One of the toughest type of clients are the ones who don't usually work with designers or illustrators normally. Often they don't know what they want until they see it. Here is an example for a client who wanted artwork to wrap a mobile food service truck.
I was excited by the idea of having a 14 foot truck covered in my artwork, cruising around Manhattan. After much back and forth, the client wanted a copy of an existing stock sign of a rooster and the job entailed quite a bit more than was originally agreed upon and the project was killed. Below are the first two rounds of concepts/designs. The final was a version of the rooster not shown here.