Under the right circumstances, starting a business with one of your siblings might be a good idea. Your chances of success will be higher if you and your sibling can communicate effectively and have different skill sets, according to Avi and Noemi Millman, the sibling team that founded Stray Boots. "It's important to establish right away who is responsible for what, and agree on where you want the company to be in a few years," Noemi Millman said.

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