You probably need strong use-cases that DON'T involve in-the-courthouse access. Or you need an influential chief judge or court-clerk department executive in some visible jurisdiction on your board of advisers.
As a counterpoint, all the courts and jurisdictions I practice in permit attorneys to bring an electronic device into court. (Although may god have mercy on your soul if it should make a noise in court). Several have implemented e-filing and provide wifi in the courtroom for attorneys. One has laptops provided by the court on counsel tables to access the court's filing system and in another the prosecutors have computers in the courtrooms which are on their office's network. Come to think of it I can't think of ANY court I've been in the last 5 years which doesn't permit attorneys to bring in electronic devices. Non-attorneys -- yes, they are not allowed to bring in electronic devices.
That being said, a lot of courts are starting to soften up on these standards. For instance, I've been an infrequent visitor to NYC criminal and family courts, and lots of judges already allow the use electronics in the court rooms and some attorneys even use an iPad as their primary reference (but not notetaking) device.
Getting an influential CJ/Clerk on our board sounds like a great idea a bit further down the line.