A BOTL near me fell on hard times and tried to do this.
It didn't work out well, or last very long. In the end
he smoked his inventory, as I suspected he would when
he wanted me to 'invest' in his enterprise.
He was only able to get a wholesaler deal w/ one brand,
and because times were bad, people were buying mostly
high end sticks, or none at all.
At least he liked the brand he stocked, so he did no worse
than get some boxes at wholesale.
I helped to 'launch' his business by buying a 1/2 box of his
stock, and got a good deal. But I know it's difficult to get
started, and remain in the cigar retailer business.
You may have an advantage since you live close to so many
brands/sources.
fyi
Chemyst