Not to be smart, but since you mentioned Insite, maybe you could find Mark Russo and find out about his experiences.
I never met the guy, but I believe at one time he owned several (maybe 3 or 4) pro shops while he was running Insite.
You could also look at having stuff poured and imported from China - Check out
http://www.alibaba.com/ - you should be able to find some info there. You wouldn't have any problem getting shoes or bags with custom embroidery.
I'm not saying it can't be done, but you're going to be looking at quite a bit of money. It's expensive to just have a company make you an exclusive - using their older cores and coverstocks. When you get into designing your own cores it's probably going to be cost prohibitive. I think the last number floated around was $10-15k just for the core molds.
Also, didn't somebody mention that Elite and/or Bowler's Paradise might be for sale? Not sure if they were joking or not, but might be something to look into.