As stated above, the cigar nazis are always something to think about. A cigar shop with a private club is a great idea, but just as any business, there are many issues that come up. BUsiness is a risky business, just like the stock market. But taking chances is also what makes money.
Do some good research using many tools, RTDA, society input, etc. Base your decision on the fact and use your intuition. As Smoking bans become more and more common place, plus the potential for the SCHIF legisilation to change the cost of all tobacco products with a new President, risk becomes a higher factor.
Just my 2 cents. I have been contemplating the same idea of a private club though.