Amtrak has referenced implementing onboard Wi-Fi servers with features similar to the Greyhound/Boltbus Blue in earlier financial plans as a possible revenue source. An obvious issue with deploying such a system to the LD trains is the upfront cost of installing Wi-Fi in all the Amfleet II, Viewliner I and Superliner cars (625 cars total). Then there is the cost of a server hub and keeping it up to date (which would probably be done by a contractor). Amtrak may be waiting for other operators to deploy similar systems first so Amtrak can start with a more mature platform system.
The FY14 Budget and FY14-FY18 5 Year Financial Plan has this to say about Wi-Fi plans in the Capital Program descriptions:
Wi-Fi Program Expansion
This project builds on that success of Wi-Fi in the NEC by extending the installation of Wi-Fi networks to the remaining trains system-wide, beginning with the long-distance fleets. In addition to providing Internet access, the network will serve as a platform for other passenger services (e.g. movies, news, and games) and business services (e.g., on board system communications with Amtrak’s corporate network).
The question is how much revenue is there to actually make from charging a fee to watch stored onboard movies?. Easy to download movies and store them on the laptop or tablets with a lot of adequate storage capacity before setting out on the trip.