To be honest, this is in your head, and heads vary. I for one don't experience this feeling whatsoever:
>You can say "so what, it still works!" but I think there are weird psychological effects at play when you can make a direct comparison like "Android 37 was released 8 weeks ago but LineageOS is still on 36!" It makes Lineage feel like a second class citizen.
Eight weeks, really? That's a blink of an eye. I didn't even know we're on Android 37, thought it was 9 or something.
Pixel 2+ with GrapheneOS, RattlesnakeOS, or CalyxOS provide pure AOSP experience sans Google and track latest Android releases within days. Depending on your needs you can control your own image build pipelines and still get verifiable boot and automated OTA updates.
Lineage runs on phones that have far superior hardware spec wise to the Pinephone and Librem 5. And I'd wager there's more people working on Lineage than there are working on Librem's and Pine's phone OSes combined.
You can say "so what, it still works!" but I think there are weird psychological effects at play when you can make a direct comparison like "Android 37 was released 8 weeks ago but LineageOS is still on 36!" It makes Lineage feel like a second class citizen.
In contrast, if you have a phone that is designed specifically to run a custom non-Android-based OS, there's nothing to directly compare it to. Sure, you can say things like "I wish my FoobarOS phone had Google Pay like Android does", but you still inherently get the fact that they are completely different platforms and won't have app/feature parity.
I used to run CM years ago, but quit even before the LineageOS fork/transition, because I was always looking at the latest-and-greatest Android releases (even for my particular phone hardware) and feeling left behind. And it was even worse when things should have worked but didn't because of some peculiarity of CM, or things like apps refusing to run on rooted phones.
I'm really considering getting a PinePhone just to try it out. I know that I will miss Google Pay and some other things, but I'd be going into it not expecting those to be there, and expecting it to be a different platform with a different experience and different features.