I spent $360k on a F430 Spider. I hope your big pile of cash is BIG.
Whatever you do, don't wimp out and get a coupe. Get the spider.
Don't get a 355 the maintenance will suck, and its too outdated. Anyone that buys one of those now, can't afford a Ferrari and shouldn't be buying one.
360 Spider is a nice ride, but if you can get in a F430 you will notice a nice difference in power. Also the F1 transmission in the F430 kicks butt on the 360 and the 355 can't even compare.
That's my
