Gmail outgoing server problems

I am currently experiencing gmail outbox issues that have only popped up recently. It is also happening to another person I know of.
Is anyone else finding the "failed to send smtp.gmail.com" coming up more often lately??? Is there something going on?

I'm not having any problem with Gmail at all.
What are the specific Incoming and Outgoing server settings for that Gmail account, and what is the exact text of the error message you get, if any? Is this a POP or IMAP account? When did this start happening and what did you do just prior to this problem starting?
Mulder

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Gmail outgoing server issues with Apple Mail

Hi,
I'm currently running OS X 10.8.5 Mountain Lion, and trying to set up my gmail account in Apple Mail. I can recieve mail just fine, but am not able to send mail. for the outgoing server i typed "smtp.gmail.com." When i look at the Mail Connection Doctor it says that the imap incoming was able to login in and connect, as well as the smtp is succeeding with its connection to the server. However I keep getting the message that says "cannot send message using the server smtp.gmail.com"
With the connection doctor window still up, upon trying to send my letter again, an error comes up...even though the connections are still good. The error reads:
INITIATING CONNECTION May 09 13:56:22.639 -- host:smtp.gmail.com -- port:587 -- socket:0x0 -- thread:0x7fa9146888b0
CONNECTED May 09 13:56:22.755 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
READ May 09 13:56:22.785 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
220 mx.google.com ESMTP b8sm443235igx.3 - gsmtp
WROTE May 09 13:56:22.797 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
EHLO [192.168.1.149]
READ May 09 13:56:22.830 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
250-mx.google.com at your service, [162.17.148.217]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250 CHUNKING
WROTE May 09 13:56:22.835 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
STARTTLS
READ May 09 13:56:22.868 [kCFStreamSocketSecurityLevelNone] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
220 2.0.0 Ready to start TLS
WROTE May 09 13:56:23.039 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
EHLO [192.168.1.149]
READ May 09 13:56:23.069 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
250-mx.google.com at your service, [162.17.148.217]
250-SIZE 35882577
250-8BITMIME
250-AUTH LOGIN PLAIN XOAUTH XOAUTH2 PLAIN-CLIENTTOKEN
250-ENHANCEDSTATUSCODES
250-PIPELINING
250 CHUNKING
WROTE May 09 13:56:23.073 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
MAIL FROM:<[email protected]>
READ May 09 13:56:23.105 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
530-5.5.1 Authentication Required. Learn more at
530 5.5.1 http://support.google.com/mail/bin/answer.py?answer=14257 b8sm443235igx.3 - gsmtp
WROTE May 09 13:56:23.109 [kCFStreamSocketSecurityLevelTLSv1SSLv3] -- host:smtp.gmail.com -- port:587 -- socket:0x7fa915b0bec0 -- thread:0x7fa9146888b0
QUIT
If anybody knows what the problem is or how to fix it, I'd be greatly appreciative. In addition, I do have this account being fed to my phone, to which it can send/receive mail just fine.
Thanks

By default Mail should enter all the correct setting for Gmail.
It's asking for authentication.
Select to Edit SMTP settings.
Select your Gmail account from the list.
Click on Advanced.
√ Use Secure Sockets Layer (SSL)
Gmail likes port 465 but Apple default to all ports.
Make sure your password is entered.
Use the Connection doctor to test your settings. You should see green lights to show your receiving and sending settings are correct. Click on Show Details if you see a red light.

Outgoing Server Problem with Apple Mail

I have multiple accounts set up in Apple Mail (two IMAP's a gmail and an exchange). The Exchange account receives and sends fine, but the problem is that the Exchange account will not stay listed as the outgoing mail server, despite have it listed as the outgoing server in preferences for that account and is checked as "use only this server." When I try to complse a new message when that account is selected, it defaults to one of the other accounts. I can change in the message to the exchange account and it sends fine. But having to change everytime I send a message is REALLY annoying. Someone please tell me what I'm missing.

Hi
I have a similar problem here i have work accounts which do not need the SSL ticked but when I uncheck the box and in a few seconds the tick is back up again sometimes I have to click about 10 times or so for it to stay off. I tried to do your sollution it did not work on your suggested port but seemed to work on the 25 port . Also I found i only have the problem when I am at work were we are on a PC network and firewall. It seemed to work fine on a normal home line. Also it only happens on Mountain Lion I have a older macbook with snowleopard and there i have not problems sending messages
as right it was said Apple needs to look into that ASAP as it is very frustrating

How do I specify the gmail outgoing server if I have multiple gmail accounts in my mail? I have 2 business accounts and when I send mail from one account, it is sent from the other account and the sending email is not from the correct account.

I love my apple email and do not want to use google mail on safari. However, I have 2 gmail accounts set up on apple mail, but when I send mail from one of my gmail accounts (I choose the specific gmail account in the drop down window), it actually goes out as if it is from the other gmail account. I can't have that happen because one is my job, the other is a personal business account and unfortunately, the mail from both gmail accounts want to send through the personal business account. How do I make it send from a specific gmail account? I even tried deleting the accounts and setting them up again hoping I set it up wrong in the first place, but to no avail, it is still doing the same thing except this time I set the job account up first and then the personal business account and now everything goes from the job account! The only good thing is that the incoming messages work properly and they go into the correct inbox. Somebody please fix my outbox!

In Mail Preferences/Accounts/each GMail account, set up the SMTP Outgoing Server for each account separately, going into SMTP name/edit/Advanced and specify the Username of each account. The Outgoing servers must be two different servers, authenticated by the Username and Password of each.
Otherwise, the GMail SMTP server will change the from address to that of the account where the SMTP server was setup.
Ernie

Use Yahoo! Push IMAP and GMail Outgoing Server

Hi. I use GMail as my primary email account, but I really like the Yahoo push IMAP capability.
I have setup my gmail account to forward to my free yahoo account.
How can I setup my iPhone to check my yahoo account (with push imap) but when I send, to use the GMail SMTP server? I can't find the outgoing server setting when I setup the yahoo account on my phone.

Read the reply post carefully people.
There is no mention of a magical new Yahoo account shortcut.
The reply post states that the only short cut that exist is when you set up an e-mail account.
The big one with Yahoo on it, the one you all would have had to of used already.
In other words their is no magic way of doing what you want to do.

Outgoing server problems?

Is anybody experiecing problems with theit @me.com outgoing server? My macbook pro is stating it is offline but it wont let me put it back online. Any ideas how to solve it please

Could be something like that, but my Mozilla ap (on a different machine) uses port 25 for the outgoing server as well, and I've had zero problems with it.
But I'll take your advice and investigate switching ports and see if that makes a difference.
I might say, though, that I've found Mail to be a much more finicky program than my Mozilla mail client. It (Mail) seems to take certain accounts off and on line for no apparent reason. I've used the Mozilla mail feature for years and it is rock solid (which is why I still use it today: it is my wife that uses Mail and her account giving us the problems).

Outgoing server problems in Mail

I am having trouble with my outgoing server in Mail. It basically will not allow me to send mail. But it is the same server setting I have always used. I can receive mail wih no problem. This applies to several different accounts, all using the same server settings. I would think it could be my ISP's mail server, but I can send mail with no problems from the same server when using the email client in Mozilla (on a different machine). The outgoing server name and port all match from the machine that works to the one that doesn't, so I'm wondering if it's just an issue with Mail?
Anybody got any suggestions?

Could be something like that, but my Mozilla ap (on a different machine) uses port 25 for the outgoing server as well, and I've had zero problems with it.
But I'll take your advice and investigate switching ports and see if that makes a difference.
I might say, though, that I've found Mail to be a much more finicky program than my Mozilla mail client. It (Mail) seems to take certain accounts off and on line for no apparent reason. I've used the Mozilla mail feature for years and it is rock solid (which is why I still use it today: it is my wife that uses Mail and her account giving us the problems).

Repeated connection to Gmail imap server problem.

I get this message everytime I try to get my Gmail account emails, in Apple Mail: 'The mail server "imap.gmail.com" is not responding. Verify that you have entered the correct account info in Mail settings." My account info is correct. I didn't change anything and all my settings are correct as far as I know. It first started happening on my iPhone, now on my iMac as well. I've tried specifying the gmail imap server (in quotes above) in the mail settings for my Gmail account, but to no avail. MANY people are having the same problem (google it if you don't believe me). Can anyone help?

Thank you for your advice, but I did that.... Perhaps 5 times with 2 step verification, 4 without. Finally I Tried changing incoming server to imap.googlemail.com as suggested elsewhere. It just started working within the last 3 minutes!!!!!!! I've been slaving over this computer for hours because of this. The outage may have started it, but seems something new took over. Who knows.

Can't send mail - outgoing server problem

I am using Mail. OS X.4.6. Yesterday I used Mail with no problem. Today when I 'sent' an email, a pop up told me I couldn't use the outgoing server (the server in the email account selected), and suggested two others (one of which is no longer an account). The outgoing server for the email account selected has not changed.

Mail keeps information about outgoing servers in a separate list, independently of any specific mail account. The account settings just associate one of the available outgoing servers with each account. Deleting an account doesn't remove the outgoing server from the list. Orphaned or dangling outgoing server entries (i.e. not associated with any account) sometimes cause sending problems, so you may want to fix that, even though it could very well have nothing to do with your problem -- actually, it could very well be that you don't have a problem, and this is just a transient error.
Go to Preferences > Accounts > Account Information > Outgoing Mail Server (SMTP), choose Edit Server List from the popup menu, and delete any servers that shouldn't be there. The Edit Server List sheet shows the account each outgoing server is associated with.
Alternatively, Mail comes with some scripts available under the Script menu when that menu is enabled. There is a Manage SMTP Servers there that finds any unused outgoing mail servers and gives you the option to delete them. Type "Script Menu" in Mail Help for more information on this feature.

Outgoing server problem

Why can't I use Mail (8.2) to send mail from an account that is hosted with Adobe's Business Catalyst. I set up the outgoing server as mail.imageprep.net but cannot ever send email from this account. The outgoing server is always offline.
I also don't understand why I set the incoming mail to ALWAYS TRUST a given server, but it makes me validate that "trusted" server several times a day.
Thanks.
iMac 24 running 10.10.2

This isn't a solution. I have the same problem. I created another user for my login and created a new mail for that user. All worked. I don't know what to do next since the smtp works for one user and not the other. At least this way I know it's not my smtp but something within the MAC. The mail box settings are the same in both. Any ideas?

Outgoing server problem (STARTTLS)

Hi,
I have an email account which Outgoing server doesn't work on Apple Mail (Version 4.2 (1078)), and it works on Mozzila Thunderbird (Version 3.0.4).
The server settings are:
Settings:
Server name: mail.xxx.xxx.xx
Port: 465
Security and Authentication:
Ask for user and pass;
And connection security is: STARTTLS
These are the working settings for Thunderbir. In Apple Mail I tested all the possible Authentication methods and ports and nothing worked...
What should I do? Migrate to Thunderbird?
Thank you!

This isn't a solution. I have the same problem. I created another user for my login and created a new mail for that user. All worked. I don't know what to do next since the smtp works for one user and not the other. At least this way I know it's not my smtp but something within the MAC. The mail box settings are the same in both. Any ideas?

Password - can't change Gmail Outgoing Server fields

I'm changing my Gmail passwords, iPhone 6.0.
I click through to Settings --> Mail --> Account --> Acount Information.
On the first screen, I am able to change my password.
However, then I need to click through to the Outgoing Mail Server info. So:
Settings --> Mail --> Account --> Acount Information --> SMTP --> Primary server, smtp.gmail.com -->
When I click on smtp.gmail.com, I come to a screen with fields including: host name, user name, password, use ssl. These are all gray: they are grayed out, and I can't change my password here. I'm assuming this is why I can't now access this email account on my iphone! has anyone else encountered this?
thank you.

Checked that but it's not the problem. Thank you. My primary server is grayed out. The only one that will allow an update is my work server, so I change the password there, but still can't on the others.

Outgoing server problem again.

Hi,
I have serious problems as many others.
I cant send mail from my Mac. I run 10.8.2 on my MacMini as well as macBook Air. On both I have entourage 2008 from MS.
Here is the status:
On my iPhone everything is running prefect.
In Mac Mail every thing is perfect.
on MacMini/MacBook I can send/recieve from my Danish ISP and two Gmail. My Entourage I recieve, but Ican't send.
I have now used nearly two days to Google and read. Try different solutions. But with no luck.
All differents set-up's have I tried. I get a message that there is a time out, becaurse the server is buisy or down.
Have anyone an idea where I can find the magic, and have my "post-office" up and running.?
Thank You
RGDS
Lars

This doesn't seem to have anything to do with icloud, but you can verify your mail settings using http://www.apple.com/support/macosx/mailassistant/ .

Smtp outgoing server problems

Since i upgraded to version 4 software it seems on my iphone i can receive emails but can't send them from my Virginmedia email account. I keep getting the message sayin the sender address ****@virginmedia.com was rejected by the server.. anyone know why this is happening ?
I do also have yahoo email which is working fine..
Thanks in Advance :0)

This worked for me when I had this problem. Go to: Settings> Mail, Contacts, Calendars> (click on your account you are having problems with) scroll down to the "outgoing mail server" tab & make sure the server are ON. When I upgraded to ios4 mine was set to OFF & I didn't know it LOL.
Hope this helps!!!

Outgoing server settings for MAC MAIL with multiple accounts?!

if i got paid to do this, my outgoing mail server issues would be somewhat amusing but as it stands they are really extremely annoying.
i have multiple email accounts (multiple addresses with multiple hosts - gmails, domain based email, me.com address etcetera).
does ANYONE know if there is an FAQ on what is recommended with respect to the settings on whether to tell mail to ONLY USE the one outgoing server and/or anything with the other settings?
i feel like i am in a pachinko parlor when i send mail because there is constantly an error of some kind and then i try dropping the mail through a different outgoing server by selecting a different one from the list and i just do this until it goes out. oftentimes i don't find out it didn't go out until the NEXT DAY becasue i am working and this alert gets hidden behind my other windows where i do actual productive work.
any ideas? i have two domain based websites (multiple emails with two SMTP addresses), two GMail accounts and me.com...
THANKS!

hi. CS. thanks.
do you know what this does as a practical matter? i mean, is it NECESSARY to check this box? will it try other outgoing servers and NOT WORK if you don't check this box? conversely, will it NOT try other outgouing servers if this one is unavailable if i check this (presumably the answer is yes here). i mean - am i likely to run into fewer problems by checking this box and i assume it is necessary to use the OUTGOING SERVER of the actual domain you are trying to send mail from as opposed to - for example - using GMAIL outgoing server for everything because you think you will get less errors than sending from your email domain outgoing server.
you know what i am saying? i mean, i get a bootload of errors and actually can't send mail these days even though Connection Doctor is telling me everything is hunky dory.
also, what is meant by "Offline"? do i have to go in and tell it to take everything on line for some reason and is this totally separate (telling it to go online) from checking things in Connection Doctor?
THANK YOU

Gmail outgoing server problems

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