Re: Will John Isner ever win anything big?
Hard court series.
The current greatness league of active players in order of achievements to date (a factual comparison rather than fan biased assessment):
Federer 19 GS, 6 Year End Masters, 26 Master Series.
Nadal 15 GS, 30 Master Series, 1 Olympic Gold.
Djokovic 12 GS, 5 Year End Masters, 30 Master Series.