The Oilers 3rd center is a #1 OA pick lol. And the Penguins have usually not had "decent enough" support wings. They had league-worst wingers for most of his career until Guentzel joined when Crosby was nearly 30. He played 4 regular season games and a playoffs with Hossa. Otherwise their wingers have been bottom-6 players, undrafted guys, and washed up vets.
Kunitz was on a career worst 1 goal in 40 games drought. Yet the Penguins still managed to win
Yeah but RNH and Draisaitl were already on the Oilers even before they won McLottery, Crosby had Malkin and Staal in kind of a similar circumstance. McDavid did have Hall and that should have been a point for him but then the moron GM trades him for a no.3/4 D-Man.
If you actually look at the two teams, the Penguins front office has done waaaaaaaaaaaaaaaaaaaaaaaaay more to give Crosby help. McDavid is in his 7th year and the Oilers have never spent one single 1st rounder yet (hopefully this has got to change this year). But look at these trade deadline/in-season adds
McDavid's Management:
2016 big move - Adam Larsson for Taylor Hall (lol)
2017 trade deadline add - David Desharnais to played 4 line center
2020 trade deadline add - Andreas Athansiou + Ennis
2021 deadline add - Kulikov for a 4th round pick
2022 deadline add - Kulak for a 3rd round pick
Crosby's Management (I'm not a Pens fan so there probably are more than this, these are just what I can recall):
2008 - Marian Hossa - trade deadline 2008
2009 - Bill Guerin + Chris Kunitz
2011 - James Neal
2013 - Jarome Iginla
2015 - David Perron
2015 - Phil Kessel
2020 - Kapanen
2020 - Zucker
2021 - Rickard Rakell
Brett Kulak is the best player the Oilers have added at the trade deadline in McDavid's career to give him help. Until Holland last year finally added Kane and Hyman as UFAs basically, the best winger the Oilers an Oilers GM had actually added to the team was probably Patrick Maroon, a guy who is what like Tampa's 8th best forward if that? Think about that for a second.
They fluked into Evander Kane last year only because Kane's wife went off the rails, I don't think that happens if she doesn't lose it on her social media.
And yes the Penguins won in 2009 ... because Malkin and MAF were the two best players in the Stanley Cup Final by a fairly wide margin. McDavid probably does not have that luxury. Even the Pens blue line that year was better than people give it credit for, Gonchar, Orpik, Letang, Goligoski was a very strong top 4 at that time (this is before Orpik, Goligoski/Scuderi fell off some and Gonchar was still playing at a 60 point clip as he got healthy, Letang was breaking out as that year went along). I don't think McDavid has had a blue line that good behind him in his career nor a goalie who can elevate to super clutch levels in big games.