Use TrueCrypt and Skydrive to encrypt your sensitive files and store them in the cloud. NSA proof. Accessible anywhere.

How to use TrueCrypt and Skydrive (or Google Drive, DropBox, SugarSync, etc.) to encrypt your sensitive files and store them in the cloud – making them NSA proof and accessible anywhere.  Protect your Intellectual and Creative Property.  Here’s how.

Download and install TrueCrypt.

Sign up for a free Live account at and then download and install the SkyDrive application.

Launch TrueCrypt and click Create Volume.

Select Create an encrypted file container and click Next.

Select Standard TrueCrypt Volume and click Next.

Click Select File.

Select Your SkyDrive folder and type in a name for your new encrypted document folder – in this case – and click Save.

Click Next.

Click Next.

The bigger the volume you create the longer it will take to synchronize to SkyDrive and your other computers. I would recommend

32 MB can store a lot of files, click Next.

Type in your password click Next.

Of course, the stronger the password, the more secure your encryption, but don’t forget your password. Click Yes.

Click Format.

Click Exit and wait for the container to synchronize with SkyDrive. When it is synchronized, the container will have a green checkmark next to the name.

Now that we have an encrypted container for our sensitive files, double click it to open and select a drive letter to assign to it while it’s open. In this case we are using the drive letter P:. Click Mount.

Type in the password you used when you created the container.

Click OK.

Go to File Explorer and double-click on Local Drive (P:).

Now you have a folder that you can create in or copy files to.

When you are done creating or working with files, go back into TrueCrypt and click Dismount.

Then click Exit.

Update: Be sure to go back in to TrueCrypt Settings->Preferences and uncheck “Preserve modification timestamp of file containers”



8 thoughts on “Use TrueCrypt and Skydrive to encrypt your sensitive files and store them in the cloud. NSA proof. Accessible anywhere.

  1. T. says:

    Doesn’t work for me. I have created a 1GB TC Volume and filled it with data. Successfully synced it the first time to the cloud. But after that local changes to that TC Volume on my harddrive (e.g. mounting the TC vol and adding “inside.txt to it, unmounting it again” are not being synced to the cloud while for example adding a new outside.txt in the same folder where the TC file lies is still being synced to the cloud. The checkmark of the folder is green. When I download the 1GB TC file from my skydrive web-interface using a browser the downloaded TC vol does not contain the file “inside.txt” and the hash-values of both TC Volumes (the one in the local skydrive folder and the one I just downloaded from the cloud) are not the same. It seems to me like the skydrive app does not sync based on the hash of a file and since creation date and length remain the same when adding a file inside the TC vol, Skydrive just doesn’t sync it.

  2. T. says:

    Right. Telling TC to alter the timestamp can help but unlike Dropbox Skydrive isn’t smart enough to compare which part of a file has changed. It doesn’t seem to work with chunks or blocks and compare the hashes of those chunks. Instead it syncs the whole file whenever there’s a change. Especially when using TC Volumes where only very small portions change when you add a change inside the TC that is definitly a function you want to have. I have a 1GB TC vol, even with my 8MBit/s upstream that’s impractical with Skydrive. I think I’ll pay for dropbox.

    • Thanks for taking the time to contrast two of the online storage providers, T. Perhaps you could publish some supporting specifications and performance metrics for Dropbox, Google Drive, SkyDrive, SugarSync and Bitcasa using your 1GB TC volume on your 8MBit/s upstream connection.

  3. T. says:

    I tested SkyDrive and inspired by your reply I also tested GoogleDrive and DropBox. The test was to put a 1GB TC Vol in the shared folder, mount it in TC, change a small ammount inside the TC vol and unmount it again.
    Unexpectedly GoogleDrive then also transferred the whole 1GB file, so it’s not better than SkyDrive.
    However, Dropbox immediately started indexing the 1GB file and then only uploaded the part that’s differing. That took DropBox less than 30 seconds while you can calculate yourself how long it would have taken GoogleDrive or SkyDrive to upload the full 1GB file.

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