HN user
CubityFirst
I'm vaguely involved w/ ShareX, so take this however you want.
It doesn't as of a recent update (due to continued stability issues at Imgur). The default behavior is to not upload anymore.
Additionally ShareX pops up a big red warning telling you that you're about to upload. There are some forks (see: ShareNot) that explicitly remove any uploading, but by default there is a registry key, a setting, and a big warning that you can enable that disables uploading.
Typora is a WYSIWYG editor, while Obsidian isn't (atleast not without plugins).
I do find myself editing my obsidian files inside of Typora on a semi-regular basis.
Doing stuff @ Reddit via this sort of thing.
From his latest video where he disclosed / explained his philosphy in investing into Framework.
I feel like training users to input codes into their banking app could lead to other less safe practices.