It would seem sensible to upgrade to Catalina first as I know historically Apple makes downgrading difficult. So I'm currently backing up my entire HDD to a bootable volume and going to install either Catalina or Big Sur. Some things are now starting to protest that the OS version is too old to support updates to software e.g. There were a few things like still being able to use Aperture where I have a large catalogue of organised raw photos and 1 Password version 6.86 from the App Store that I paid for (where as the upgraded version work on a subscription model). I've been running High Sierra (10.13.6) for ages on my iMac for no other reason than it works and I didn't feel like I was missing anything. I'll go and read the Ars reviews but thought I'd post here for individual experiences also.
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