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Studbaker  
#1 Posted : Thursday, November 21, 2019 6:27:33 AM(UTC)
Studbaker

Rank: Newbie

Groups: Registered
Joined: 11/21/2019(UTC)
Posts: 1
Location: Noirge

I have had a program that has worked until recently. I now get a handshake error - nothing in my program or setuup has changed.

Errrorlog is as follows:
220 2.0.0 SMTP server ready
[SSL]client handshake
[SSL]client handshake failed
connect failed

The error only happens on win2003 servers. Same program does it correctly on a newer server:
[SSL]client handshake
[SSL]warning: client certificate is required
[SSL]verify server certificate
[SSL]EHLO terminalserver.local
250-AM0PR06CA0032.outlook.office365.com Hello [85.112.155.187]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-AUTH LOGIN XOAUTH2
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
[SSL]AUTH LOGIN
etc

My softwarecode is as follows:
objmail.LicenseCode = "Sensured"
objmail.ServerAddr = "smtp.office365.com"
objmail.FromAddr = "Sensured"
objmail.UserName = "Sensured"
objmail.Password = "Sensured"
objmail.AddRecipient "Epostkopi", "epostkopi@eggum.no", 2
objmail.ReplyTo = "Erik@eggum.no"
objmail.SSL_init
objmail.ServerPort = 587
objmail.Protocol = 0
objmail.LogFileName = "c:\eggum\EpostLoggTest" & Format(Now, "YYYY-MM-DD") & ".TXT"
objmail.Subject = "Test"
objmail.BodyText = "Testbody"
objmail.AddRecipient "Erik@eggum.no", "erik@eggum.no", 0
' If objmail.AddAttachment("erik@eggum.no") <> 0 Then
' End If
If objmail.SendMail() = 0 Then
End If


Does anyone know why I suddently get a handshake error, but only on win2003 servers ?

Br Erik
ivan  
#2 Posted : Thursday, November 21, 2019 6:47:34 PM(UTC)
ivan

Rank: Administration

Groups: Administrators
Joined: 11/11/2010(UTC)
Posts: 1,148

Thanks: 9 times
Was thanked: 54 time(s) in 54 post(s)
Hi, that is because office365 requires TLS 1.2 now. You have to upgrade OS to windows 2008/7 or later version.

To enable TLS 1.2 on Windows 2008/2008 R2/7, you also need to install this update:

TLS 1.2 Support added to Windows Server 2008
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