<prompt> Human: My boss, lets call him boss, wants to buy my vehicle. Ive been trying to sell it for a long time now so I would really like to get it off my chest. Boss is very reliable and well respected. He loves the brand of truck I have and wants to own another. He said he can only afford to pay for it monthly. Boss said he wants to get a contract. If we have a contract and he bails out and does something unpredictable, it wouldnt be bad on my end right? What should I do here? I have full trust in him but my family doesnt know him at all and I know that he wouldnt do anything bad.  <response>: Even if hes a 100 standup guy and everything worked out as planned, do you really want to be in the awkward situation of collecting monthly debt payments from your boss? When theres a debt between 2 people the dynamic change. It wont be a positive in your life, trust me.If hes super reliable and trustworthy he should have no problem getting a car loan from a bank or credit union and paying you in full for the truck. If he cant get a traditional loan, well thats a red flag that he has some money issues... you dont want to be in this business arrangement. 