I completely agree. Software that utilizes dark patterns to push me towards behavior that monetarily benefits them while degrading my experience simply rubs me the wrong way.

I completely agree. But most people don’t see how significant free software is (e.g., OP’s friend is using Windows). If a libre system means a worse experience for the user, many won’t care enough to stick with it.

Linux with proprietary software is at least a step in the right direction; I agree that it’s not the final destination though.

I like using the tool called “import”. It’s a command line program that takes a filename for it to write to. It gives you the option to write whatever save name logic you want around it.

Is it possible the rough edges of Trisquel would turn OP’s friend off of Linux as a whole?