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Quite a big ask to tell a 93 year old to learn Linux just to get Calibre working on a Chromebook. I don't like proselytizing Linux in general, but this feels egregious, IMO.
Again, if calibre is literally the only reason why he needs Linux, I'd personally just sticking with a bog-standard Chromebook (rather than the developer-specific options that some other people are suggesting) and get some purpose-built hardware on the side just for handling calibre. Look at a mini PC, a Mac Mini, an old chunky laptop, etc. Hell, a Raspberry Pi with a sufficiently large SD card or an external USB HDD could probably do it.
I went through a Windows Purge in my household some years ago, except for my living room HTPC, whose sole job is to boot Windows and run Kodi. I've been meaning to even wipe that one too (because every time I boot the gosh-darn thing it spends the first hour pegged at 90% CPU while Windows updates and anti-malware scans run against my will in the background), as soon as I can figure out how to migrate the Kodi database to a Linux install. But the point being, it's fine remaining a Windows device for the moment, because it's only got to run the one thing, and my overall frustration/interaction with Windows is minimal.
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