There's definitely a trade-off. It usually means having a quieter digital life, and that can in turn push you to think of alternate or IRL ways to do things. Everyone needs to find their own personal level of privacy they are comfortable with I think.. it shouldn't be an obsession or detrimental to your life.
bledley
Syncing tasks app with Thunderbird using CalDAV rather than your json method is one way of doing it. There may be other tasks apps out there though?..You'd need a CalDAV service for hosting the tasks..I use Posteo (email/calendar) and it supports this.
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Even if you do not want to use the command line/terminal very often, it would be worth just learning how to install, remove packages and update your system. Just those few things will likely make your whole experience much easier.
we should always make time for play (in general)
They're not really debloatable but you can use alternatives. Newpipe can handle YouTube. Invidious instances in the browser. Something like libredirect can send you to alternate front ends for Reddit.
Don't find much use for them personally but some are in the tabs frame of mind and some are in the buffers, whatever works for you.. I just think in buffers and the buffer list. Maybe if I have a very separate set of work going on I might want to put it in a tab. I think of tabs in Emacs more like a workspace or session (ala Tmux)
it drinks more coffee
Very comfortable with Rofi. It's especially nice in a window manager as it also works as a switcher or shortcut to your open programs.
The keybinds you can set up in e.g Ranger for navigating or moving files are incredibly fast and easy. Sure you could just use shell commands/aliases etc. but the visual representation of the file system that a TUI provides, I find really useful.
Openboard with swipe is the current champ 💪
There are so many books out there but I really like 'Keys to Drawing' by Bert Dodson. Start simple, you only need a pencil and something to draw on.