My iPhone - an Xr, which I bought at the beginning of this year, has had zero problems with upgrading to any of the iOS 13.x.x - I am currently on 13.1.2 and it is operating perfectly.
But I should also add that I do very little if any OTA stuff so I'm not the person to comment.
As a long term writer and screenwriter, I'm partial towards many Apple products - both desktops and laptops - for a few reasons, but the main ones have to do with geeky software - and not getting infected with viruses. I spent quite a few years playing a bunch of weird 'computer games' which were (and still are) initially marketed to the PC market - and every PC (running variations of Windows) that I've ever used, would eventually get infected by one or another horrible viruses which destroyed it. Macs, conversely while not 100% virus proof, tend to be remarkably virus free over the long term. Software wise, as a writer, I'm partial to interesting and strange writing programs (as they used to be called) or apps (as they seem to be called now) and for years and years, there simply were more (and more interesting ones) available for the Mac ecosystem. Many of the better ones - such as Scrivener, a brilliant and revolutionary outlining program - started out as Macs only and eventually ported over to Windows PC's but on the whole, in the weird little corner of the universe which I inhabit, there were just better Apps available.
Photographically speaking I imagine it's a tossup. And if you're a hardcore gamer, no question, Windows PC's and laptops rule. But smartphones seem to have established an entirely new universe with its own rules - and Kevin's point about hardware accessibility is a good one I think.
Long-term Mac computer users (among whom I number myself) have griped in recent years because most of the Mac OS updates have gradually borrowed or incorporated large parts of the iPhone iOS system's seemingly simpler ways of doing things. Hardcore Mac addicts refer to this as 'the dumbing down' of newer generations of Mac OS's - but the flip side of that is that, for most people, iPhone iOS's are really enjoyably (almost stupidly, some might say) easy (and sometimes fun) to use.
But I think they do interface better in some (both obvious and subtle) ways with other members of the Mac universe-slash-ecosystem - so depending on what other types of devices or hardware you want to have your phone communicate with....damn, it can get complicated.
But - and I know this sounds stupid - I love using my iPhone. So I would recommend it for the long-term fun factor .... but maybe that's just me.