1/2 - Here’s my FOSS tool recommendation of the day:
https://github.com/schollz/croc
Croc is my CLI file transfer tool of choice for many reasons:
1. Simple and intuitive enough to pass the "Anthony didn’t use it in 3 months and can still get it working first time" test.
2. Fully end-to-end encrypted, with configurable curves and sane defaults.
3. Works on all OSes and CPU architectures I run (it’s written in Go with CGO disabled 😉).