There are specialist oil changers in my town. I drive in an 30 mins later I drive out. Paying about 150% of what it would cost me to do it.
Not a criticism, though - I'm very much in the same 'place' as you - trying to find a better balance of what to do myself vs. outsource... and I fear I often get the balance wrong, on the side of not outsourcing enough.
Case in point: I recently changed my GF's car wheels, over to the winter wheel/tyre set. Ahead of time, it's an easy calculation: a few minutes per wheel (I've got good tools including an impact wrench already) saves her a decent amount of money, plus the time to/from/waiting at the garage. But it's easy to underestimate: it may well be 10 minutes-ish per wheel, but this ignores the time spent wrestling the 8 wheels from/to their storage space, plus the relative hassle of having to have somewhere to store them at home. I should have probably not interfered: she'd not really have missed the money, and I could have spent that hour+ doing something more fulfilling (maybe).
I prefer to do some repairs myself, because I don't like waiting for my mechanic. Replacing the brake pads took less time than driving to the mechanic and returning home with public transit. Hell, I spent more time in their waiting room than changing my oil.
There's no standard oil filter location; in my car it's at the front of the engine and accessible just by popping the hood and removing the engine cover – no tools required (although a wrench is useful for the filter housing).
It's definitely more work to access the oil pan plug, but not so much that I'd rather schedule an appointment somewhere, drive there and wait and drive back (and pay extra for the same oil and filter).