If I had to base things off how hard I got shitstomped in the "golden era", and how hard those guys dominated the whole div I would put b4nny, clock, plat, enigma, TLR/seagull/harb. But after playing vs people like yomps, habib, laz, jay and slemnish I could argue all of them deserve top 5 so it's kinda hard to rank people based on 1 time span alone.
Given I played all those eras mentioned, I can safely say there are insane prodigies in both who dominate, but I would not harp on boomers too hard since the meta and way of playing the game was just worse back then. I will stand by what I said before, what made those guys really good back then was their ability to learn and if they wanted to play again they would certainly be very good again after a season or two.