Customers - These days I pretty much deal with large businesses and they're fucking pricks to deal with. Most of them feel that they can throw their weight around, make ridiculous demands that aren't even remotely possible, and want it all done for free. The way they operate is so insidious that they've made being a raging asshole into an art form.
Boss - She feels she doesn't need to know anything about the job and has said as such. So every idea she comes up with is some combination of insane, unfeasible, or illegal. Then the burden is on us to prove why it is insane, unfeasible, illegal, or some combination thereof. Then we write essays on the subject matter and then have a conference call for an hour to discuss with her other direct reports. That is when I browse Bore or SA or read a book on the Kindle app. Then end result is that it takes weeks to get done what used to take a day at most. She also makes Prole levels of money but barely works more than 30 hours a week. Due to some fucked up rules, she pretty much can't get fired.
Direct Reports - There is a guy who works for me who likes to joke that he is semi-retired. In practice, semi-retired means "doesn't do shit" however he is a senior engineer so he draws a sizable paycheck. A cursory look at his work history shows that he should have been fired several times over for offenses ranging from excessive tardiness, sleeping in his office, no call no shows, and even sexual harassment back in the 90s. I wanted to fire him and replace him with a fresh faced graduate who will work hard and work for less than half of the money this dingleberry is making (tis the American way). However HR, the fucking worthless department that they are, fears a discrimination lawsuit by firing some old guy and thus told me that since he is retiring at the end of the year that I'm stuck with him. So I took his giant pile of work and reassigned it to others, and I took a share as well. Now he just likes to wander around with a cup of coffee in his hand and annoying everyone around him.