What's a, say, 200 USD app or OS that isn't pretty shitty? There aren't many. In fact, I can't mention one on the post.
I know of a few OSes and app that are decent (at least don't try to track you, show ads to your face, do weird stuff in the name of making profits for a company). These all cost 0 and are open-source. Weird uhm.
That entirely depends on your definition of "shitty".
Some might care about an occasional ad in an app that they chose not to pay for, or never paying for software on principle, and will always choose open. Some might find the need to manage system-level functionality and installation, or make allowances for miserable UI/UX simply because it is open, too much to bear.
But also, there aren't many 30 dollars apps worth buying! It's a weird deadlock. Most app are either crap and free with ads, crap and "free" w/ in-app payments, crap and for $1 or crap and terribly overpriced. For some weird reason, there's little of good development going on.
The weird reason is that customers are totally fine with buying and using crap. Until that changes, there will be no incentive for doing good development.