Again it depends on how you value success. Are 5 middle of the roster players in 5 years worth more than a superstar, 2 middling guys and 2 busts? I think our lack of playoff success would argue otherwise.
Our one cup was on the backs of a lot of guys we didn't draft and relatively few guys we drafted in the back half of the first. Thomas was young and not a core piece yet. Schwartz and Tarasenko were 14th and 16th. I'd say Tarasenko was a riskier pick due to Russian factor than a blusey pick.
I honestly don't know the answer. I think a combo of bluesy picks with riskier picks is probably best. But I don't think our Cup us definitive proof of bluesy picks being right. We won a cup on the backs of 2 Cs we traded for, a #4 oa pick as 1D, a goalie we drafted but had completely ignored until injuries forced us to give him a shot, Jaybo who we traded for. Parayko was probably the most important skater that could back your theory outsude of top 5 pick Pie. That was great scouting but nit sure it was because of draft philosophy.
Anyway, more talking it through out loud than arguing here
WARNING: Sorry Majority, I didn't realize what you were saying until the end so if you want to read, go ahead, if not that's cool too
Obviously if we look at the type of players we've drafted, we're not going to see amazing talents - great talents for sure, but no one who is likely to go into the hall. Petro was a necessity on the cup run and other playoffs runs we've been on (doesn't need to be said), Parayko, Binnington, Schwartz, Tarasenko, Edmundson, Dunn, Thomas, Barbashev, Allen, Perron; that's a healthy amount of good contributors for the team. We could go back to the 2016 run and find a few of the same guys - Backes, Schwartz, Tarasenko, Petro, Berglund, Fabbri, Edmundson, Lehtera.
I haven't dug through every roster that had "success" (I'd consider a 2nd round successful if we want to be pedantic), but it
seems that the goal is to infuse the drafted players with either free agents, trade acquisitions, or supporting cast. You'll probably find that everywhere, but I don't see a >50% non-drafted players on the teams we had. Looks like a 55% or greater for drafted players on those teams, but I don't know if that's relevant.
I don't know if you take into account the players we drafted and then traded, but that's also the benefit of drafted well where we're positioned. Sending over Berglund, Sobotka, Thompson+ for O'Reilly only could have happened with a good prospect that a team wanted. Same thing for Bouw and Gunnar, without Cundari, maybe Berra, and Polak maybe we don't make those trades. Ian Cole for Bortuzzo turned out well for us. You can do any number of digging and find trades that turned out positive for the Blues just by the fact that we
did win and that team likely had players we drafted from receiving picks in trades (Binnington and Barbashev come to mind).
I guess just to bring all the thoughts together, we have drafted pretty well based on our position, traded players we drafted that teams coveted for players that ended up helping us win, and now that I'm re-reading your post it seemed like the discussion was about Bluesy picks........... If I'm being charitable to the team, every player they draft is by definition a Bluesy pick, but if we want to quantify the Bluesy pick a la Neighbours, then yea MAYBE 3 were Bluesy picks on the cup winning team. Idk if that agrees or disagrees with you but there it is.