Spent $250 on an office chair and it was completely worth it.

...only after spending $150 on another two in the last four years. I got a nice $200 chair + rollerblade casters and I love it, and I plan on keeping it until it is beyond repair. I'm a work from home software engineer, and this purchase was something I probably should have done a long time ago and saved the other chairs.

So yeah, if you're gonna have something as part of your daily routine, don't settle. Buy it for life.