When comparing Email a Data & Filename encrypted .7z file (7-Zip) vs Email an encrypted .EXE file (AxCrypt), the Slant community recommends Email a Data & Filename encrypted .7z file (7-Zip) for most people. In the question“What are the best ways to transmit sensitive information over the Internet?” Email a Data & Filename encrypted .7z file (7-Zip) is ranked 5th while Email an encrypted .EXE file (AxCrypt) is ranked 13th. The most important reason people chose Email a Data & Filename encrypted .7z file (7-Zip) is:
One of the best programs to encrypt .zip files is a free and open source program called 7-Zip. Although there are many other options out there such as WinZip, many cost money.
Ranked in these QuestionsQuestion Ranking
Pros
Pro 7-Zip is free and open-source
One of the best programs to encrypt .zip files is a free and open source program called 7-Zip. Although there are many other options out there such as WinZip, many cost money.
Pro AES-256 encryption
7-Zip can encrypt files with extremely secure AES-256 encryption. AES is used by governments and businesses and is believed to be impossible to crack with today's technology at least. AES-256 has 1.1x10^77 combinations.
Pro Password protected
The encrypted file cannot be viewed without the same password inputted by the sender in the encryption process and the recipient in the decryption process. Although this password is another bit of sensitive information to transfer this may be a good solution if the sender and recipient can meet once for the password and then use password protected encrypted .7z files for future information transfers.
Pro Free and open source
AxCrypt is free and open source. This is beneficial because anyone can examine the source code and check for errors.
Pro No recipient software needed if emailed as .EXE.TXT
After selecting "Encrypt copy to .EXE," rename the file to ".EXE.TXT" in order to bypass email provider restrictions on sending .EXE files. Windows will then warn you that the file will become unusable but ignore it and continue to email the file. All the recipient needs to do upon arrival is rename the file back to .EXE and ignore the Windows warning message. Then simply open the self extracting file and type in the agreed upon password between the sender and recipient. This is a great advantage of AxCrypt because it does not force your recipient to download any software.
Pro Available at right click
AxCrypt is an extremely convenient encryption program because it is always available at a single right click.
Pro Password protected and optional key-file
AxCrypt encrypts each file with a passphrase and an optional key-file. Transferring a key-file (that AxCrypt can generate for you) on a separate medium and the password on another medium to your recipient is the most secure option. Although a strong password alone will do. The only caveat is that the password and key file must be transferred to your recipient and the most secure way to transfer it is physically.
Pro Once created, does not depend on other software
As long as you have the password or keyfile to your encrypted file then you can still access it. This is beneficial if the software ever becomes unsupported.
Cons
Con Encrypted .zips are suspicious
It is rather suspicious for an encrypted zip file to be found in your email. If it is seriously important, people can find a way to coerce you to give over the password. A steganography technique is important if secrecy is of utmost important.
Con Both the sender and recipient need an encryption program
Not only does the sender need an encryption program to encrypt the file, but the recipient needs an encryption program to open it.
Windows provides a basic level of encryption natively without AES, but most users craving security will want to use a more advanced utility with AES such as 7-Zip. If the recipient is not good with computers this may be difficult.
Con The standard encyption method ZipCrypto is unsecure
Be sure to select AES encryption instead of the standard and much less secure ZipCrypto encryption. And use .7z files with Filename encryption, to prevent anyone from even viewing the contents and filenames, instead of .zip files, which can only encrypt Data.
Con Zips are not made for this
Zips are there the compress and not to securely transmit
Con Windows-only
The receiver has to be running Microsoft Windows (or a binary compatible system, like Wine).
Con Opening an .EXE file may worry some recipients
Some recipients will be cautious of opening an .EXE and may end up ignoring it. It is a good idea to inform them in advance that you will be sending an .EXE and it is safe. Another precaution is to sign the email so the recipient knows that is you.
Con Anti-virus will likely block it
Most anti-virus block or strongly warn again executable in emails. You'll likely have to rename the file and so will the end user.
Con Untrusted / not signed
Unless it's signed (i.e., you can somehow validate the signature of the attached EXE file via another method) the EXE may actually be compromized (e.g., man in the middle) and do anything on your machine as your run it.
Con AES-128 encryption
AES-128 encryption is still extremely secure but it is a lower and more outdated level of protection than what other encryption programs such as 7-Zip offer.
