... when Dylan goes who, of any consequence, is left?
Most of the greats are gone ...
... who's left except the karaoke singers/Frank Sinatra impersonators like Robbie Williams.
Even people who didn't like Chuck Berry, Johnny Cash, Elvis, Hank Williams, etc recognise their legacy.
What legacy will the current top performers leave?
Modern music, like modern football, is better but much worse imo ...
... too slick, too professional, too bland.
Not too sure on your range. Looking at "new artists" e.g. started in this century? Of even more established performers but have not released new material in the last few years?
And "legacy" - setting new trends? songs/music that still get played?
So would Roger Waters count? Rick Wakeman?