Love my 2018 11” Pro, it’s flexibility and power is hard to match. That said, I’m of the mind to upgrade my primary computing device on 2-3 year cycles, so I could be brought around to a 2021 Pro. I’d bump up to 12.9 this time (new magic keyboard, no new pencil).
What would get me is mostly software based stuff (though knowing Apple they could always dress up the software as only possible on the new, more powerful processors). Improved multitasking with an eye toward true external display support is #1 with a bullet. My job has also swung heavily into video editing and production, so a full featured FCP available on iOS would be a selling feature too (Luma is great but it’s graphic effects are limited, and F Abobe straight to hell).
Ever since the Magic Keyboard, I am totally addicted to the idea of completely modular computing, and that external display support is the final domino to fall.