Who can play the fastest or the most complicated piece?
Maybe what they contributed to the guitar world, or who influenced who.
Is there a particular genre and/or era.
How about; Django Reinhardt - Jazz-40ties
Charlie Christian - Jazz-40ties
Chet Atkins - Counrty-40ties
Les Paul - Country-40ties
Eddie Cochran -The sound behind Elvis's prop guitar
Lars Johan Yngve Lannerbäck -Neo-classical- 80ties
I am not a guitar officianodo and more inclined to like music for what makes me want to dance or sing along.
Maybe the best guitarist are the instructors here that take the time to share there knowledge with us.
These are excerpts from Wikipedia and The Guitar Handbook by Ralph Denyer