[RocktimusPryme]

I would tie myself in knots with options on that kinda budget.

A year ago I would have said a 61-62 Catalina, but I have since acquired a 62 Cat Safari and scratched that itch.

Ive always said once in my life I would own a black and gold 77-78 Trans Am. I saw Smokey and the Bandit in 1989 when I was 5. That movie and car started it all for me. 65 GTO or a 70-73 Firebird would also be high And honestly I would probably be looking for a car with character with that kinda budget. Sometimes that had been a former race car or something with unique paint.

This is probably going to be an unpopular answer on a forum that mostly considered pontiac dead in the early 80s, but I would consider some low production "newer" models that would likely go up more steeply in value.

For me that would be 1989 TTA, and the late production G8 GXPs.