here is a question...although my squire affinitystrat does sound good, would an upgrade in pickup make it sound better?
Yes. What sort of tone are you chasing?

This is assuming that you have a decent amp.
Gilchrist custom
Yamaha SBG500
Randall RM100 & RM20
Marshall JTM45 clone
Marshall JCM900 4102 (modded)
Marshall 18W clone
Fender 5F1 Champ clone
Atomic Amplifire
Marshall 1960A
Boss GT-100

Cathbard Amplification
My band