Aside from money, I think one of the major issues I had with toll booths was... Well the booths. Stopping, having to fish out exact change, planning ahead to make sure you had enough change, etc.

Nowadays we have those boxes that we can put in the windshield that automatically bill us later. And that's made me far more willing to take a trip via the highway. Removes a lot of anxiety. And, so far, at least in my experience, they work.