grobi VS autorandr

grobi (link) (xorg)

I don't know about whether desktop environments support this. I was going to say you may need to write a script for it, but I see https://github.com/fd0/grobi definitely supports it.

I am using an xrandr helper (grobi) to set my screens up when connected. Problem is, my awesomewm config can only handle those changes on start. So I am just restarting awesomewm on screen change.

could use the postswitch hook provided by autorandr, though this would require letting autorandr manage your display layout as well: https://github.com/phillipberndt/autorandr

autorandr worked great for me for hot plugging when I would frequently use my laptop with two external monitors.

Autorandr does run in the background as it is a daemon. For systemd integration see https://github.com/phillipberndt/autorandr/blob/master/contrib/systemd/autorandr.service

I use autorandr (https://github.com/phillipberndt/autorandr) to load display configurations with a hotkey. I'm 100% sure there is a "better" way of doing so over my setup.

If your using X11, try autorandr. It's a bit clunky for me with the windows moving around after waking up but they eventually find where they're supposed to be... mostly.

I would suggest taking a look at something like autorandr to help dynamically adjust your settings when you connect/disconnect.

There's also autorandr that allows you to save monitor setups and automatically switch between them as you connect/disconnect displays

autorandr (link) (xorg)

No, but you can save settings to script and run on login. Arandr does it with GUI. Autorandr automates and manages multiple setups.