Nice. We are on similar paths/journeys. I am trying to consolidate down as small as possible vs. just continue to build and store. I'm also looking for elegant solutions for device/storage encryption without the need for software installation. Bitlocker, Picocrypt, and Veracrypt are what I'm currently playing with.

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Have you ever used rsync with encfs? I found that combo fits quite a few use cases for backups w/ encryption. Personally, I only use that locally. I don't sync to cloud services with encfs, but just getting on to another local drive on the LAN via cron is great.

Yes, both - but oddly never in unison! Thank you!

The security flaws are a feature in this case (the encrypted file is identical each time, so it can facilitate incremental remote syncs, as you probably know). One thing I should add from experience: if you happen to try this, don't get fancy on the algorithm. There are incompatibilities with macOS at some levels, so test it. I do hub/spoke one-way, so there is little risk (my GNU/Linux box is the hub. I've been doing this over 15 years and never lost data.