, but if we want to truly improve our chances of winning, we are better off investing in making sure our forward depth is strong and our defense is able to rebound from a poor playoff performance.