Interesting.
Kings had Doughty #2 overall
Blues had Pietroangelo #4 overall
Obviously not #1 picks but pretty damn close
I don't think we should read too much into it though. For Colorado Makar was the best player, Mackinnon never really accomplished anything on his own until Makar win. Their cup was largely a result of the #4 pick.
For Tampa, they won the cup basically without Stamkos the first time. He was maybe their 3rd or 4th best player for their 2nd cup behind Kuch/Vasi/Hedman
You just need multiple elite players, and the chances of getting an elite player at #1 is pretty damn high
EDIT:
Colorado: Makar/Mackinnon/Rantanen/Toews/Kadri (played insane last year)
Tampa: Vasi/Hedman/Kuch/Stamkos and then McDonagh/Palat were huge for them
St. Louis: ROR/Pietro/Tarasenko and then Binnington was phenomenal, Schenn/Parayko were very good as well
Washington: Ovechkin/Backstrom/Carlson and then Oshie/Kuzy borderline elite
Pittsburgh: Crosby/Malkin/Kessel/Letang and Fleury/Murray played really good
Chicago: Kane/Toews/Keith/Hossa and then obviously Seabrook/Sharp were very good
LA: Doughty/Quick/Kopitar/Carter and then Richards/Gaborik were very good, borderline elite at the time
Boston: Chara/Bergeron/Thomas/Lucic(at the time)/Horton and Krejci/Marchand were very good players at the time
Looking at just the #1 pick is kind of misleading, when I look at the cup winners and even the runner ups of the past 10ish years the trend I see is
3 or 4 elite players + 2 or 3 very good players, borderline elite that can be real impact players. So in total you need about 7 elite/very good players it would seem.
Toronto:
Elite: Matthews/Marner/Tavares/Nylander
Very good: No one. I really like Samsonov so far, Brodie, Rielly is decent overall as well and Lily looks good, but I would not put a single one of those guys in the same category as the cup winning: Devon Toews, Kadri, McDonagh, Palat, Schenn, Parayko, Oshie, Kuznetsov, Murray or Fleury, Seabrook, Sharp, Mike Richards, Gaborik, Lucic, Nathan Horton, Marchand
I think we are missing 2 or 3 very good secondary players to help carry the load. Assuming Samsonov doesn't fall off a cliff, we'd need 2 very good impact players. Pretty much what most of us have been saying for the past 2 years, a legitimate top 6LW and a top4D.