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I'm looking for something like TrueCrypt, which allows me to easily and seemlessly work with a large number of encrypted files, but I'd like the files to be individually encrypted, rather than encrypted into one large volume.

There are two problems with TrueCrypt's single-volume-containing-all-files method:

  • Flexibility. It takes up more space than it needs, until the volume is full, at which point I need to resize the volume, which is an enormous pain.
  • Backup. I don't want my 10GB encrypted volume marked for backup every time I add another 2KB file to it.

Does anyone know of software that works as painlessly as TrueCrypt (meaning, not 7-zip), but is more backup/resize-friendly?

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And yes, I realize for better flexibility I can create a dynamic volume instead, but this quote scares me: "WARNING: ... if data is written to a dynamic volume when there is not enough free space in its host file system, the encrypted file system may get corrupted." – BlueRaja - Danny Pflughoeft May 3 '11 at 22:36
What OS are you using? – Arctor May 3 '11 at 23:14
@00101010: Whoops! Windows - I'll update the question – BlueRaja - Danny Pflughoeft May 3 '11 at 23:17
up vote 1 down vote accepted

I found a solution which fits my needs exactly, but it's not free.

It's called BoxCryptor, and it runs on Windows, Mac, Linux, Android, and iOS.

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I run into the same problem when trying to encrypt and upload a folder containing many subfolders with video and image files, and this is what I use before I upload it to cloud storage.

I use the console version as the GUI context menu way cannot encrypt subfolders, and it needs to be done in batch.

The folder to be encrypted is at C:\Upload\GL. I clean up all my files except the *.aes.

Save and run this in a .bat file

FOR /R "C:\Upload\GL" %%A IN (*.*) DO aescrypt -e -p myPassword "%%A"

FOR /R "C:\Upload\GL" %%A IN (*.AVI) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.MKV) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.MPG) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.MP4) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.JPG) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.PNG) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.BUP) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.IFO) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.VOB) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.DAT) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.M2TS) DO del "%%A"
FOR /R "C:\Upload\GL" %%A IN (*.TS) DO del "%%A"
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If you are using a version of Windows that supports it you can use EFS for file level encryption otherwise you can use AxCrypt.

You should also consider just encrypting the entire drive and backup drive if you are working with sensitive information as it can be written to the pagefile/hibernation file or other places that are not encrypted.

You could also use Truecrypt with something like Norton Ghost to do encrypted backups of the files from the unencrypted mount point.

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I don't want them backed up in unencrypted form, and I can't always encrypt the backup partition (think "cloud"). I will look into AxCrypt though - thanks! – BlueRaja - Danny Pflughoeft May 3 '11 at 23:34
Yea if it is going into the cloud EFS will not work but AxCrypt will... Norton Ghost should work as well if you are backing it up to something like Dropbox that syncs to the web. – Arctor May 3 '11 at 23:42
I am sure there is something else that can do an encrypted back other than Ghost. It would be the easier solution to stick with a Truecrypt volume and have something do a scheduled backup. – Arctor May 3 '11 at 23:47
Ahh... forgot about you can have it sync your files into the cloud using encryption that only you have the key to. Another is its a application than can encrypt its backups. – Arctor May 3 '11 at 23:49
AVOID AxCrypt. It installed CSS popups all over chrome. It's shitware. – Zombies Jun 28 '13 at 13:46

I've also found a popular alternative called Cloudfogger.

While BoxCryptor mounts my encrypted folder as a separate drive, CloudFogger keeps the file-names exactly as they are and simply encrypts them in-place. Unfortunately, this means CloudFogger cannot encrypt filenames.

I decided against Cloudfogger because, like BoxCryptor, they have stupid arbitrary limits on how much you can encrypt using the free version. However, unlike BoxCryptor, there is no paid version yet, meaning there is no way to remove this restriction!

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