Gmail authentication required. Won't send emails on Mac

Gmail suddenly stopped sending emails from my mac mini. Authentication required pops up. Did an apple update fairly recently. I have checked the outgoing server and it is was set to gmail offline, however no other choices were given. I have tried everything. I am receiving emails without issue. Please help!

Is it POP or IMAP?
The Password/Authentication rejection can confuse people since it's a catch all meaning...
This Password, Username, Authentication method... is not recognized on this Port to this Server.
If WebMail works in a browser, it's not Name or Password, but one of the other ones.
Or Keychain has more than 2 entries for that account one incoming, one outgoing.
The receiving email ports are:
IMAP is port 143
IMAP-SSL is port 993
POP is port 110
POP-SSL is port 995
Outgoing ports are...
SMTP and SMTP-SSL is on ports 25, 587 and 465. Port 587 has to be SSL, and port 465 is enforced TLS-wrapped and is generally used by Outlook users.

Similar Messages

Gmail on iPhone (IMAP Account) Won't Send Emails

So my IMAP account on my iPhone 3G is Gmail. Yesterday I could send emails all over the place and it worked fine. I turned on my iPhone 3G today and for some reason it kept saying "The Sending Address is Invalid" message every time I tried to send an email. My IMAP is also linked to my MacBook's Mail utility and I can send messages there no problem. It's just on my iPhone 3G that seems to be the problem. I even tried deleting the account and re-setting it up on my iPhone 3G...I've even tried contacting Google for help with Gmail setup but so far, nothing has worked.
Is anybody else having issues with their IMAP email accounts on their iPhone 3G's? Does anybody know how to fix this?

Hey, so I checked the Google Discussion Forums and yes, it is a Google problem. I turned off my primary SMTP server which is Gmail, and I turned on my ROGERS SMTP server. This way I can still receive Gmail messages on the IMAP server and send out emails on the ROGERS server. I guess we'll just have to wait till Google fixes whatever problem there is with the Gmail SMTP server before we use them again. Hope that helps everyone with this problem.
p.s. This should work for FIDO customers as well (other Canadians) and AT&T in the U.S.

TS3276 Mac Mail won't send emails with signatures

My Mac Mail won't send emails with signatures. I get the "whoosh" sound and they show in sent mail, but the recipient doesn't receive them until I take off the signature and resend the email. Without a signature, it is received. It never used to be a problem, but started this past month. Please advise!

Did Earthlink have you try using their authenticated SMTP server?
If not, try changing Earthlink's SMTP server settings to the following:
SMTP Server: smtpauth.earthlink.net
Server Port: 25 or 587. Assuming Earthlink is your ISP, 25 should work.
Use Secure Sockets Layer (SSL): Off or not selected.
Authentication Type: MD5 Challenge-Response. Not sure if this authentication type is available with 10.2 and if not, select Password.
User Name: Your entire Earthlink email address.
Password: The password for your Earthlink email account - the same password used to check the incoming mail server for new messages.

Upgraded to 5S and my bt email address won't send emails

Upgraded to 5S and my bt email address won't send emails, how do I resolve this?

Thanks that was the first thing I did. It will receive emails but it won't send them.

My emailer won't send emails since I installed Yosemite

Just as above - the emailer won't send emails although it does receive them This has only happened since I installed Yosemite a few days ago.

Troubleshooting Apple Mail
What does Mail/Window/Connection Doctor Show? If the server is red, select it and look at the Show Details box.
Troubleshooting sending and receiving email messages
Troubleshooting sending email messages

IPad won't send emails but iPhone does. iPad message says server does not recognise email address resetting account makes no difference what else can I try?,

My iPad won't send emails despite identical settings with iPhone which does work. " server does not recognise email address" resetting account fails to solve issue. What else can I try?

Have you checked ALL the settings including the port assignments? Easiest way to get those back to is to delete the email account from the iPad then redo the email account. Usually the ISP providing the email account will have instructions on their web site.

TS3899 my iPhone 5s won't send email but receives email fine

my iPhone 5s won't send email but receives email fine

Hi Robgt8,
Thanks for visiting Apple Support Communities.
The steps in this article can help with troubleshooting your iPhone 5s is email will not send:
iOS: Troubleshooting Mail
http://support.apple.com/kb/ts3899
Cheers,
Jeremy

Calendar won't send email reminders since updating to Mavericks?

Since upgrading to OS Mavericks Calendar won't send email reminders.
I have been able to set them. But they don't actually send.
I have visited multiple sites and discussions and attempted the suggestions posted there but nothing seems to help. I have even contact Apple feedback, and still haven't heard back from anyone.
Just to clarify, i have attempted the following fixes:
- Adjusted email settings to ensure iCloud ermail account is properly set up
- Adjusted reminder settings in calendar to ensure the reminders should send
- ensured that "My Card" is properly set up in Contacts
I can't seem to find anything else to help? Anyone have any ideas?

I am haivng the same issue too.
According to some other posts, I deleted and readded the "Me" record in the address book. When creating a new calender entry I set it to send email. When the notification pops up it's just a normal alert and no email.
Any ideas?

IPhone won't send email

My iPhone 4S won't send emails. I can receive emails just fine but I can't seem to send any. Each time I try to send an email it says my password is incorrect (which is isn't). I've checked my STMP server to make sure the information on it was correct but when I typed in my password it wasn't responding. Any other suggestions or solutions I could try to fix this problem?

Hello Chantelle103
If everything checks out, then the only other option is to remove the email account and then add it back. Then test with sending out the email again.
iOS: Troubleshooting Mail
http://support.apple.com/kb/ts3899
Regards,
-Norm G.

Installed Lion, Outlook 11 for Mac won't send email anymore

Hey all - I installed Lion but now my work Microsft Outlook 11 accounts won't send email...looks like they receive though. Happening to anyone else? Any ideas on a fix?

In Finder you have to go to your user account's library, which Apple hid in Lion. You can still get to it by using the "Go to Folder" option in the Finder>Go menu.
In the dialog option that comes up, type in ~/Library
Inside the library is a "Caches" folder, and inside that folder is one called ".com.microsoft.outlook"
Try deleting that? As always, make sure you have a good backup before deleting anything in the library Hope it helps!

HT1338 my mac won't send emails but can receive them

mac won't send emails but can receive them

Hi Mick209
I am in the UK and eventually found the problem was due to my BT Home Hub Router. Not sure where you live, but of you are in the UK, this might work for you.
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.
If it works, spread the word :-)

Can't Send Emails With Mac OS X Mail?

Why can't I send emails through Mac OS X Mail when I'm using another internet connection (besides my main home connection)?
Thanks,
Mason

This is likely either because when at home you are using the SMTP provided by your ISP, and it is not separately Authenticated and thus blocked by the host ISP at the other venues, or you are using a third party SMTP successfully on Port 25 at home, but in the other venues, they are blocking third party SMTP on Port 25.
If the SMTP of your ISP, check to see if they have a version that can be authenticated for travel use -- many do.
If using another SMTP at home on Port 25, change to Port 587 which should work either at home or away.
More info, please, if this does not solve, including who your ISP is?
Ernie

Problem sending emails with Mac Mail 1.3.11

Desperately in need of help. I'm able to receive but not send email using Mac Mail. I keep getting an error message:
"This message could not be delivered and will remain in your Outbox until it can be delivered.
The sender address [email protected] was rejected by the server"
I have already tried the following at the advice of AppleCare reps:-
Have verified & repaired disk utilities & keychains
Have reinstalled the operating system
Have trashed the mail.plist file
Have trashed the outbox.mbox file
Getting quite frustrated now because we have a mac bookpro with identical mail settings and it is able to send and receive mail without any problems.Could it be the version of Mail I'm running ?
I initially thought that the problem related to having switched to a new ISP but the fact that one of the mac's has no problem has led me to be less convinced of that idea.
Any suggestions gratefully accepted.
Many thanks

I am having the same problem exactly. I can read e-mail, but get the same error message trying to send it. I can't use .Mac anymore--have to use alternate e-mail for the last month--since some time in October 2006.
I haven't changed anything on my G4, haven't upgraded anything, and the problem started about the time .Mac reported some customers were unable to use Mail for a couple of days in October.
I see nobody answered your post. Did you ever get your mail to work? I have repaired permissions, but I don't think it has anything to do with that.
Thanks,
iMama
G4 Quicksilver 867Mhz 60GB Mac OS X (10.3.8) Maxtor 120GB internal; LaCie 150GB external HD

Cant send emails from Mac OS X (10.4.11) using Mail Version 2.1.3 (753.1)

Cant send emails from Mac OS X (10.4.11) using Mail Version 2.1.3 (753.1)

Thank you so much for replying!
I am using site mail (Hostway)
Mail Servers:
Incoming (POP) Server:
pop.synaxismeetings.com
Outgoing (SMTP) Server:
smtp.synaxismeetings.com
Hope that was what you were asking me....pls help!

TS3276 sending emails from mac mail?

not possible to send email from mac mail since hotmail changed to outlook?

The logo is an attachment. Anything in an email message that is not text must be sent as an attachment in order to be compliant with email protocols. But many modern email programs will automatically display the contents of some attachments. Apple Mail will display JPEGs and single-page PDFs. Presumably your correspondents are using an application that displays JPEGs but not PDFs.
Some email programs expect attachments to come at the end of the message, not intermixed with the other contents of the message. Such an app may treat everything after the first attachment as attachments. That might cause the different behavior when additional attachments are included before the attachment in your signature.

Gmail authentication required. Won't send emails on Mac

Similar Messages

Maybe you are looking for