Before changing settings, it can be helpful to understand how transfers are processed. See Filemail Outlook Add-in: How it works and Filemail Outlook Add-in: Getting started.
Open Settings from the Filemail pane (1) to configure add-in preferences.
Default expiry - choose how long the Filemail transfer should remain available. Please bear in mind that the available expiry options depend on your Filemail account and subscription.
Notify me when files are downloaded - enable this option if you want to receive download notifications.
Link position - choose where the Filemail download link should be inserted in the Outlook email. If you are doing reply to a long message, it might be smart to use the "at cursor position" so that you control where in the long message the files are actually inserted.
Key delivery - choose how the encryption key should be shared with the recipient. Available options include:
Option 1: Share the key yourself - recommended for highest security.
You send the key to the recipient yourself, for example by phone, chat, SMS, or another trusted channel. Use this option when the files are highly sensitive.
With this option:
Filemail does not know or deliver the key;
The download link and key are kept separate;
The recipient must receive the key from you directly.
Option 2: Let Filemail deliver the key - Filemail sends the encryption key to the recipient in a separate email.
Use this option when you want a simpler recipient experience, but still want the key and download link to be sent separately.
Important: the key email may arrive before the Outlook email with the download link. This is because Filemail uploads the encrypted files before you press Send in Outlook. The recipient will receive a message explaining that:
You are preparing to send secure files via Filemail.
The email contains the encryption key.
A separate email with the download link will arrive later.
The delay may depend on when the Outlook email is sent.
To avoid confusion, we encourage you to send the Outlook email shortly after the add-in says the encrypted files are ready.
Filemail does the delivery of the key to the recipient, but does not store they key anywhere.
Option 3: Include the key in the same email - The encryption key is inserted into the same Outlook email as the Filemail download link.
This is the easiest option for the recipient, but it is the least secure key delivery method because the link and key travel together in the same email. Use this option only when convenience is more important than keeping the key separate. As the key is delivered in the outlook e-mail body, Filemail will never see the key.




