My ideal transportation arrangement is a subway pass in my wallet and nothing else.
Which, in the USA, pretty much limits you to New York, Chicago, and Boston, it seems. Not that those wouldn't be my ideal places to live anyways, but it's still frustrating.
Sometimes I wonder why public transport doesn't raise the prices during rush hour to create an equilibrium where the trains don't become sardine cans. I guess economically and somewhat ethically it might be harmful.
I pay $10 to get to work and back in rush hour. Parking is $12 for the day, plus gas and wear and tear. I would gladly pay some extra cash if it made the trains emptier, cleaner, and more reliable.
Lots of cities have problems with their transportation capacities, but simply shuffling people around isn't going to fix that.