Timeline on a lot of the hyperloop stuff is likely a decade or more away. The technology aspects can likely be solved much faster, but the land acquisition will stop it cold. Existing freight rail lines are not going to give up the tracks, the states cannot make eminent domain cases quickly; even in the politics allow it. Further, the hyperloop between DC and NYC will not reduce pilot demand very much. They already fly larger planes between those locations, generally same for all major city pairs. You need a lot of pilots to go from podunk to Chicago. And guess what, there is not enough volume there to support the hyperloop.
The real solution to the problem is pay, and slow market wage protections (from the boom/bust cycle).
Tim