I don't know if you have read "Hi Fidelity" by Nick Hornby (or saw the relatively awful film adaptation), but I am more or less like that guy - I'd agonize for months over that list, because it's full to bursting. I'm dead to you though lol because Chelios is nowhere near it. The initial list, the ones making the first cut, would probably be something like:
Gretzky
Messier
Lemieux
****ing Glen Anderson
****ing Esa Tikkanen
Fuhr
St. Louis Blues #16 Butt Hole
Bernie Federko
Dale Hunter
Denis Potvin
Paul Coffey
****ing Crosby
The 1991 Minnesota Choke Stars
The guy in charge of electricity in Boston Garden in 1988
Kevin ****ing Lowe
... I'm too angry to type any more lol ... but there are more.
EDIT: ****ing Barnaby