Wow, we ARE alike! So far all I see that are different is our luck with IVs (I use a Porygon-Z competitively even though it has 0 IVs in Special Attack), our home countries and our opinions on Infernape. I agree that it's powerful, but IMO it's even less attractive than Monferno!
Your story with Chimchar kind of reminds me of a small issue with building my Trick Room team: I have an adamant Machop which would be great as a Machamp on my team due to great Attack, low speed and good bulk, but I don't want to evolve it. If I find and capture a shiny Machop (I adore shiny Machop, hence my avatars), that may be another story. Meanwhile, I'll stick with either Shedinja or Scizor.
Just out of curiosity, what nature is your Chimchar?