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[GloriousCoffee]

By 'boot an image that supports encrypted devices', do you mean boot by MrFixit and launch the Thompson installer from it, except do not use the 'CRYPT=y' parameter when doing so?

If that is correct, do you mean to write installation to another USB/SD and then run the Thompson installer from that USB/SD and then write to eMMC the second time, and in that process add encryption with 'CRYPT=y'?

Yes, that's what I did, tedious, but worked great. No idea on the startup looping you're seeing though.

Hm okay,
could it have something to do with the window manager seeing how it switches back to tty perhaps? What window manager did you install? I have tried both Cinnamon and Mate