It's bizarre to suggest our transportation system is failing them. It's exactly the transportation system they voted for, the transportation system a good bunch of them built, designed, railroaded through poor communities, terraformed cities to support. It's been failing large swaths of people for many centuries, but that generation didn't bother. They built this shrine to the personal automobile.
It's not even a case of buyers remorse. For the longest time in their life, they happily took advantage of limitless cheap fossil fuels, plenty of unregulated cars and wide roads to drive them on, and the best part, they managed to put it all on the tab for the next generation. Its Caligula all over.