I can't put my external monitor into portrait mode since updating to monterey

Hi fionaq96,

​Thank you for using the Apple Support Communities. We know it's important to be able to use your display in a way that works for you, and we'd like to see if we can assist with this. As we understand it, you're using the same monitor and adapter configuration, but don't see the option to rotate your display since updating. Is that right?

For verification, is this the process you're using for macOS Monterey to Rotate the image on your Mac display?

1. "On your Mac, choose Apple menu  > System Preferences, click Displays , then click Display Settings.
2. Select your display in the sidebar.
3. Click the Rotation pop-up menu and choose how many degrees to rotate the image on your display.
4. In the dialog that appears, click Confirm.
5. To return your image to its original rotation, click the Rotation pop-up menu and choose Standard."

If you don't see the Rotation menu as described there, try creating a new administrator account on the Mac to see if the issue occurs there. This will help in narrowing things down: Set up users, guests, and groups on Mac

Keep us posted on the results.

Take care.

I was struggling with the same issue and discovered the DisplayLink Manager will do what you want. Download and install here: https://www.synaptics.com/products/displaylink-graphics/downloads/macos

Hello fionaq96,

Were you able to test this in a newly-created administrator account yet? Knowing how it works there will determine if you have a system-wide or user-specific issue and point to next best steps.

Best wishes.

Hi fionaq96,

We appreciate the screenshot. Are you using two monitors with your Mac? Does the same thing happen with both?

Cheers.