[clashmoore]

Okay, I liked your idea of the window moving left and right and I tried to parse what you said and how to set it up as I haven't done shortcuts like this before.

In every app's menu bar (so like Safari or Chrome), there is the Window menu item. If you open that then press and hold the Option key on the keyboard, you'll see some alternative commands - two of them being:

    Move Window to Left Side of Screen
    Move Window to Right Side of Screen

You'll need those exact command names when you open Apple -> System Preferences -> Keyboard -> Shortcuts tab. Then under App Shortcuts you can add some new shortcuts, where you can assign the Ctrl+Option+Left to the command title "Move Window to Left Side of Screen"

Once added, as you've said - once they are bound they will appear in the Window menu now as well.

[chrisweekly]

MacOS built-in shortcuts are cool I guess, but when it comes to positioning windows, no way should you limit yourself to left and right. My preferred tool is "Divvy", which isn't auto-tiling per se but has really granular and straightfwd "set it and forget it" config. I've got muscle memory for sizing and positioning windows across displays in horizontal and vertical halves and fullscreen. Piece o cake, no brainer.