What I do think is that people who are intimately involved with new technologies will tend to believe that the complexities of their technologies must somehow swamp the Constitution.
No, its not the technologists who don't get it.
Anyway to the point: we need to clarify if searching my house, and searching my person, and searching my laptop, and searching my cloud-based email history are in the same class. Hell, even searching my breath or blood isn't protected like they should be. Its a long way from clear, what Constitutional protections are extended to modern situation and which aren't. Technology has challenged everything we thought we knew.
E.g. If I was ordered to produce logs that may be evidence in a case, and I only had and only produced a 10GB+ text log with a single line the warrant was interested in. Can a warrant order me to parse the log to find the relevant information?
Furthermore, at what point does a digital space become similar to a physical space? When I can carry 3 hard drives that can contain almost as much information as the Library of Congress print collections, is it reasonable to think of them as "one thing" for legal purposes? In that if you have access to the physical container, you have access to all its contents?
[1] http://www.newyorker.com/tech/elements/how-lavabit-melted-do...