Can't Send emails with mail.mchsi.com

The problem appears to be at Mediacom's end - their SMTP service has been broken for some weeks. It's possible that you can connect securely as follows:

Right-click on the account name in the folder pane and select Properties.

• On the Servers tab 
   
  • Ensure that the Email username is your full email address
                 
  • Ensure that Log on using clear text authentication is selected
     
  • Select My server requires authentication
     
• On the Advanced tab 
   
  • Select This server requires a secure connection (SSL) for outgoing mail.
     
  • Change the server port for outgoing mail to 465
                   
• Click Apply and OK
   

Remove any unsent messages from the outbox (below the account folders in the folder pane), then close down Windows Live Mail and wait a few minutes while the program does its housekeeping and stores the new security settings. Then re-launch the program, compose a new test message with a unique subject and send it to yourself. Post any new error message in your reply.

Thank you!

On the Server tab, I changed my incoming and outgoing from mail.mchsi.com to mail.mediacombb.net. 

My email server name had been only the first part of my email address so I added @mchsi.com to it per your instructions. 

My server requires authentication on the server tab is unchecked. 

On the Advanced tab, I used 465 for outgoing and 995 for incoming.

This server requires a secure connection is checked for both outgoing and incoming mail.

It seems to now be working for both sending and receiving mail, although a sent 'test' email goes into the Outbox first for just a second and then disappears.  I do receive it shortly thereafter. 

I'm not holding my breath, but sure hope these changes do the trick!  Sure do appreciate your help!

Glad to hear it's working for you. But ...

I changed my and outgoing from mail.mchsi.com to mail.mediacombb.net. 

Why?

My server requires authentication on the server tab is unchecked. 

That should normally be selected when using port 465.

a sent 'test' email goes into the Outbox first for just a second and then disappears. 

That's what normally happens. All sent messages pass through the outbox; they only stay there if (a) there's something wrong, or (b) you don't have Send messages immediately selected.

Glad to hear it's working for you. But ...

I changed my and outgoing from mail.mchsi.com to mail.mediacombb.net. 

Why?  Mediacom had told me to do this when I "Chatted" with them last week. 

My server requires authentication on the server tab is unchecked. 

That should normally be selected when using port 465.

a sent 'test' email goes into the Outbox first for just a second and then disappears. 

That's what normally happens. All sent messages pass through the outbox; they only stay there if (a) there's something wrong, or (b) you don't have Send messages immediately selected.  I wondered if that was normal, had never really paid any attention until this issue came up . . .

Well, this morning when I opened Live Mail, got this message: 

Here we go again.  Closed Live Mail and reopened and the emails were delivered.  Sent a test email and it sent k(it's not in my outbox) but haven't received it yet.    Ugh, just ugh.