A guy that transcends generations thus far is Karl Meltzer. Is he lining up to win UTMB or Western States at 51? No, but he's been running 100 milers since the late 90s, set the App Trail record (now broken) and has remained relatively healthy, with a few 100s on calendar this year, and I believe already ran at least 1 this year. I am curious to see who from this generation will be a Meltzer type 20 years from now, with no signs of stopping. He's truly a unique specimen and who's spot is cemented in ultra lore forever, in my humble opinion.
Pete Kostelnik is a wild story too. So far off the radar that people may forget how truly insane his feats have been. He made that trek from Alaska to the Keys sound wayyy too nonchalant lol.