On the Web site, it mentions classification by Medicare as an SGD but as you know, until/unless the Gleason act passes the House, SGDs are capped rentals now and the laptop and interfaces probably are not covered, only the software. If you go for it, I would ask for itemization so you can buy an Air on your own if theirs is marked up, though then they would probably jack up the install (sorry for cynicism).
If I am reading correctly, the VA covers the entire package, though. Also, as a general reminder, get any DME you need before enrolling in hospice, lest you have to go in and out as we saw on Augustmoon's thread. Maybe someone more legislatively adept can estimate if/when the House might pass the Act.
Following my mantra about trying cheap things first, I would d/l the AssistiveWare software demos for your existing laptop and try to borrow a less glitzy switch from your state's ATP program or a patient or loaner closet and see what he can do w/ that first. Using a virtual keyboard or speech panels, if he has not, is an art in itself, either way and he can see how it would be. Also, if he has head movement, he can use that w/ the iPad without any additional software. I'm sure the switch is great, but Hannibal's title is Director of Sales for a reason. On the other hand, you may have VA coverage, so I'll stop here.