It's a tough one, for sure.
Personally, I'm looking forward to a pinephone. I'm moving towards asynchronous communications, and leaving my phone at home, or in a "faraday pouch" (made of [0]) on airplane mode.
Networking is done through an elastic ip vpn that forwards to a known host, so web sites that I want to use, but I don't want to trigger the captchas and 3FA stuff, see the same user-agent and IP address. I also have many "disposable" phones, that I use on projects that require Google Hangouts or WeChat. Recently I had to upgrade my daily driver phone, and I haven't installed Lineage yet. It's a slog, so I can totally understand why people would simply accept what's readily on offer.
At a basic level, my thinking is that "is this better for me?". That is, how are these capabilities[1] going to be used, in my favour, or against me? Since I have previously been dragged into a large investigation (regarding someone else operating under a false identity), and have had to get various clearances from various governments to work on projects (which is more common than I would naively think), the approach that I take is to appear unremarkable.
In the past, when leaving countries that require exit visas (like China, Israel), I was shocked at how much information they had on me, and revealed in the course of the exit interview. But I have to assume that Anglo countries, if anything, have more advanced technical means at their disposal, but decline to use them unless the target is juicy enough. So the reasonable approach is to do my best to make my pattern "normal" and "unappealing" -- maximizing my benefit from these tools, and minimizing the risks of false associations and accusations.
[0] https://www.sparkfun.com/products/retired/10056
[1] https://www.theverge.com/2013/8/1/4580718/fbi-can-remotely-a...