Congrats on your semi-retirement and upcoming full retirement, along with you being fiscally responsible when it comes to your future. Believe me, once you're fully retired you'll never want to go back.
As far as cheating and going to a Corvette... Do what makes you happy. Don't worry about what others think. But keep in mind, moving up 20 yrs in technology is like going from a tricycle to a rocket. There was a leap (albeit a small one) from a 986 to a 987 and a bigger leap to a 981. Anything 20 yrs newer will be light yrs ahead. Shop around a bit in that $65 price range and see what's available. autotempest.com lets you modify your search to find multiple options that fit your requirements. Maybe you'll circle back the the C8, maybe you'll find something else.
Here's an option.
https://rennlist.com/forums/market/1285760
The journey can be as much fun as the destination.