If:
a) Raydog stays active on the site and keeps submitting memes, and
b) people keep finding them funny enough to upvote, and
c) Entertainer28 and I don't increase our rate of points by a significant margin, and
d) no other user appears who is even more popular, and
e) no other unknown important factors become involved, then:
yes, Raydog will probably become the #1 user on imgflip (probably by the middle of January 2016, or slightly before).
But that's none of my business. :)