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SMTP Servers

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quazimotto

Programmer
Mar 29, 2008
755
US
Greeting Gentlemen. My voice-mail to email stopped working. I have looked at the process in Monitor and the IPO is trying to send but is being rejected. I think that my email provider has screwed me. Can I set-up something in Windows to monitor what the IPO is doing when it sends an email? Any help is appreciated.

Thank You,
Quaz
 
Not sure if your e-mail provider screwed you or if maybe Microsoft did. We experienced the same issue with multiple customers over the past few weeks. We were using AppRiver relay to send messages and it suddenly stopped for all users on Office 365. We created a new voice mail account under our partner domain with authentication and now it works fine. If you are using a relay for mail it can still be done, but you may need to get the customer IT company involved to set up the relay. Unfortunately, in our case we couldn't get that kind of cooperation so we had to take the other route.
 
I guess you are talking embedded ?

I usually download SMTP Diagnostics from White peaks and test with the same settings that I use for the IPO and you should see all the dialogs including TLS or non-TLS and that way you should get a clue of why the IPO is rejected.

Embedded is angry if it gets rejected once or twice and then just displays the SMTP - already disconnected or similar message and you have to reboot to get it going again

Joe
FHandw, ACSS, ACIS

"Dew knot truss yore Spell Cheque
 
Who is the provider? I know gmail has started turning off allow less secure apps if not used over a certain period of time (and they dont specify what period of time it takes to disable...). If it is a gmail account login and verify that allow less secure apps is still enabled.

The truth is just an excuse for lack of imagination.
 
Back at it.

I installed stunnel on local machine. I am using it with VMPro. The configuration works to the point of me watching the stunnel connecting to gmail.com; gmail excepting the certificate from stunnel. But I do not get the voicemail/email. Is there something to change in VMPro?

Quaz
 
If this is a R9.0.4 or higher you do not need stunnel for this to work. That being said I have had stunnel working with gmail using vmpro before so I know it is possible. I am assuming you don't see a sent message in the gmail account? Do you get any kind of security alert in the gmail account?

The truth is just an excuse for lack of imagination.
 
No, I did not get a security alert. I have changed the account to be less secure.
 
Very weird that Stunnel seems to indicate its being sent but gmail isnt actually getting the email. Can you post your stunnel config?

The truth is just an excuse for lack of imagination.
 
Critchey,

Is this what you want?

; * Global options *
; **************************************************************************

; Debugging stuff (may be useful for troubleshooting)
debug = info
output = stunnel.log

; Enable FIPS 140-2 mode if needed for compliance
;fips = yes

; Microsoft CryptoAPI engine allows for authentication with private keys
; stored in the Windows certificate store
; Each section using this feature also needs the "engineId = capi" option
;engine = capi
; You also need to disable TLS 1.2 or later, because the CryptoAPI engine
; currently does not support PSS
;sslVersionMax = TLSv1.1

; The pkcs11 engine allows for authentication with cryptographic
; keys isolated in a hardware or software token
; MODULE_PATH specifies the path to the pkcs11 module shared library,
; such as softhsm2-x64.dll or opensc-pkcs11.dll
; IMPORTANT: A 64-bit stunnel requires 64-bit PKCS#11 modules
; Each section using this feature also needs the "engineId = pkcs11" option
;engine = pkcs11
;engineCtrl = MODULE_PATH:softhsm2-x64.dll
;engineCtrl = PIN:1234

; **************************************************************************
; * Service defaults may also be specified in individual service sections *
; **************************************************************************

; Enable support for the insecure SSLv3 protocol
;options = -NO_SSLv3

; These options provide additional security at some performance degradation
;options = SINGLE_ECDH_USE
;options = SINGLE_DH_USE

; **************************************************************************
; * Include all configuration file fragments from the specified folder *
; **************************************************************************

;include = conf.d

; **************************************************************************
; * Service definitions (at least one service has to be defined) *
; **************************************************************************

; ***************************************** Example TLS client mode services

[gmail-pop3]
client = yes
accept = 127.0.0.1:110
connect = pop.gmail.com:995
verifyChain = yes
CAfile = ca-certs.pem
checkHost = pop.gmail.com
OCSPaia = yes

[gmail-imap]
client = yes
accept = 127.0.0.1:143
connect = imap.gmail.com:993
verifyChain = yes
CAfile = ca-certs.pem
checkHost = imap.gmail.com
OCSPaia = yes

[gmail-smtp]
client = yes
accept = 127.0.0.1:8111
connect = smtp.gmail.com:465
verifyChain = yes
CAfile = ca-certs.pem
checkHost = smtp.gmail.com
OCSPaia = yes

; Encrypted HTTP proxy authenticated with a client certificate
; located in the Windows certificate store
;[example-proxy]
;client = yes
;accept = 127.0.0.1:8080
;connect = example.com:8443
;engineId = capi

; Encrypted HTTP proxy authenticated with a client certificate
; located in a cryptographic token
;[example-pkcs11]
;client = yes
;accept = 127.0.0.1:8080
;connect = example.com:8443
;engineId = pkcs11
;cert = pkcs11:token=MyToken;object=MyCert
;key = pkcs11:token=MyToken;object=MyKey

; ***************************************** Example TLS server mode services

;[pop3s]
;accept = 995
;connect = 110
;cert = stunnel.pem

;[imaps]
;accept = 993
;connect = 143
;cert = stunnel.pem

; Either only expose this service to trusted networks, or require
; authentication when relaying emails originated from loopback.
; Otherwise the following configuration creates an open relay.
;[ssmtp]
;accept = 465
;connect = 25
;cert = stunnel.pem

; TLS front-end to a web server
;[https]
;accept = 443
;connect = 80
;cert = stunnel.pem
; "TIMEOUTclose = 0" is a workaround for a design flaw in Microsoft SChannel
; Microsoft implementations do not use TLS close-notify alert and thus they
; are vulnerable to truncation attacks
;TIMEOUTclose = 0

; Remote cmd.exe protected with PSK-authenticated TLS
; Create "secrets.txt" containing IDENTITY:KEY pairs
;[cmd]
;accept = 1337
;exec = c:\windows\system32\cmd.exe
;execArgs = cmd.exe
;PSKsecrets = secrets.txt

; vim:ft=dosini
 
Yes that is what I was looking for.

connect = smtp.gmail.com:465

Try changing that to port 587 and see if it works. It has been a while since I used Stunnel tbh. Also make sure that the cert that gets created when you first setup stunnel is present and valid.

The truth is just an excuse for lack of imagination.
 
When the port is set at 587, I get an error message; error 10054. When the port is set for 465, I get this from the stunnel log:

2021.09.29 12:45:38 LOG5[4]: Service [gmail-smtp] accepted connection from 127.0.0.1:49901
2021.09.29 12:45:38 LOG6[4]: s_connect: connecting 173.194.68.108:465
2021.09.29 12:45:38 LOG5[4]: s_connect: connected 173.194.68.108:465
2021.09.29 12:45:38 LOG5[4]: Service [gmail-smtp] connected remote server from 192.168.1.9:49902
2021.09.29 12:45:38 LOG6[4]: SNI: sending servername: smtp.gmail.com
2021.09.29 12:45:38 LOG6[4]: Peer certificate required
2021.09.29 12:45:38 LOG6[4]: Certificate accepted at depth=2: C=US, O=Google Trust Services LLC, CN=GTS Root R1
2021.09.29 12:45:38 LOG5[4]: OCSP: Connecting the AIA responder "2021.09.29 12:45:38 LOG6[4]: s_connect: connecting 142.250.72.99:80
2021.09.29 12:45:38 LOG5[4]: s_connect: connected 142.250.72.99:80
2021.09.29 12:45:38 LOG6[4]: OCSP: Status: good
2021.09.29 12:45:38 LOG6[4]: OCSP: This update: Apr 1 00:00:00 2021 GMT
2021.09.29 12:45:38 LOG6[4]: OCSP: Next update: Oct 15 00:00:00 2021 GMT
2021.09.29 12:45:38 LOG5[4]: OCSP: Certificate accepted
2021.09.29 12:45:38 LOG6[4]: Certificate accepted at depth=1: C=US, O=Google Trust Services LLC, CN=GTS CA 1C3
2021.09.29 12:45:38 LOG6[4]: CERT: Host name "smtp.gmail.com" matched with "smtp.gmail.com"
2021.09.29 12:45:38 LOG5[4]: OCSP: Connecting the AIA responder "2021.09.29 12:45:38 LOG6[4]: s_connect: connecting 142.250.72.99:80
2021.09.29 12:45:38 LOG5[4]: s_connect: connected 142.250.72.99:80
2021.09.29 12:45:38 LOG6[4]: OCSP: Status: good
2021.09.29 12:45:38 LOG6[4]: OCSP: This update: Sep 28 07:18:36 2021 GMT
2021.09.29 12:45:38 LOG6[4]: OCSP: Next update: Oct 5 06:18:35 2021 GMT
2021.09.29 12:45:38 LOG5[4]: OCSP: Certificate accepted
2021.09.29 12:45:38 LOG5[4]: Certificate accepted at depth=0: CN=smtp.gmail.com
2021.09.29 12:45:38 LOG6[4]: TLS connected: new session negotiated
2021.09.29 12:45:38 LOG6[4]: TLSv1.3 ciphersuite: TLS_AES_256_GCM_SHA384 (256-bit encryption)
2021.09.29 12:45:38 LOG6[4]: Peer temporary key: X25519, 253 bits
2021.09.29 12:45:38 LOG6[4]: Session id: 0508C45FA1B8CA59D1BF211814D3E1799930BE934DA5DAB0D9D1E6216AD000C9
2021.09.29 12:45:38 LOG6[4]: Session id: 9D478F7A983E52840A0AF028D9D9EE1A30A87E55B2A6DFA293695036CD56E3A6
2021.09.29 12:45:39 LOG6[4]: SSL_read: Socket is closed
2021.09.29 12:45:39 LOG6[4]: TLS socket closed (SSL_read)
2021.09.29 12:45:39 LOG5[4]: Connection closed: 66 byte(s) sent to TLS, 385 byte(s) sent to socket

Looks like it is good. This log entry is generated when I have press check on the VMPro smtp setup in control panel. When I leave a voicemail for a system user and I am looking at the stunnel log page, the IPO does not contact stunnel to send the voicemail.

Quaz
 
OK gotcha. I would turn on logging in VMPro for emails. Leave a message and then check and see what the log has to say is happening.

The truth is just an excuse for lack of imagination.
 
How do you turn logging on in VMPro? Is that the registry reconfig logging?
 
In the VMPro client, on the tab with SMTP settings, there is a checkbox for logging. It stores logs in the /Voicemail Pro/VM/logs folder.

The truth is just an excuse for lack of imagination.
 
Guys,


I used the dbgView.exe and I got this from the log. It is failing because of an authentication problem. Thing is I don't know to what the IPO is authenticating. If I hit check in the SMTP set-up in Control Panel Icon, It works fine as seen in the stunnel logs. I hope you guys will see something here.


30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Receive OPEN for session 00000083, call-id 84
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Access = ACCESS_LEAVE_VOICEMAIL:
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Mailbox: Extn3150
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Calling Party: 4662
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Display String: Extn4662>Extn3150
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Target Party: 3150
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Greeting Modifier:
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Language: enu
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Call Ident: 84
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Call Status: No Answer (1)
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Call Type: Internal
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Call Direction: Incoming
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Called Party: 3150
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - DDI Number: 3150
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Calling Party Name: Extn4662
30/09 14:56:08.494 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Called Party Name: Extn3150
30/09 14:56:08.508 vmprov5s (06,5) 10c0,27d8: VMClient::RxOpen - Created dialog 04D8CB38
30/09 14:56:08.508 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - - Internal: !Internal!=Y
30/09 14:56:09.491 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Configuring for reliable disconnect, IDLE time is 300.000s
30/09 14:56:09.491 vmprov5s (06,5) 10c0,27d8: VMClient::RxOpen 04DA3E80 Extn3150 (1), session=00000083
30/09 14:56:09.491 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Receive OPEN for session 00000083, call-id 84
30/09 14:56:09.491 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Check flags[13] 128 for advising recording
30/09 14:56:09.493 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Configuring for reliable disconnect, IDLE time is 300.000s
30/09 14:56:09.493 vmprov5s (06,5) 10c0,27d8: VMClient::RxActive 04DA3E80 (session=00000083)
30/09 14:56:09.493 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Receive ACTIVE for session 00000083, call-id 84
30/09 14:56:09.674 vmprov5s (23,5) 10c0, b28: Succeeded in loading sound bite C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\Extn3150_1.WAV [uLaw]
30/09 14:56:19.409 vmprov5s (23,5) 10c0, b28: Succeeded in loading sound bite C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Wavs\enu\MC_01.WAV [uLaw]
30/09 14:56:19.409 vmprov5s (24,5) 10c0, b28: Successfully determined fragments for announcement 1146 using language enu, fragments are "1440"
30/09 14:56:19.479 vmprov5s (23,5) 10c0, b28: Succeeded in loading sound bite C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Wavs\enu\1440.WAV [uLaw]
30/09 14:56:19.479 vmprov5s (09,4) 10c0, b28: Session: 00000083 - VoiceMailDialog::ChangeNode: Node "IntuityRecordNode" took 125 milliseconds to Initialise.
30/09 14:56:19.854 vmprov5s (09,4) 10c0, b28: Session: 00000083 - StartRecording C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\MSG00423.WAV
30/09 14:56:40.030 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Configuring for reliable disconnect, IDLE time is 300.000s
30/09 14:56:40.030 vmprov5s (06,5) 10c0,27d8: VMClient::RxClose 04DA3E80 (session=00000083)
30/09 14:56:40.030 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - Receive CLOSE for session 00000083, call-id 84
30/09 14:56:40.030 vmprov5s (09,4) 10c0,27d8: Session: 00000083 - EndRecording
30/09 14:56:40.061 DbgOut (01,5) 4288,9312: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_ATTACH)
30/09 14:56:40.063 vmprov5s (09,4) 10c0,2460: Background saving "C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\MSG00423.WAV" to 1 mailboxes
30/09 14:56:40.073 vmprov5s (23,5) 10c0,27d8: Succeeded in loading sound bite C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Wavs\enu\MC_01.WAV [uLaw]
30/09 14:56:40.073 DbgOut (01,5) 4288,10200: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
30/09 14:56:40.097 vmprov5s (09,4) 10c0,2460: Wave file C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\MSG00423.WAV, maximum energy was 6.337233, factor used to normalize 1.574073, took 32 ms
30/09 14:56:40.098 vmprov5s (09,4) 10c0,2460: Wave file C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\MSG00423.WAV, rewritten at 0.180000 FS
30/09 14:56:40.099 vmprov5s (09,4) 10c0,2460: Background saving message "C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\MSG00423.WAV" to 3150 [entry 1 of 1]
30/09 14:56:40.119 DbgOut (01,5) 11876,11720: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
30/09 14:56:40.119 DbgOut (01,5) 11876,9744: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
30/09 14:56:40.140 vmprov5s (13,5) 10c0,2460: Renaming message file "Extn3150/C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Accounts\Extn3150\MSG00019.WAV" to "C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Accounts\Extn3150\ceac3c92f01b4979b04a68025c61b6c5.WAV"
30/09 14:56:40.142 vmprov5s (06,5) 10c0,2460: NotifyMessageEventToPhoneManager Message ID = MSG00019
30/09 14:56:40.157 vmprov5s (09,5) 10c0,2460: EMailerRequest::Send: Queued email request for dperfetti42@gmail.com, subject is Voicemail Message (Extn4662 > Extn3150) From:4662, use EMAPI=false
30/09 14:56:40.162 vmprov5s (09,4) 10c0,2460: IntuityRecordNode - Sent recording to mailbox: "3150" <Private: 0> <Priority: 0>
30/09 14:56:40.164 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Receive buffer size is 0x10000 bytes (64K)
30/09 14:56:40.164 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Send buffer size is 0x10000 bytes (64K)
30/09 14:56:40.173 vmprov5s (09,4) 10c0,2460: Background saved message "C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Greetings\MSG00423.WAV" to at least 1 mailboxes and took 110 milli-seconds
30/09 14:56:40.174 DbgOut (01,5) 4288,9312: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
30/09 14:56:40.338 vmprov5s (23,5) 10c0, b28: Succeeded in loading sound bite C:\Program Files (x86)\Avaya\IP Office\Voicemail Pro\VM\Wavs\enu\MC_01.WAV [uLaw]
30/09 14:56:40.339 vmprov5s (0a,5) 10c0, b28: OSThreadFunc exited[VMClient, 04DA3E98]
30/09 14:56:40.339 vmprov5s (09,5) 10c0, b28: Session: 00000083 - ~IClient [Connections 0 - 0] [Buffer pool(0:1000 1:250 2:2500 3:546) allocated:4, in use (here:0, total:0) seq:0] [Links:11631 from 12000] [CMMsg:2 left from 2] [VM:0 NODES:0 SN:0 SBL:0 TASKS:7 FILES:0 Msgs:16]
30/09 14:56:40.340 DbgOut (01,5) 4288,2856: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
30/09 14:57:40.195 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::ReadResponse: Timed Out waiting for response from SMTP server.
30/09 14:57:40.195 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Connect: An unexpected SMTP login response was received.
30/09 14:57:40.206 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Disconnect: An unexpected QUIT response was received.
30/09 14:57:40.257 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Receive buffer size is 0x10000 bytes (64K)
30/09 14:57:40.257 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Send buffer size is 0x10000 bytes (64K)
30/09 14:57:40.749 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::AuthLogin: AUTH LOGIN authentication was unsuccessful.
30/09 14:57:40.749 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Disconnect: An unexpected QUIT response was received.
30/09 14:57:40.750 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Connect: An unexpected HELO/EHLO response was received.
30/09 14:59:30.484 vmprov5s (09,5) 10c0,19d8: EMailerRequest::Send: Queued email request for dperfetti42@gmail.com, subject is Voicemail Message (Extn4662 > Extn3150) From:4662, use EMAPI=false
30/09 14:59:30.497 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Receive buffer size is 0x10000 bytes (64K)
30/09 14:59:30.497 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Send buffer size is 0x10000 bytes (64K)
30/09 14:59:58.392 DbgOut (01,5) 11876,2884: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_ATTACH)
30/09 14:59:58.662 DbgOut (01,5) 11876,2864: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_ATTACH)
30/09 15:00:30.510 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::ReadResponse: Timed Out waiting for response from SMTP server.
30/09 15:00:30.510 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Connect: An unexpected SMTP login response was received.
30/09 15:00:30.522 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Disconnect: An unexpected QUIT response was received.
30/09 15:00:30.573 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Receive buffer size is 0x10000 bytes (64K)
30/09 15:00:30.573 vmprov5s (09,3) 10c0,19d8: CMailSocket::Create: Send buffer size is 0x10000 bytes (64K)
30/09 15:00:31.080 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::AuthLogin: AUTH LOGIN authentication was unsuccessful.
30/09 15:00:31.080 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Disconnect: An unexpected QUIT response was received.
30/09 15:00:31.080 vmprov5s (14,2) 10c0,19d8: CSMTPConnection::Connect: An unexpected HELO/EHLO response was received.
30/09 15:01:08.159 DbgOut (01,5) 11876,2864: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
30/09 15:01:08.159 DbgOut (01,5) 11876,2884: DllMain(hinstDLL=0x10000000, fdwReason=DLL_THREAD_DETACH)
 
Honestly it is kind of hard to say if it is saying the IPO credentials, entered in the SMTP tab, are incorrect or something Stunnel is doing is causing an authentication error. I think the first is more likely.

Out of curiosity why do you need Stunnel for the relay to gmail? I use to use it when systems were to old to accommodate StartTLS but I haven't had to use Stunnel in a long long time.

The truth is just an excuse for lack of imagination.
 
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