They built the MTA when they still had the flexibility to do it. Portland is too developed now, too many entrenched interests, it'll never get done.
Listen, I am on the same page as you - I would love for it to happen. I would vote for it. I would pay taxes for it. But the reality is that it isn't going to happen, and if you densify the city without the transit, you will have these problems.
Or make the bus suck less. Curbed bus lanes with fat fines for violators would do more to change urban America than anything else; a de facto revival of the streetcar. Why drive through the gridlock at 7mph when the bus is going 35mph right past you?
It's not "making" driving suck, it's allowing driving to suck as a result of market forces. We could stop forcing restrictions on property owners that prevent the natural, market-driven move to mass transit as density increases.
densify portland -> improve tax revenue -> improve transit.
nyc certainly benefited from aristocrats and lax labor laws when building the subway, but this isnt something that is impossible for portland. trimet is already huge for a city as small as portland. improving density will only help transit services.
it doesnt have to be subways -- the willamette flood plain isnt great for subways anyway. portland should continue to build out its bus service and cycling infrastructure. portland is already pretty reasonable for living without a car, it will only improve with density.
Listen, I am on the same page as you - I would love for it to happen. I would vote for it. I would pay taxes for it. But the reality is that it isn't going to happen, and if you densify the city without the transit, you will have these problems.