It's to hard to make a single decision!
If money really was no concern, I would have 2 boats, ( or maybe more)
Donks 40 cruising cat with a couple of big diesel auxilleries sounds great, and thensomething like the sunfast 3600 to race. Set the sunfast up to do cat 2 races.
Can see myself at hammo after a days racing, heading back to the cat for apre race drinks and nibbles.
After a couple of years thrashing the sunfast, trade it in on the next latest & fast little toy.
As I have a real soft spot for old timber yachts, may have a share in something on Sydney harbour, with a couple of like minded people, and do some classic racing........only a " share" mind you.