I agree with
@Carl in that you need professional help, perhaps a tax lawyer ---- your tax guy's proposal adds another layer to a complicated set-up. For your own protection ( legally) you need to keep it as simple as possible. You have to know what you are trying to get to -- a S-Corp, backed up by an LLC / sole proprietor business may not be the best. IMHO you need to legal advice , just so you can achieve your objectives -- it is not a pure tax question.
