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Nick H.
Nick H., Mac Specialist
Category: Mac
Satisfied Customers: 8276
Experience:  Macbook, Macbook Pro, Macbook Air, Mac Pro G5.
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I am having trouble sending emails from my MacBook Pro, that

This answer was rated:

I am having trouble sending emails from my MacBook Pro, that runs Snow Leopard. I am get this message:

<Connections to host smtp.mail.yahoo.com on the default ports failed.

Select a different outgoing mail server from the list below or click Try Later to leave the message in your Outbox until it can be sent.

Sending from: John Melnychuk >


I receive nearly continual requests to enter a password XXXXX I do, but the server will not recognize.

NickMacExpert :

Hi and welcomed to JustAnswer.com.

My name isXXXXX will assist you with your issues.

NickMacExpert :

Please let me know when you are ready.

Customer:

Hi Nick,

NickMacExpert :

Hi

NickMacExpert :

When did you first have this problem?

Customer:

This has been going on for a few weeks.

NickMacExpert :

Thanks.

NickMacExpert :

Please have Mail open.

Customer:

Done

NickMacExpert :

I will walk you through the steps

NickMacExpert :

Now click Mail on top and select Mail Preferences

Customer:

Thank you.

NickMacExpert :

Go to Account Information.

Customer:

Done

NickMacExpert :

What do you have for incoming and outgoing server?

Customer:

imap.mail.yahoo.com (incoming)

Customer:

smtp.mail.yahoo.com (outgoing)

NickMacExpert :

Thanks.

NickMacExpert :

Do you receive emails?

Customer:

Yes, but it doesn't seem as easy. The handshake seems to take longer than usual when I check Connection Doctor

NickMacExpert :

Thanks.

NickMacExpert :

Please click on Advanced.

NickMacExpert :

What do you have there?

NickMacExpert :

You have the Port?

NickMacExpert :

SSL?

Customer:

993 port with SSL , password XXXXX

Customer:

no IMAP path Prefix

NickMacExpert :

ok

NickMacExpert :

Please go back to Account Information

Customer:

Ok

NickMacExpert :

At the bottom you will see Outgoing SMTP server

Customer:

yes

NickMacExpert :

Click on the list and click Edit SMTP list

Customer:

ok

NickMacExpert :

Now on the top do you see smtp.mail.yahoo.com?

NickMacExpert :

Select it please.

Customer:

I'm not sure

NickMacExpert :

Did you select Edit SMTP list?

Customer:

yes

NickMacExpert :

Did a new window open?

Customer:

I see at the top under Description:

NickMacExpert :

ok

NickMacExpert :

What do you see on the top of the list?

Customer:

smtp.mail.yahoo.com In use by account: sbcglobal.net2

NickMacExpert :

ok

NickMacExpert :

Select it

Customer:

ok

NickMacExpert :

Now on the bottom what do you have?

NickMacExpert :

Account Information and ADvanced?

Customer:

In account information I see now Outgoing Mail Server (SMTP) [email protected]

Customer:

this says offline

NickMacExpert :

ok

NickMacExpert :

Please select Advanced tab.

Customer:

which one? The one under Account info, or under outgoing mail server, edit window?

NickMacExpert :

Under Edit window

NickMacExpert :

the new window.

Customer:

ok

NickMacExpert :

Do you see Use default ports?

Customer:

I'm in

NickMacExpert :

and Use SSL?

Customer:

yes, default is selected, 25, 465, 587, SSL is selected Authentication is by password

Customer:

User name is XXXXX XXXXX address

NickMacExpert :

OK

NickMacExpert :

Please select Use custome port

NickMacExpert :

enter 25

NickMacExpert :

Uncheck Use SSL

NickMacExpert :

Authentication = password

Customer:

ok

NickMacExpert :

make sure to enter your Email and password.

Customer:

do I have to reboot Mail for the changes to take place?

NickMacExpert :

Please click OK.

NickMacExpert :

Then close Mail Preferences.

NickMacExpert :

Quit Mail

NickMacExpert :

Open Mail and click Get Mail

NickMacExpert :

then try to send or reply an email.

NickMacExpert :

See if it will work

Customer:

Do I need to keep the SSL unchecked?

Customer:

Do I need to keep the custom port at 25?

NickMacExpert :

Yes Keep custom port 25 and UNCHECK SSL

Customer:

What does SSL do?

NickMacExpert :

SSL is for secure certificate

NickMacExpert :

We are doing a port reset.

NickMacExpert :

Done?

NickMacExpert :

Quit and open Mail back?

Customer:

Does unchecking SSL mean that I will be more vulnerable to hackers or malware?

Customer:

I am connected to SMTP Mail server now.

NickMacExpert :

OK

NickMacExpert :

can you send email?

NickMacExpert :

Try to send to your own email address

Customer:

I am sending an email now. It seems slow, however. Is it normal to take minutes to send an email?

Customer:

It's sending at 100kb/s

NickMacExpert :

It really depends on your location and internet speed.

NickMacExpert :

Did you get any error?

NickMacExpert :

Also depends on the email sizes.

Customer:

I have a 1 mb/s upload speed and I'm wireless

Customer:

Is there a way to configure my set up so that emails don't take so long to upload?

NickMacExpert :

I can tell you that your email settings are correct.

Customer:

I'm connected, I see that Mail Activity says I'm sending emails., but I also see in my Outbox 2 emails that I am trying to send with a spinning gear in the Sent lind

NickMacExpert :

ok

Customer:

line

NickMacExpert :

Please go to Outbox

Customer:

ok

NickMacExpert :

and delete those two emails first

NickMacExpert :

Then try to send an email.

Customer:

ok

NickMacExpert :

Does it send?

Customer:

Now they got sent

Customer:

You have solved my problem! Thanks!!!

NickMacExpert :

You are very welcomed.

NickMacExpert :

Glad it worked out.

NickMacExpert :

Regarding the SSL, you do not have to worry.

Customer:

Thank you.

Customer:

Bye

NickMacExpert :

Please rate my service.

Nick H. and 3 other Mac Specialists are ready to help you