I don't use my PGP setup on a regular basis, so this might be an ongoing issue for some time I only noticed now:
- My Outlook 2010 doesn't automatically decrypt PGP messages automatically as it used to (but drag/dropping it into PGP Viewer works)
- Sending emails which should be PGP encrypted or/and signed seems to work (no blocking or warning), but the message gets sent without any protection despite the verbose logs (see below)
I already attempted solutions, including
- Ensuring the keys of my counterparties are imported and adequately signed
- Rebooting the computer (several times...)
- Disabling EMET for Outlook to see if there is any issue due to this
- Verifiing my anti-virus has no email hook active
- Enabling debug logging of PGP (instead of just plain verbose mode)
As you can see in the debug error logs, PGP claims to be sending emails encrypted but neither the passphrase is asked nor the email is encrypted (but email is sent!).
16:59:39 ----- Encryption Desktop started -----
16:59:39 Encryption Desktop 10.3.2 (Build 15495) (15495)
16:59:39 Today's date is XXXXX
16:59:39 PGP Info Setting logging level to: 0x3FFFF
16:59:39 Email Debug >> PGPocTrayLoadAccountData
16:59:39 Email Debug << PGPocTrayLoadAccountData
16:59:39 Email Debug << PGPocTrayLoadPrefsData
16:59:39 Email Debug << PGPocInitApplication
16:59:39 Email Info Email proxying is enabled and active
16:59:39 Email Debug >> PGPocInitThreads
16:59:39 Email Verbose Listening on port XXXX
16:59:39 Email Debug >> PGPocInitializeWorkerThreads
16:59:39 Email Debug << PGPocInitializeWorkerThreads
16:59:39 PGP Verbose Worker threads started
16:59:39 Email Verbose Connection accepted
16:59:39 Email Debug Queueing socket 0x684 for worker
16:59:39 Email Debug Socket 0x684 dequeued by worker
16:59:39 Email Debug Received OIPCINIT
16:59:39 Email Debug >> PGPocInitIndirectSession
16:59:39 Email Debug Session-type: LSP
16:59:39 Email Debug Don't proxy ourselves
16:59:39 Email Debug Not redirecting LSP session
16:59:39 Email Debug << PGPocInitIndirectSession
16:59:39 Email Debug PGPocInitIndirectSession succeeded
16:59:39 Email Debug Sending OIPCINITRESP
16:59:39 Email Debug Closed client socket: 0x684
16:59:40 Email Debug << PGPocInitThreads
16:59:40 Email Debug Token thread successfully loaded PKCS11 driver ''
16:59:40 Email Debug Starting initialization procedure
16:59:40 Email Debug >> PGPocTrayLoadPrefsData
16:59:40 Email Debug << PGPocTrayLoadPrefsData
16:59:40 Email Debug >> PGPocTrayLoadPrefsData
16:59:40 Email Debug << PGPocTrayLoadPrefsData
16:59:40 Email Debug >> PGPocTrayLoadPrefsData
16:59:40 Email Debug << PGPocTrayLoadPrefsData
16:59:42 Email Debug >> PGPocTrayCacheAccountPassphrases
16:59:42 Email Debug << PGPocTrayCacheAccountPassphrases
16:59:42 Email Verbose Connection accepted
16:59:42 Email Debug Queueing socket 0x894 for worker
16:59:42 Email Debug Socket 0x894 dequeued by worker
16:59:42 Email Debug Received OIPCINIT
16:59:42 Email Debug >> PGPocInitIndirectSession
16:59:43 Email Debug Session-type: LSP
16:59:43 Email Debug Email port redirection enabled
16:59:43 Email Debug << PGPocInitIndirectSession
16:59:43 Email Debug PGPocInitIndirectSession succeeded
16:59:43 Email Debug Sending OIPCINITRESP
16:59:43 Email Debug Closed client socket: 0x894
16:59:43 Email Verbose Connection accepted
16:59:43 Email Debug Queueing socket 0x894 for worker
16:59:43 Email Debug Socket 0x894 dequeued by worker
16:59:43 Email Debug Received OIPCINIT
16:59:43 Email Debug >> PGPocInitIndirectSession
16:59:43 Email Debug Session-type: MAPI
16:59:43 Email Debug << PGPocInitIndirectSession
16:59:43 Email Debug PGPocInitIndirectSession succeeded
16:59:43 Email Debug Sending OIPCINITRESP
16:59:43 Email Debug Received OIPCCONNECT
16:59:43 Email Debug >> PGPocInitIndirectConnection
16:59:43 Email Debug << PGPocInitIndirectConnection
16:59:43 Email Debug PGPocInitIndirectConnection succeeded
16:59:43 Email Debug >> PGPocProxyConnection
16:59:43 Email Verbose Processing plugin requests
16:59:43 Email Debug >> sPluginIPC
16:59:43 Email Debug >> PGPocTrayCopyLocalKeyCachesToWorker
16:59:43 Email Debug << PGPocTrayCopyLocalKeyCachesToWorker
16:59:43 Email Debug PlugIn: first event
16:59:43 Email Verbose Outlook Plugin: Loaded successfully.
16:59:43 Email Debug Received testconnection request
16:59:43 Email Debug Outlook Plugin: Version 14.0.0.7153
16:59:43 Email Debug >> PGPocAccountMaintenance1
16:59:43 Email Debug << PGPocAccountMaintenance1
16:59:43 Email Debug >> PGPocTrayKeyringMaintenance
16:59:43 Email Debug << PGPocTrayKeyringMaintenance
16:59:43 Email Debug >> PGPocAccountMaintenance2
16:59:43 Email Debug << PGPocAccountMaintenance2
17:00:24 Email Debug Received testconnection request
17:00:24 Email Verbose Outlook Plugin: User signed and encrypted a message with subject RE: [PGP] test
17:03:54 Email Debug >> PTOCHandlePolicyChange
17:03:54 Email Debug >> PGPocTrayLoadPrefsData
17:03:54 Email Debug >> PGPocTrayLoadAccountData
I'm thankful for any help!
alex