Share your insights or perspective on the financial matter presented in the input.

A merchant requests that checks be made out to “Cash”. Should I be suspicious?
If the business owner doesn't want you to pay him directly, the only reason I can think of is breaking a law. It can be because the business doesn't legally exists, or because the barber wants to evade taxes, or because he doesn't pay his child support or doesn't want his income to be apparent to his debtors in a bankruptcy proceedings. Either way, stinks.