This shows the top three goaltenders in career NHL regular season victories (HR's page shows the #1 guy alone - although I find the churn lower in the list just as fascinating), at the end of each regular season. I may expand the list out to ten at some point - when I started, I thought "oh, three will be plenty", but now I'm not sure.
I found it interesting to see how much it's changed, and then not changed - it seems like there's usually a group of goaltenders who approach the top marks in lockstep. When I started following the game, it was always Sawchuk/Plante/Esposito, and that's partly what was so fascinating about Patrick Roy approaching the mark.
Anyhow, my next step - and this is harder - is identifying the date/game where the leader took over the top spot. This is straightforward for recent seasons/records, but becomes more complicated as we go back into time.
I'm also planning on doing the other "big two" for goaltenders - regular season shutouts, and postseason wins.