I enjoyed this. I only played it once (I'm trying to sample as many other submissions as I can!) but there seems to be a few multiple routes to choose from and you took the care to branch a bunch of different little character interactions. That's impressive.
The UI is great start and its intuitive. The radio is a nice touch, though 100 channels felt a bit overwhelming! Given more time, I suppose you could make the driving visual frame more unique for each road, but I understand you did what you could for this jam -
My only complaint would be to find some way to fill in the space between each driving point. Some conversations didn't last long enough to fill the time. Though I like the quiet reflective tone overall, it still felt a little tedious just waiting to get to the next destination.
Overall though, this is a really thoughtful entry, and I ranked it pretty highly.