I like your idea about the Interstate Highway rights-of-way. In northern Virginia, the Dulles Toll Road and the Dulles Greenway (the privately built and operated extension) includes land for rapid transit, which is currently under construction (Washington Metro Silver Line)
The captain sails his ship as he damn pleases, and if that means running it aground or sinking it, so be it.
Hold on there a minute. The Captain of the Costa Concordia found out the hard way that it wasn't his ship. If the calamity is bad enough, there will be an investigation and repercussions. Of course, it makes sense to be near the lifeboats anytime you doubt the Captain.
The less time planning, the more time programming.