Though to be fair, this is a bit rich coming from a blog that I'd describe as a "fuck off blog". This was incredibly difficult to read. I'm all for people doing whatever they want with their site (I'm guilty of doing ornery things on my site because I enjoy it and the aesthetic), but I find the irony palpable.
Regarding the communicative iterations where you desperately (read: hopelessly) try to convince a client otherwise as they demand something unreasonable; 100% on-point. In my consultations with a close friend I've found that it's not only hard, but interpersonally challenging to say "no" to someone when you're either being compensated by them or in some personal relationship with them that you don't want to jeopardize. The best advice I've recieved regarding business operations is "don't do business with friends", and I imagine this kind of situation is one of the biiggest reasons why. Someone being set on a terrible idea and relying on you to implement it is not pleasant. My experience with this to date has been informal, but I'd imagine that once legal contracts are involved it becomes hair loss-tier stressful to deal with.