Great thread!
In medical school, I started paying to have my dress shirts laundered and pressed (I think it was $1.80 per shirt at the time). Never looked back! Although, since the pandemic, I doubt I've worn a dress shirt more than a handful of times (I was doing ICU at the time, and that was the norm, pre-pandemic).
We pay for a nanny for 40 hours a week, although our kids will start (free, public) school soon.
We've always paid for cleaning help, although presently in between people now, having just moved, and my wife CLAIMS she is enjoying doing the cleaning...
I take my car to the dealer for service, which costs more, although I get a free loaner, which has been very helpful. I also have them do things like tires, which are probably cheaper elsewhere, but it requires another trip to another place and eats another day off.
Sometimes, I don't return things we've ordered by mail. Like, depending on how much it had cost and how much of a pain in the ass it is to process the return and shipping, I'll just eat it.