For me it was mentally exhausting and pushed me to a mental breakdown, working as the office manager for a company that had no working owner. The owner was diagnosed with early onset dementia about four years after I started. He was very good to me and a wonderful man, so I was determined to keep his business running. However the crew was awful, unreliable, messy, fighting all the time (grown men, old enough to be my father...bickering and wanting me to play interference). The owners family were out of touch and were just like "Keep doing what you're doing!". When I decided to finally leave, gave them long advance notice, since I had to move out of town as well...they melted down and begged me to stay so they could get the business sold. Only it's a garbage dumpster business and the crew wasn't even working full time for over 3 years, the owners hadn't taken a paycheck in 5 years at that point.
The only way I could escape the circle of abuse to myself was to block everyone's number from my phone and then even a few months after that I got a text (stupid phone!!) asking if I wanted to do some freelance work for them -.- I ignored it because I was finally out of my depression and back from the ledge, no way was I going towards that again. That was the hardest to deal with on all levels because I was juggling the owners jobs and my own, the only thing I couldn't do was physically build what was being manufactured.
And the owner's kid who was supposed to take over the front office duties was a diagnosed alcoholic who was prone to coming in reeking of drink and started having seizers due to trying to detox himself
It's what I'm good at and love but it was devastating on a personal level because the company itself was a shambles. They had me over a barrel too because I didn't know how I'd escape and explain why I was leaving after 10 years. I got that question often and thankfully could somewhat sweep it under the "I'm relocating" that wasn't enough for a lot of folks though.