X220 is good. You'll want to start using the Trackpoint if you're using it regularly, and an external monitor is always an option if you need a higher resolution.
You may also look at X200 with LibreBoot. Quite a lot of places sell these.
You may also look at X200 with LibreBoot. Quite a lot of places sell these.
I have to ask, though: Are you an avid user of the track point? Are there any hidden settings or "techniques" I'm missing?
I really never got to terms with them and often still use the (not that great) mousepad if I really have to do something with the mouse pointer...
(Of course, since I mostly use Spacemacs/Qutebrowser, that's not too often the case anymore)
Those are very expensive, OP stated that his budget is $300, those are almost $600. I don't know any company apart from Minifree that sells those.