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Is it posible to configure SMTP over SSL in Exchange server?<br />
<br />
Microsoft says:<br />
<br />
&quot;Secure Sockets Layer (SSL) is being replaced by Transport Layer Security (TLS) as the protocol that's used to encrypt data sent between computer systems.&quot;<br />
<a href="https://technet.microsoft.com/en-us/library/gg298947(v=exchg.160).aspx" rel="ugc">https://technet.microsoft.com/en-us/library/gg298947(v=exchg.160).aspx</a><br />
<br />
and:<br />
&quot;Transport Layer Security (TLS), and SSL that came before TLS, are cryptographic protocols that secure communication over a network by using security certificates to encrypt a connection between computers. TLS supersedes Secure Sockets Layer (SSL) and is often referred to as SSL 3.1.&quot;<br />
<a href="https://support.office.com/en-us/article/How-Exchange-Online-uses-TLS-to-secure-email-connections-in-Office-365-4cde0cda-3430-4dc0-b489-f2c0736c929f" rel="ugc">https://support.office.com/en-us/article/How-Exchange-Online-uses-TLS-to-secure-email-connections-in-Office-365-4cde0cda-3430-4dc0-b489-f2c0736c929f</a>
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SMTP port has to change to your SSL port number default is 465, according to your image attached. email servers use TLS. <br />
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if you have to provide SMTP over SSL. Just create new gmail and give him for testing, other than changing your exchange server. or keep a sandbox exchange for such testing otherwise your exchange server IP may black listed.
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Using port 25 and allowing STARTTLS command is another way to switch to SSL, but it might not work here. Port 465 is usually much more reliable.
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1) So your login worked. This suggest you have your SSL certs setup correctly.<br />
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Port 25 is used for non-authenticated mail submission (server to server conversations).<br />
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Port 465 is deprecated. Best not to use this port anymore.<br />
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Port 57 is used for authenticated mail submission. Best to use this port as it's normally on be default for TLS/SSL transactions.<br />
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2) Sending a test message failed.<br />
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This has nothing to do with mail reading (step #1).<br />
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This has to do with your outgoing SMTP setup. So in this case you'll be using your own native MTA or if you require high deliverability a relay services like MailGun.<br />
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To debug this problem use <a href="http://www.jetmore.org/john/code/swaks/" rel="ugc">http://www.jetmore.org/joh<wbr />n/code/swa<wbr />ks/</a> to generate a manual mail transaction, so you can debug submission.<br />
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Then look at your MTA logs or Relay Service logs to debug deliverability.
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Hi,<br />
I will create new gmail account and give him for testing SMTP over SSL as Pushpakumara Mahagamage proposed,<br />
because Im not sure that SMTP over ssl is posible in Exchange,and even if it is posible,Im &nbsp;sure its not secure.
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<div class="content wysiwyg-content">
Hi,<br />
one of my customers(development department) demand SMTP over SSL and POP3 for testing purposes(application testing)<br />
I have no problem &nbsp;authenticated using first step in Outlook test ( POP3), but when test tries to send mail(SMTP over SSL), in outlook, i get the following error in client :<br />
<a href="https://filedb.experts-exchange.com/incoming/2017/12_w49/1213597/2.png" target="_blank" title="2.png (9 KB)"><img alt="2.png" class="file-block lazyload" style="max-width: 572px;" data-src="https://filedb.experts-exchange.com/incoming/2017/12_w49/1213597/2.png" /></a><a href="https://filedb.experts-exchange.com/incoming/2017/12_w49/1213598/1.png" target="_blank" title="1.png (40 KB)"><img alt="1.png" class="file-block lazyload" style="max-width: 800px;" data-src="https://filedb.experts-exchange.com/incoming/2017/12_w49/800_1213598/1.png" /></a><br />
<b>SMTP over TLS works fine!!</b><br />
<br />
Is it posible to configure SMTP over SSL?<br />
Microsoft says:<br />
„Secure Sockets Layer (SSL) is being replaced by Transport Layer Security (TLS) as the protocol that's used to encrypt data sent between computer systems.“<br />
<a href="https://technet.microsoft.com/en-us/library/gg298947(v=exchg.160).aspx" rel="ugc">https://technet.microsoft.com/en-us/library/gg298947(v=exchg.160).aspx</a>
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2.png

1.png

Hi,
one of my customers(development department) demand SMTP over SSL and POP3 for testing purposes(application testing)
I have no problem  authenticated using first step in Outlook test ( POP3), but when test tries to send mail(SMTP over SSL), in outlook, i get the following error in client :



SMTP over TLS works fine!!

Is it posible to configure SMTP over SSL?
Microsoft says:
„Secure Sockets Layer (SSL) is being replaced by Transport Layer Security (TLS) as the protocol that's used to encrypt data sent between computer systems.“
https://technet.microsoft.com/en-us/library/gg298947(v=exchg.160).aspx

SMTP over SSL

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Exchange

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Outlook

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