When comparing Dropbox vs Email an encrypted .EXE file (AxCrypt), the Slant community recommends Email an encrypted .EXE file (AxCrypt) for most people. In the question“What are the best ways to transmit sensitive information over the Internet?” Email an encrypted .EXE file (AxCrypt) is ranked 13th while Dropbox is ranked 18th. The most important reason people chose Email an encrypted .EXE file (AxCrypt) is:
AxCrypt is free and open source. This is beneficial because anyone can examine the source code and check for errors.
Specs
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Pros
Pro Easy to use
You can use Dropbox via website, by installing a desktop client that creates a folder that you simply drag and drop files into, or with their mobile app. Everything synchronizes across all devices used and cloud storage. And Dropbox offers easy methods of sharing whatever is within it.
Pro Cross-platform desktop and mobile
Dropbox is available on iOS, Android, BlackBerry, Windows, OS X and Linux. By having a client for so many OS's pretty much anyone is covered no matter what kind of device or OS they are using.
Pro Allows sharing a folder
Using a desktop client: right click on the folder you want to share and select Dropbox > Share This Folder, then enter the e-mail addressees of people you want to share the folder with.
Pro Smart updates to big files
If a small portion of the file is changed it sends/receives only the differences (not the whole file), which is fast and bandwidth-efficient.
Pro Allows sharing a single file via link
Whether using desktop client or web interface, simply right click on the file you want to share and select Dropbox > Share link, then send the link to the people you want to share the file with. The recipient does not require a Dropbox account.
Pro Up to 18GB of free storage space
Dropbox personal accounts start out free, with 2GB of space, but users can get extra space by recommending the site to friends, or taking part in events like "Dropquest", where users can win extra space by solving puzzles.

Pro Linux support
Dropbox offers native Linux support, integrates with Nautilus file manager.
Pro Reliable
Pro Desktop client has no file size limit
As long as you have enough storage available, you can upload files of any size using Dropbox desktop client.
Pro Folders can be downloaded compressed to save bandwidth
To save bandwidth and download speed you can choose to compress a folder into a zip archive for download.
Pro Adjustable bandwidth use
To not slow down the network or save traffic you can limit the upload and download speeds of Dropbox.
Pro Lots of addons and integrations
There are official and third-party Dropbox add-ons that extend the functionality of the service and add ease of use of existing features.
Additionally, Dropbox can be integrated with existing applications to bring its functionality to other apps.
Pro 30-day version control
Dropbox keeps deleted and earlier versions of files for a month.
Pro Instant disaster recovery
Your files always synced online means instant disaster recovery. When your hard drive becomes unbootable, pick up another laptop and just carry on with your life from where you last saved.
Pro Available free storage can be increased with referrals
You get extra free space for you and your friend if they sign up.
Pro Fast sync speed
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 Too little free space
There is just too little of free space available comparing to the competition.

Con Not secure
They don't apply end-to-end encryption, files are visible to admins, governments, etc..
Con No privacy
Extensive collecting and distribution of user data to commercial third parties.
Con Consumes a lot of CPU resources when syncing many files
Con All-or-nothing (non-selective) upload
Uploading generated contents (cache, compiled code, etc.) is prone to conflicts, wastes bandwidth and free space.
Con Low bandwidth
Con Dropbox keeps deleting features, chasing customers away
For instance, all photo albums got deleted. It used to be very easy to share a couple og photos, now it's PAINFUL and must be done file by file.
Con Nocive development model
Takes a lot of decisions that usually damage community, from deleting features to making impossible to use with other filesystems than ext4 because they decided without a plausible reason (they said it was about xattrs, but all modern linux filesystems supports xattrs, so it's bs.)(they remove this later, but it's too late).
Con Problems when synching between Linux and Windows devices (unconfirmed)
This summer I lost thousands of files due to this problem on older projects which subsequently needed revising and had to be rebuilt as tons of the source was gone.
Con Restricted only to 3 devices for FREE accounts
Recently dropbox decreased the number of linked devices to 3, so you can't have more than 3 linked devices. This is problematic if you use Dropbox to sync between your computers.
Con Can unintentionally delete your files if you reinstall your OS without closing Dropbox
If you reinstall the operation system for your PC and you do not close Dropbox, it will delete all files.
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.
