Thank you for all your advice!
After digesting just about every Thinkpad T and X model I think I'm going to settle for a T440p as my main work machine and a X220/X230 (with keyboard swap) as an ultra portable. Just waiting for the right deals on used thinkpads in my country.
I have a framework laptop which is built around repairability, and for I/O they have swappable ports where you can choose whatever I/O you want (I have 2 usb-c ports, an HDMI, and 1 usb-a, which is all I ever use at once anyway). The 13 inch model I have only has 4 of these ports though, while the 16 inch has 6 I believe.