Since we all love a tale of batshittery, CFery or general unreasonableness, lets have a place to vent and commiserate over our most unfortunate alliances.
I'll start with a tale of my Great Uncle Dickhead.
GUD was a relative on my maternal side of the family. He was an alcoholic who ran a pub and mismanaged his finances to the extent that he went bust and ended up owing a lot of money to the inland revenue.
My Grandfather on my father's side was an accountant who specialised in dodging the revenue and offered to have a look for a reduced rate and see if anything could be done. It ended up being such a mess that after a lot of work, GF had to tell GUD there was no way out of it and he would have to pay up. GUD kicked off and refused to pay GF for the advice.
GF died a few years later and GUD came to the funeral only to kick off again and tell my GM what a shit accountant GF was and how he had been screwed over. He was told to leave and my DF never spoke to him again for the rest of GUD's life.
Any others?