Instead of procrastinating it further (it's been nearly a week since I've had most of this written, and longer for the actual order), I'm hitting post.
I've had time recently to refine my version of the top 100 list, which isn't completely original. It's more the consensus list+my preferences rather than a wholly original list. It also only runs 16 names deep, as I'm still trying to come to grips with that secondary tier of players. I do have a bias towards modern players, and an emphasis on regular season performance over playoffs, as well as my basic statistical analysis of player performance.
1. Wayne Gretzky
2. Gordie Howe
3. Bobby Orr
4. Mario Lemieux
5. Ray Bourque
6. Jean Beliveau
My top 6 is pretty set in that order, until a couple active players retire. I'm opting not to break up the Big 4, but there are days when I'm valuing prime over peak when I swap Bourque for Orr. He was so good for so long, and Orr really only had 6 unique years. Beliveau and Bourque sometimes flip-flop too depending on if I'm valuing #1Cs or #1Ds more at that time.
7. Patrick Roy
8. Sidney Crosby
9. Dominik Hasek
10. Alex Ovechkin
The two biggest debates on here, with locked in partisans on both sides. I still can't split any differences between these four players to any meaningful degree. In my view, Ovechkin has higher upside to break into the top 6 than Crosby, because of his uniqueness. Crosby's issue with moving up is that Mario peaked higher than he did, and Beliveau probably will have aged better than he will.
11. Red Kelly
12. Jaromir Jagr
13. Nicklas Lidstrom
14. Bobby Hull
15. Doug Harvey
16. Maurice Richard
Again building off the consensus list here, though I am less certain about the order of these 6 than those higher on my list. I think I'm comfortable with my three tiers, less so with my inter-tier order. You can probably tell from my Beliveau/Harvey/M. Richard placements who I really credit for that 50s Montreal dynasty (Henri Richard too). I don't think any of the players I have ranked below Maurice Richard can jump ahead of him, but I haven't done enough analysis to properly rank my list down to 25. I do think my ordering is a bit odd due to not wanting to place same position players next to each other right now. After 16, I think Howie Morenz, Denis Potvin, Stan Mikita, Eddie Shore, and Phil Esposito would be my next 5 (though not necessarily in that order), and Martin Brodeur my next goalie.
I will say that I'm most comfortable with my forward rankings, less so with my defenseman rankings, and mainly superficially confident in my goalie rankings.