Microsoft Outlook specifics 
One interesting issue was discovered during integration with MS Outlook. As you may know, S/MIME depends on PKCS#7 format to transfer messages. In its turn, PKCS#7 relies on ASN.1 DER/BER encoding. DER/BER encoding is standard TLV (Type / Length / Value) and Length can be encoded in 2 forms: a definite length form and an indefinite length form (refer to X.690 8.1.3). 
Every e-mail client we tested Fossa Guard with supports both Length forms, however, MS Outlook supports only indefinite length form.
Sent TO Gmail + FossaGuard from
| Mozilla Thunderbird | Outlook (desktop) | iOS Mail | Android | |
| multipart/signed | OK | OK | OK | OK | 
| signed-data | OK | |||
| enveloped-data | OK | OK | OK | OK | 
| enveloped-data (multipart/signed) | OK | OK | OK | OK | 
| enveloped-data (signed-data) | OK | 
Sent FROM Gmail + FossaGuard to
| Mozilla Thunderbird | Outlook (desktop) | iOS Mail | Android | |
| signed-data | OK | OK | OK | OK | 
| enveloped-data | OK | OK | OK | OK | 
| enveloped-data (signed-data) | OK | OK | OK | OK | 
Documentation and video updates are coming soon ...
With love from Fossa Team 
on Groundhog day, 2017

 
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