sure there is, you can send files over HF, it may not be FAST, but once you get it into the country, you can just copy the file with a faster method (eg: usb drive), WINLINK supports attachments, so you could absolutely send these files over HF
But either way both truecrypt and veracrypt were independently audited and no major flaws were found. Not sure when the last veracrypt audit was done.
If you're not and they're still allowing your planes to fly through their airspace then this is a great way to ensure that they lock your (and your friends') planes out.
What could go wrong.