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can't send mail - smtp.live.com server issue

For the last few months now I have not been able to send outgoing mail on mail app! It always says cannot connect with 'smtp.live.server:me@myemail.com'. I have tried changing ports to 25, 993, 465, 587 as I have read in other threads and ticking the SSL on and off! nothing is working! Im on snow leopard 10.6.8 (macbook air). its driving me insane!! I just want to send an email please help

one more point i just tried the settings on Microsoft entourage and was absolutley fine!! can send emails and connects smtp.live.com server fine!! trouble is i dont like entourage! i want to use mac mail

Re: Can not send mail. issue with smtp.live.server! please helpRe: Can not send mail. issue with smtp.live.server! please help

MacBook Air, Mac OS X (10.6.8)

Posted on Feb 1, 2012 8:00 AM

19 replies

Jan 8, 2013 1:05 AM in response to public disorder

I purchased my Mac Book Pro on 21st December 2012 sent two emails using Mail 6, then started getting the same problem as everyone else here. Tried all the fixes I have read on this and another thread and it still won't play. Having a MSN email address I've found that going into MSN Homepage via Safari, then hitting the Hotmail icon I can get into sending and receiving via their website, using their rubbish new Outlook platform, but would prefer to be using Mail 6.

Jan 17, 2013 11:59 AM in response to public disorder

Hello,

I had the same problem to when I migrated to OSX. If you have a new computer or have newly placed a new OS on your mac, then you will need to log onto your hotmail off Safari or whatever internet browser you use from your new computer or newly updated OS computer and "re-logon" to hotmail. They will ask you to enter your security question since you are logging in using a "different" computer or location and voila hotmail will not block your smtp anymore.

So now, just go back into mail and see if you can send mail through your smtp outgoing hotmail server. This should work.

The other thing is, try again tomorrow or later to resend because the stmp server for hotmail is finicky and goes down from time to time. It's nothing to do with your OS Mail or your settings so you won't need to go changing all that around. Try this easy fix before you try the complicated fixes.

Regards,

Justin

Oct 22, 2013 12:49 PM in response to justinsphotography

this is the final fix solution that has actually worked for me!!!!!!

I found this fix below on https://discussions.apple.com/thread/4604180?start=15&tstart=0

It worked for me. If you can't link to the URL, here is the body of the text

There's an issue related to the BT homehub that is providing a hostname that is "syntactically incorrect" for several smtp server.

Here's how you can fix it.

Using your internet browser, go to the address "192.168.1.254

- Follow instructions to reset your password if asked.

- Then go to "Settings", then "Advanced Settings" and "home network"

You will see there all the devices that are connected or that has been connected before. It's gonna be easyer if yout computer is the only one connected.

Your computer should have a name like "unknown-xx:xx:xx:xx:xx ...

Click on this name, chose another name without any special characters, like "macbook" for exemple.

And then click on "apply"

- restart your computer.

That should fix the issue.

Credit goes to vincentfromcork for providing me with the solution.

Spread the word 😉

After doing all that make sure the 'use SSL' is ticked in your mac mail preferences, as mine wasnt from all the previous attempts at trying to fix this issue over the years

Aug 28, 2014 11:15 AM in response to justinsphotography

These settings worked for me. I could not send email through Hotmail all of a sudden so I had to explore the issue. Found these settings finally and they worked for me.

Incoming server:

IMAP: imap-mail.outlook.com

Port: 993

Encrypted Connection: SSL

Outgoing server:

SMTP: smtp-mail.outlook.com

Port: 25 or 587

Encrypted Connection: TLS

Username: Your Username

Password: Your Password

can't send mail - smtp.live.com server issue