Take your primary hard drive out of your machine when crossing borders and put some vanilla install of whateveer on the machine. Fedex the primary drive to your destination or keep all your shit in the cloud.
Some years ago I did a design spec for what is now the atrix -- I wrote a paper and tried to get some google eng contacts to work with me on the idea that all machiens are jsut a KVM for your data - and that our primary data device would be both our phones and datasets in the cloud...
Sadly, I couldnt convince them this was true then - but i is clear now.
So it would be great to have a /home/ on your mobile that you can sync to your machine when they are close. If the machine dissapears, no big deal.
Here is how I would model that today:
You carry three devices - laptop, mobile and a USB stick and cloud storage.
Under normal operating circumstance, you work on your laptop as you would any other time.
The mobile has some 32GB of storage -- this is a clean install backup of all your installed apps.
The USB has a BASE install of your OS and whatever apps you can fit -- in a live USB install.
All your personal data is in the cloud, such that if you lose any of the three devices - none of your data goes with it.
Swap the HDD of the laptop when travelling to a clean install drive with no data - do not sync till you get to the destination.
Should you lose your laptop, you can use the USB to run a live session on any machine you can boot to it from.