> On one hand, nice that we prevent rich guys from running away to other planets

Kessler syndrome has little to no effect on trajectories only briefly transiting any given orbital shell. The collision probability of anything going straight "up"/"out" is negligible.

> On the other hand, a lot of services require GPS

GPS is in MEO, Starlink is in LEO. There's absolutely no chance any material will be propelled up to MEO via a series of even very unlucky LEO collisions, as far as I know.