Well I'm assuming someone has probably already pitched something like this to them but as it's a budget service they do not want to add any more to their cost structure. I'm ball-parking that tech company would probably sell this to them for about $80k for the development plus a couple thousand a year in maintenance. Maybe they could add $1 to their ticket price as a premium service and if it was widely popular they could just add it into price structure (with some margin).

(side note - is this a common business concept or term, for adding premium services and then just adding that into the price later with the services included?)

Could a savvy hacker whip something like this up fairly easy? Possibly, but they would need to find this person first.

There are a few reasons. First, the Wi-fi only works about 70% of the time even though the buses are new. Second, these fleets have hundreds of buses. It's not clear that mapping a given bus to the schedule it will run is a trivial problem. Clearly that information is already in the dispatchers' and drivers' heads, but is it in a computer system?

Finally, Megabus already has a system that's supposed to send you a text message if the bus is delayed. It never works.