Someone walk me through rotating screen on chromebook?

If you want it to stay that way, Settings > Device > Displays and pick the orientation there. The shortcut can feel like it 'undoes itself' on a convertible, because flipping it into tablet mode hands control back to auto-rotate.

ctrl + shift + the refresh key, the circular arrow where f3 sits. every press turns it another 90, so tap it four times if you overshoot.