I think the renting analogy is a decent one and I’m on the other side of this, so let me give you my perspective.
When you own a home, you are 100% liable and responsible. If anything breaks, it’s an unexpected demand on my time and/or an unexpected expense. When you rent, you just call the landlord and say “shit’s broke” and it’s no longer your responsibility. I don’t have the mental bandwidth these days for the unexpected demands the house places on me.
This is _exactly_ the experience I had with Android versus iPhone.
I bought the original Android Dev Phone 1. Still have it somewhere. Moved to a Galaxy Nexus, Nexus 4, couple of OnePlus phones, etc. Used the stock Android, Cyanogenmod, LineageOS, and others. Did all sorts of fun stuff.
Then my life got busier and busier and busier and I found myself sitting up late one night dicking with fixing something on my phone again and just was like nope, this is not how I need or want to be spending my time. My life has only gotten busier since. I don’t have time for suddenly finding out one day that the last update that I installed broke the microphone on my phone and I can no longer use it as a phone.
Using the iPhone is having a landlord. If it breaks, it’s just broken. Not only do I not need to feel responsible for fixing it, I couldn’t if I wanted to. It takes up no space in my head.
So the fact that Apple (1) generally doesn’t release terribly broken software; (2) supports their devices with updates for a long time; and (3) is vaguely respectful of privacy and security makes the iPhone an obvious winner for me.
Even just making sideloading _available_ is going to shift the space my phone sits in my head. It’s no longer going to be “it works or it doesn’t, if it works and you don’t like how it works that sucks nothing to do about it so you may as well forget about it”. It’s going to be a constant “this is vaguely annoying I bet I could find a replacement dialer that _does_ allow you to search your call history…”. I’ll literally pay a premium for someone to take options away from me rather than have yet another place I need to exercise my self control.
I already spend all day with needy computers fixing and improving and such. Having a dumb appliance that lets me not do that is what I _want_.