I recently had a conversation with a friend of mine, an entrepreneur who runs a boutique marketing firm, about a difficult client she just finished working with. The conversation was actually a follow-up from a few months early, when she was still negotiating the contract and expressed some hesitancy to take on this particular client. At the time she was closing the deal, she had a lot of questions about how difficult this client would be to work with and whether he would make good on various promises made during the negotiation. Her gut told her that he would probably not fulfill his promises, and that taking him on as a client wouldn’t be worth the significant revenue the project would supposedly bring in.