Copy the real (encrypted) data into the cloud
Then download an image prepared for border transit. Encrypted with the password "fuckoffyoupigs" that you will happily provide. Containing a huge messy directory structure and a million small files, all of which contain a few keywords that will trigger their automated tools and flag them for human assessment. They'll say stuff like "sorry there's nothing about ISIS, Al Qaeda or bombs in this file, but here's my favorite cookie recipe".
Bonus points if you hack the directory structure to create loops and other traps designed to crash their forensic tools, so they have to dig through 100 directory deep structures manually!
Perhaps an open source crowdsourcing effort could help create such an image so we don't all have to go to so much effort to create our own.