Offer your thoughts or opinion on the input financial query or topic using your financial background.

A merchant requests that checks be made out to “Cash”. Should I be suspicious?
There are legitimate reasons: I wouldn't jump the gun and assume that this person is avoiding taxes, etc. Barbers are usually licensed professions. Since it's generally a cash business, they tend to get audited more often by the tax authorities. That said, I wouldn't pay her with a check -- you have no idea who is actually cashing the check, and you could run into issues with unknown third parties misusing your account information.