People who do not understand technology to the depth and detail that you do are not halfwits or children. They know what they intend to accomplish and giving up their most personal information for perpetual archival is seldom a property they are asking for. If the technological tools they possess do not faithfully obey their intentions with a minimum of unintended side effects then the problem is with the technology or the services not the user.
Technology is neat and important, but it exists to serve the user. Faithfulness to the users needs and intentions are the only criteria by which we can judge technology.