If I wanted to evaluate a career statistically, I wouldn't value titles at all. If the best in the world are all competing against each other at the Ondrej Nepela Trophy, there is no reason to abstractly value this competition more than then Olympics unless skaters are timing themselves for a peak later in the season.
So if I really wanted to evaluate skaters "statistically" I would probably design a multiplayer variation on the
Elo rating system by approximating each event as a pairwise competition between each competitor. There are also variations which include "momentum" into the rating system that would probably be relevant for skating. Like I said, there is no statistical reason we should value an Olympic win more than a Nepela Memorial Trophy win if all the same competitors are there -
except if a skater is intending to peak at the Olympics, in which case Elo deals with that by updating the scores based on current relative scores (meaning if you are under-scoring because you haven’t peaked yet, you’ll get a much bigger point boost from winning than someone who has dominated all season).