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Personally, my goal is to win a Cup. I want us to give ourselves the highest percentage chance of that happening. We currently aren’t doing that, but I would look for every opportunity to do so. At this moment in our “RE”, we need most of our top end prospects to reach their max potential for us to assemble a Cup caliber team IMO. That’s not particularly inspiring to think about, but I think it’s a fair and objective statement.
Personally, I prefer making higher probability moves and strategies to the “hope and a prayer” strategy I see some peddling. Winning a Cup is already a low probability. We don’t need to make this harder.
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What types of "higher probability moves and strategies " are you suggesting? "Tanking" is a really broad term that gets thrown around a lot, but no iteration of that is really a guaranteed path to building a contender with elite talent. Look at the Utah franchise as an example. Ignoring the rink issues, how many years have they been collecting bad contracts in exchange for draft picks and "tanking" in one form or another. Just look at their draft history over the last 10 years. Here are their top picks each year in that time frame:
2015 - Dylan Strome (3 OA)
2016 - Clayton Keller (7 OA)
2017 - PO Joseph (23 OA) *
2018 - Barrett Hayton (5 OA)
2019 - Victor Soderstrom (11 OA; after trading w/PHI from 14 OA)
2020 - Traded 18 OA to NJ for Taylor Hall
2021 - Dylan Guenther 9 OA (from VAN after for forfeiting 11 OA)
2022 - Logan Cooley (3 OA)
2023 - Dmitri Simashev (6 OA)
2024 - Tij Iginla (6 OA)
* - Traded 7 OA to Rangers for "win now" players (NYR picked Lias Andersson)
A decade of futility and not a single "elite" player to show for it, mainly because it is really hard to be bad enough get a 1 OA pick even when you're trying to be bad. Sometimes you end up with players that are good enough to keep from being the worst team in the league and sometimes you're competing against other teams in your race to the bottom.
Now look at the recent Blackhawks teams. Since winning the division in 2016-17, they have finished above .500 once (2 games over) and have been intentionally bad for several years. They've managed to land a generational forward in Bedard, but now they're getting good/great players from drafting lower and adding pricey (non-elite) free agents to keep their fan base engaged. And for what? Bedard alone isn't going to make them a Cup contender and they will probably be a middle-of-the-pack franchise in a couple of years but will struggle to move any higher. Time will tell.
And don't even get me started with Edmonton and what they did with multiple 1 OA picks for years. After years of futility, it took them
another nine years after finally drafting Draisaitl at 3 OA and McDavid at 1 OA in consecutive years just to sniff the finals and they still didn't win a Cup because of other deficiencies on their roster.
There just isn't a "proven" strategy that I have ever seen that can reliably put you in a position to win a Cup by being bad enough to draft elite or generational talent. Pittsburgh and Chicago are the only ones that have done it in the last 20 years, and even they had to get lucky with
when they were bad. You have to accumulate prime assets through the draft (excelling at amateur scouting), trades (excellent pro scouting and savvy deal-making), and development (excelling at getting the most out of the players you draft, regardless of position). Most importantly, you have to have a lot of "puck luck" along the way. I would rather build a really good team that is perennially in the playoffs and hope to get a break with a player that puts you over the top for a Cup than to have to sit through season after season of ineptitude in the hopes that the team was bad enough at the right time to draft high and get a Connor McDavid and a Rasmus Dahlin instead of a Nail Yakupov and an Erik Johnson.