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1. Yes, and I recommend an Clara or an older used Glo HD or Aura 2. Specifically, avoid the ones with waterproofing or without access to the internal memory.
2. C++ with Qt (use NiLuJe's toolchains; I've also dockerized them if you don't have an up-to-date libc), Python with Qt, HTML+JS in a browser, or Rust (with eink stuff based on Plato). Go also works (it's what I usually use), but there aren't any pre-made libraries that I know of.
3. Just play around with stuff over SSH to begin (especially if you aren't familiar with Linux yet). Afterwards, look at Plato (don't worry about the funny symbols near variables, those are for the borrow checker). If you're planning on using Qt, you won't have to bother with much of this.
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