Secure message and file transfer

Installation and configuration have been completed successfully. You can now start using Cryptshare for Outlook (Classic).

Send with Cryptshare

  1. Click New email to create a new message.

  2. Click Send with Cryptshare in the upper left corner of the email window. This will activate Cryptshare. If you have already started composing the email, the message can be seamlessly processed as a Cryptshare email.

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  3. Enter the recipient’s email address, just like when writing a normal email. Separate several recipients with a comma or a space.

Add files

Cryptshare attachment notification

If you are not already using Cryptshare to send the file, an informational pop-up may appear to notify you that this option is available. This pop-up appears when you click Attach File in an Outlook (Classic) email and select Browse This PC.

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Attachment Manager

On the left-hand side of the email, you will see the Cryptshare Attachment Manager.

Files that may already be attached to the message will be transferred to the Attachment Manager. Via the Attachment Manager, you have the option to attach more files to the Cryptshare email.

It is possible to send files that exceed the size limit allowed by MS Outlook.
  1. Click Add File to open an Explorer-window where you may browse your PC for files and add them. Alternatively, just drag-and-drop your files.

  2. Once all attachments have been added, the email has been composed, and all recipients have been selected, click Send to proceed to the Transfer Dialog.

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You can also continue to use the options for attaching files known from MS Outlook as usual. The files are attached directly to the Cryptshare sidebar. For some of Outlook’s own ways to attach files, depending on the option used and the version of Outlook, a notice may appear that files of this size cannot be attached. In this case, use Cryptshare Attachment Manager to add the files.

Remove files

Remove an attachment by clicking the "x" next to it.

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Cryptshare email draft

If the dialog for creating an email is closed accidentally or intentionally, a warning appears along with whether the message should be saved in the drafts. All files attached at the time of closing will be taken over and displayed within the Cryptshare Attachment Manager.

If not all attached files can be found when calling up the draft because they have been deleted, renamed, or moved in the meantime, you will receive a warning about this issue. All regularly findable files are listed as usual within the Cryptshare Attachment Manager.

Add folders

You can add entire folders, including files and subfolders, by dragging them to the Attachment Manager. In this case, Cryptshare for Outlook (Classic) suggests that you create a ZIP archive in order to be able to transfer the folder structure in its original form with all files and subfolders in it.

You have the option of giving the ZIP archive a name and clicking Yes to start creating the ZIP archive.

Selecting the No option will attach all files in the folder structure directly to the sidebar. The structure of the folders is lost in the process.

Add folders + files

If further files are added at the same time as a folder, for example a folder and three PDFs are marked and added as a group via drag & drop, the three PDFs are also compressed and are located within the zip file. For this purpose, a folder is created that bears the name of the original parent directory and contains these files.

Send files with MS Office and Windows context menu

Cryptshare for Outlook (Classic) integrates with Microsoft Office and the Windows context menu. You can, for example, right-click an Excel file (or any other file on your computer) and send it with Cryptshare.

  1. Right-click the file.

  2. Select Send to.

  3. Choose Send to Cryptshare.

  4. A Cryptshare email is then created with the file attached.

Transfer dialog

The transfer options are described in detail below.

transfer dialog

Expiration date

Sent files are only stored on the Cryptshare Server for a certain period of time, during which they can be downloaded by the recipient. After this period, the files are automatically deleted from the server, no matter whether they have been downloaded or not.

The recipient is automatically informed about the selected retention period.

Recipient language

We recommend choosing the language you have used to create your message, or the language the recipient is most likely to understand.

Encrypt message

With Cryptshare you have the choice of shipping files securely, and transferring a message encrypted. Tick the checkbox Encrypt message.

Encrypt subject

The download notification that will be sent via email to the recipient, as well as the subject seen in the Transfer Manager at the recipient, has the neutral subject "Confidential Message" if activating Encrypt subject. The subject is visible only after download in the decrypted message.

Confirm delivery

Choose if you want to be notified about the retrieval of the transfer. Please note that this will result in an email sent to you, as a sender, for every download action on the recipient’s end.

Expose filenames in notification mails

Decide whether the name of the files should be exposed in the notification email at the recipient, as well as at the sender.

This option allows you to control whether the file names of your file attachments are part of the notification email to the recipient and the corresponding download confirmation.

Since the notification emails are regular, unencrypted emails, the option should be disabled for security reasons if the file name already contains confidential information.

If selected, the filenames will be visible for both the sender and the recipient.

The same behavior and logic applies to Show zip content.

Send with QUICK

Quick is an established secure connection between the sender and the recipient. Once the QUICK connection with the recipient is activated, entering passwords is no longer necessary.

Activate the Security without passwords option to use QUICK.

To activate and use a QUICK connection, follow the instructions in QUICK — a permanent secure connection.

Password options

If QUICK is turned off by disabling the "Security without passwords" option, the transfer remains encrypted, and you can use a password to provide additional security.

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  • The option Don’t set a password enables the sender and the recipient to exchange large files easily, without having to exchange passwords. The data is transferred fully encrypted. However, the level of security is lower, since anyone gaining access to the notification email, has access to the files.

  • You can have the system to Generate a secure password for you. You can look up the password in the Transfer Manager after the transfer has been sent.

  • Or Enter a password of your choice. Select level of strength to be applied.

  • Click the copy password icon to easily retrieve the one-time password.

  • Click the eye icon to preview the password.

Share your password with the recipient via telephone or SMS, otherwise they will not have access to the documents or message.

Send password via SMS

The use of this feature is only possible if it has been configured by the administrator beforehand. See SMS Gateway to learn how to configure an SMS gateway.

  1. Activate by clicking the checkbox Send password by SMS.

  2. Select phone number.

    • The add-in offers you all the phone numbers that are found for this recipient to choose from, and you can use the drop-down menu to switch between multiple phone numbers if available.

    • If the number to which you want to send the password is not offered, you can also enter the corresponding number manually.

    • Paste from clipboard: With the help of the clipboard button, you can paste phone numbers that you have previously copied to the clipboard. Please note that the keyboard shortcut Ctrl+V may not be available for pasting, and in this case you will have to fall back on the "copy-button" provided.

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  3. Click Start Transfer to send the SMS.

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Switch to the Outlook address book

It is advisable to keep the Outlook address book entries of the respective recipients up-to-date in order to save yourself the manual entry of the phone numbers. With the help of this button, you can switch to the Outlook address book and e.g. adjust a recipient’s phone number.

address book

Input of multiple phone numbers

If the recipient has two phone numbers, and you are not sure which one is in use, you can use the plus button to select several phone numbers. With the help of the trash bin button, you can remove previously inserted phone numbers.

sms multiple

The transfer

Start the transfer by clicking Start transfer.

Your files are transmitted securely to the Cryptshare Server and are stored there encrypted.

The recipient will receive a notification email with the transfer details, and the Transfer Manager will be updated with the transfer and its download options.

The sender has the option to revoke the sent message and files. This is done by using the Revoke function.

Both sender and the recipient can manage the message most easily using the Transfer Manager. The Transfer Manager can be accessed directly from the Cryptshare drop-down menu.

transfer manager menu

See Retrieve files for instructions in detail on how to download the message and its associated files.

Deactivate Cryptshare

You can deactivate the sending of a message via Cryptshare by clicking on the "X" in the upper right corner of the Cryptshare Attachment Manager.

Your message will then become a regular Outlook email again and will be sent unencrypted when you click "Send".

If you have attached files to the message that are too large to be sent as regular Outlook emails, you will be notified when you deactivate, and have the option of removing files from your message until the size limit for regular Outlook emails is reached.