Definite NO. "Squirrel" has a negative connotation when used in slang terms:
TOP DEFINITION (from urbandictionary.com)
Squirrel
A
promiscuous man-whore, who constantly seeks
sexual pleasure which he calls a "nut".
I was beginning to think you were unlike the other cheating men of my past until
you hit on my sister. You're nothing but
a Squirrel, just like all
the others!
I have also heard it used in a slang term to disparage a person who is supposedly acting in a passive-aggressive manner (like the proper noun of squirrelly).
Either way, Isaiah Whaley is not like either of those definitions. Not. Even. Close.
Find something that actually describes him and his meteoric rise better.... MUCH better.
Edit: From what I have read he seems to like Pork Chop (the meat as well as the nickname), so if no one is able to come up with anything better, than I definitely choose that over Squirrel.