I've been thinking about this for a while now, and I don't have anything nearly as detailed. I'd break down skill levels into roughly:
Beginner: learn the ropes, keep wiki open or you'll mess up punishments, glyphs, etc. die often.
Skilled: know the rules & most rule interactions. can beat most sub-vicious maps at first try and can win Vicious with specific builds / techniques. Knows synergies & has a couple of power builds on speed-dial.
Vet: Can find your own synergy and play pretty much anything, anywhere, and have a close to 100% chance of winning. Can VT the Vicious dungeons (not necessarily on first try, mind you!

). If wants to, can rainbow the map (takes time though).
Master: Find & exploit loopholes/synergies/above-power-curve elements; can pretty much do anything, anytime, in the game. I've seen a couple of victory screens by some of the best players and well those are the ones that make you go "wow", and wonder if even the devs know the game this intimately...

Obviously, there's a lot of sub-levels, progress is more gradual, but I see a lot of "Skilled" players, and well we all know some Vets/Masters. Though honestly, come to think of it, the distinction there may be subjective... I may say "wow" to something Darvin, Astral, Sitnaltax, TheSchachter or Lujo posted, but maybe someone goes more "wow" seeing stuff from some of the other vets, or remember names like The Avatar, Sidestepper, Kami, Wald0, or the other folks who have moved on from DD, and whose old forum posts are but mementos to their former greatness. Anyway.
Interestingly... I think that once you're "Skilled" you can start building a Daily streak as most dailies don't actually require mad skills. It does help to have certain predispositions (like, being a puzzler/XP-maxer is usually better for slow/deliberate play than being a time-chaser; being lucky helps a lot; and well concentration is also quite good; not to forget that switching to left-click select & disabling radial menu are lifesavers sometimes).
"Thinker", just without the "ache".