... that you can for that money for both a driver and investment.
This is a very hard task as I would want to buy at least number two condition cars that are truly legitimate numbers matching with original VIN and trim plates and solid owner history.
I also would want no hit bodies, especially the frontal area.
This leaves the choices to the small block versions so I would buy a 1963 split window coupe for $60,000.00 to $70,000.00 and a 1969 or 1970 convertible with a 350 hp engine backed by a 4 speed transmission and this should be able to be accomplished for $30,000.00 to $40,000.00.
I would work on buying the 1963 first as that would be the hardest to do.
I would try to buy cars with good colors and as many options as possible.
This $100,000.00 challenge would make me a "price" buyer rather than a buyer who seeks "value" which generally will cost more but with an initial $100K available, I'd go to the bank and borrow the extra money it would take to truly get what I really would want at the end of the day.