I love Linux and I would consider myself a power user (understanding HW arch, working with kernel sources).
Basic Chromebook apps (+ Play Store) are something that "just work" for 80% of time for my use-cases (which is, browser and ssh-ing into a power machine in ze cloud/DC). I also have rather good understanding of threat models here, and the quality of the sandboxes and HW roots-of-trust, hardening and software isolation on a typical Chromebook, so it gives me a relative piece of mind for specific use-cases (personal/family files etc.). Supporting an extended family, if they can get used to Chromebooks (it covers 99% of their needs, esp. that Android apps can be installed here) is a bliss.
Customizing Linux is mental fun, but on a road you probably something that just works, and typical Linux is rough at edges - GFX support, hibernation, esp. if you don't want to stick to some LTS distro, b/c you always need this newer package for dev purposes or tinkering.
The remaining 15% is covered by a VM, which seems really nicely integrated (X11 proxy etc). The remaining remaining 5% cannot be covered - custom kernels, custom USB drivers, occasional need to use Windows, but that's fine, I can do that on a desktop or on some random, cheap, low-power laptop.
In essence, it's just a thin client on steroids, which almost always works in its basic form. But if you want something more interesting, there's always a VM with some Linux distro, or Android apps via the Play Store. But these are optional and don't affect stability of the core system, if you don't use them.