For me I just try to stick to what I'm comfortable with. I would enjoy iOS today but unfortunately since iOS 7 I've hated it. I can't get an iPhone 3GS used anywhere. Not that I'd want to since 3G is not gonna be around for much longer so I'd have that looming over me.
So my only options are older Android phones, say, like my HTC Thunderbolt. It cannot get updates, and apps then didn't pull the asinine 'you must update this app to continue using it' model then, and I only use my phone for calls, SMS, MMS, photos, notes, calculator, viewing PDF documents, weather, and music, possibly navigation. All of those things work fine on it, and will continue working fine short of LTE one day EOLing. No Google account, nothing.
So to meet my needs, using apps I'm accustomed to, and having a skeuo UI, that's my only option. In a way, it's better since I keep features many modern phones take away such as the smaller display, expandable storage, USB mass storage support, removable battery and headphone jack, as well as using the very same versions of apps I've known and loved since 2010. On a phone from around that time. It is a time capsule of good memories and times I intend on continuing, while I make money insteaad of spending it on a phone with a half dozen cameras I'll never use, and with less features, while being too small to replace a tablet, but too large to use as a phone, and with a UI that constantly frustrates me.
So that's why I use Android, and why needlessly frustrate myself when I can just use what I like? I'm not here to impress others, or prove anything or tell others what to use. I'd appreciate it if others didn't outright feel threatened by my choice and I do wish they'd stop telling me to 'get with the times' or 'stop living in the past' or 'why do you use that old phone?' I don't tell them what they should use. You should always use what you like. Use whatever device checks all your boxes, and don't let anyone else influence you.
As the old J.G. Wentworth ad used to say, "It's your money, use it when you need it!"