To stroke or not to stroke......

Being your racing will be bracket racing horsepower is irrelevant. You mainly want a reliable package for your motor regardless of size. I have raced street cars as slow as 17's and race cars as fast as 10's and have had just as much fun running 17's as the 10's and really fun is the name of the game at least in my opinion. I have seen many 318 run very well but if your car needs and overhaul anyway and you already have the 360 you might as well go the 360. There is no clear cut answer to your question, it is mainly a matter of how much you want to spend or how fast you want to go. Again you don't need to be the fastest to do well in bracket racing.