Mail mac not sending gmail




If Mail keeps asking for your email password

So if your Mac reboots quickly, you might find that a simpler solution to try first….


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Thank you so much! This has been making me crazy and the first solution worked like a charm.

2 Possible Fixes for Mail SMTP Sending Errors in OS X Yosemite

Now if you could help keep notification settings from being reset every time I restart my computer…. Try again! Andrea Graham: This Apple Support thread solved my notifications problem: I can now send again from gmail, but am still not receiving. What a shambles this is for a company that used to pride itself on releasing software only when it was usable. The second option seems to works fine. Hope it will stay that way. And that this problem will not come back in a few days. What about the bug that disabled the junk mail filter?

Have 2 accounts using the same mail server. One account ist working, the other not. This does not help an it seems to be a problem of yosemite mail. By the way — using port and password is correct. Happened to me several time in Yosemite, usually after a wake from sleep. I always solved it with a restart. None of the internet answers told me where to find the right plist for my versions. Yes, there is a checkbox in the preferences section that should do the same thing, but for some weird reason the checkbox would not work.

Anyway, thanks for 2, back to being a happy camper. After multiple deletion and setup of Verizon. I have also changed the plist as suggested and the problem still occurs. The problem has been escalated t the engineering team. Hope we get a fix. Changing the Accounts. Changing the setting to allow insecure authorization allows email to come in. Do we know when Yosemite will issue a fix? Do you really need to change that preference in the plist-File or do you just need to deactivate the box of the same name in the advanced settings of the SMTP-Server-List?

Thanks been trying a whole bunch of solutions online and this one is the only thing that worked. Problem solved, thank you. The re-enter Login and Password Solution 1 solved the issue for me. As others I had looked around a lot. Tried a Lot and totally messed up my Laptop to the point I had to Restore the whole hard drive. So simple and so straight forward. If you have two-factor authentication enabled on your Google account, you will need to create an app-specific password specifically for the SMTP account from your Google account page. Many thanks for Option 2, as Option 1 did not work.

This super annoying mail bug, has soured me on Yosemite. I did read reviews of Yosemite before downloading and there was not 1 word about how Yosemite screws up your mail, n it takes days to figure out what the heck to do about it. Why release a buggy up graded OS?? Lovely, same problem today! Had to go back in and do option 2 again to be able to send mail!!! What a mess! Absolutely sickening! Sadly neither option works for me. They seem to be slipping lately in this regard. My Mail has crashed and had lost all settings as described above. I fixed it using a partial of Option 2 above which I think is quicker.

First quit Mail. I use TinkerTool, free from http: Restore from TimeMachine worked! Apparently the Accounts. This could turn me, a fan of 10 years, completely off Apple. It is SO annoying having the email not working since loading Yosemite. Now I have to take half a day off work to go to the apple genius bar to get it fixed. Hi deborah Did the genius store manage to fix it? Any idea what they did if so? Thanks RB. I was having problems sending outgoing emails through os x mail from my yahoo account, though I could receive mail just fine.

Receiving is fine just sending is not working. And to add to the pain i am a windows user just over to mac so I am having a heck of a time trying to find stuff i wish Apple would just get it sorted without all of us trying to re write their software. The problem I am having with Mac Mail 8 is that the outgoing server port keeps defaulting to an unusable port number. After countless hours on the phone with both Apple who blamed xfinity and Xfinity who blamed Apple I saved the correct port number they assigned me, and now have to go into my mail prefs every few hours and re-set the port number for the outgoing server.

This is nuts. IS anyone else experiencing this? No one at Xfinity can change the settings, and Apple says it is something that needs to be changed on the server side. I have tried everything many times and still one mail box is crazy and the other cannot send mail at all!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!! The first step of re-entering password in SMTP advanced settings helped to resolve my problem.

Thank you. Neither method worked. My son i. Any word on a bug fix for this? Neither one of them worked for me sadly but thanks for trying. I now need another solution. Regards David. Have tried both solutions but neither of them work. What should I do now??? Olie, Please guide me how did you do it…I am really stuck here with the lost file. Pulling stunts like this reminds me of the reason why. I now have to access my mail through my phone. Shame the only way to get it to work again will be to downgrade my computer. Apple- get your act together. There is serious competition out there.

Many thanks! Offline messages on and off in all accounts. Your 2 work around fixed the issue…. Man, I was tired of that. Dear Sir, I have goofed up badly. I have deleted false and true thing and now I am not being able to either send mails like before nor I can delete the existing mails incoming from gmail.. Option 2 worked — thanks. Shame I had to go through all that to solve the problem. Really disappointed with Yosemite and mac. Very disappointed in Yosemite: I had hoped by waiting a few months the bigger bugs would be fixed but apparently not. Yeah so fix 1 adding your password some how deleted thousands of emails in my inbox?

That I needed! I do not have a problem with receiving my emails. My mail appears to be sending, however, when I checked my sent mail it also shows I have 61 emails in my outbox. A few days ago when I open the Outbox and scroll to the bottom, there was a message saying: I would appreciate it if anybody could offer suggestions that might help. Gee that sure has a lot to do with email in OS X! Tell us more about, JUDY? I have been on the phone with their tech support for over 8 hours and now have been on hold for 15 minutes. Apple can stick this new computer up their collective masses.

As a client of mine ran into the same SMTP issues when he migrated to my mail server, I was asked to get his mail going on Yosemite. It seems one has to wait about half an hour, maybe 45 minutes, to see the changes taking effect. After doing many changes quickly without any results, I set the thing up as I thought it should work, and got into a conference. When I returned about 45 minutes later, everything worked perfectly well. I have a few different ones i use though the app. I removed the account. Deleted all of those. Not sure why it seems to randomly stop working, but this worked for me.

Alternatively, the app MailTab Pro for Gmail is worth the couple bucks to not have to deal with this. Works every time. Over time, all connections to Gmail, comcast and Yahoo have gone off line. Microsoft Outlook continues to work fine. So, I tried option 1 and it fixed Gmail and Comcast issues. Option 2 fixed the Yahoo issue and I was able to send a message through Yahoo and it worked.

I have just configured gmail to poll my Yahoo account and I will just stop using Yahoo as my primary. After backing up everything I could lay my cursor on, I did a clean install. The only option to reinstall was Yosemite which I proceeded with. The problem still exists, exactly as it was in Mavericks. The clean install made my external hard drive disappear off my list of devices. Now my problems are manifold. There has been no improvement in the O. Outbox disfunction. I have been trying to sort this out for ages.

Yahoo mail appeared online, all setting correct but would not get new mail. Hey Apple! This is my second try at Yosemite. Email still does not work although in three months a number of other bus and glitches seam to have improved. By following this page I simply added many new messages in my Outbox, none of which I can remove. The only way to quit Mail is to Force Quit…this cannot be the right way to treat a machine!

I did some reconfiguration, deleted my Yahoo mail account then added it again, using a new authentication app specific password from Yahoo. I could not see any single email. All other contents contacts, notes, calendar, reminders works except mail. Thanks for the solution. Useful and fast remedy. I am not a computer freak but in 5 mins I ve spotted and solved the problem. Thank you so so much! I have been trying to fix this problem for months. What an easy solution!

If you can’t send emails in Mail on Mac

It feels good to finally have my Mail app back. Google Mail has a couple of settings now that may prohibit your Mac from sending mail.

Mac Outgoing Mail Problems

You will need to go into your profile settings on Google and either turn on Access for Less Secured Apps or if using Two-Factor Authentication, generate an App specific password. That should fix this issue for you. Before that it was not an issue. See info here: One more thing: Google has a good page on settings specific to your app: Stupid software bugs, lol. I have been struggling with this mess for months, super annoyed with Apple. Now I can not get in to my mail server as Communigate says: What the heck?? I hate Yosemite and Apple. Hi, this annoying problem of mail not being able to send anything at all appeared today morning out of nowhere.

I tried this but now all of my mail accts are gone! I made a copy and moved it to my desktop and now neither of those folders have my email acc data in them. Second tip worked for me.

2 Possible Fixes for Mail SMTP Sending Errors in OS X Yosemite

Since installing Yosemite, all my Gandi. The only solution prior to this was a complete reboot. Mail has been crap since Lion. Accounts automatically resetting the SSL setting, popping up and requesting a password or saying the cert is invalid. If you have more than a couple of accounts and thousands of emails archived, it slows to a crawl, requiring a rebuild of the email database frequently.

What happened to the elegance? What a goofy childish design. I would go back to a Windoze machine but they are worse. Like others I had the same problem with Gmail. Tried the suggestions listed here and mucked around with the SMTP server list. Nothing helped.

Finally in frustration deleted Google from the Internet Accounts, and added it back. That fixed it. Weirdness was that the configuration was problem free for months after upgrades from Mountain Lion, Mavericks and finally Yosemite. I wonder if Google has made a change on acceptable authentication parameters….

AccountName Gmail. SecurityLayerType 3. Username username gmail.

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If I have spare time hahahahaha I'll try to figure out if one or both of these is responsible for the odd behavior. As I have not yet checked the XML plist for corruption, that could be a possible cause as well. Well, the fix of the plist lasted about 1 day, and the behavior of the SMTP server not working is back… boo. It makes Mail unusable. This only started after I upgraded to a new Macbook pro Thank you for the great tip! Editing the Account. I was messing around for one week …. Second, disabling secure authentication is not a fix!

Its a workaround at best, and an insecure one. Not to mention that some people may not even realize that you are basically telling them to send mail in an insecure way, like the guy above who now happily sends company mails over insecure connections. Thank god I found this post! Had a weird problem where it was asking for an SMTP password for an account that was long since completely deleted from Mail. You saved me some grey hair! Since I updated to Yosemite Its been over a month and I still have the problem… cant believe apple could suck this bad. Ive been an apple user since back to ….

I hear you; as soon as I bought my first Macbook, I was hooked! I purchased a Macbook Yosemite and guess what??? Same problem! Anyway, after fiddling for a thousand years, this is what worked for me on my new laptop Yosemite. These are rather detailed instructions for what worked for me. I now can finally send securely, authenticated and reliably, in Close Apple Mail.

Remove internet password entries that are SMTP connections to the server you cannot connect to. Close Keychain Access. Restart the computer 2. Close down virus checking software 3. Close down any running apps for monitoring connections, such as Little Snitch and Hands Off. Open Apple Mail 2. Click on the account for which SMTP is not functioning 4. Create a new SMTP server by clicking the plus sign. Type in the SMTP information that you know should work. A pop-up window pops up, asking you to trust a certificate. Carefully note down the name of the certificate.

In my case, the certificate was issued by Comodo 3. You must trust this certificate.


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Open Keychain Access 5. Click on the certificate 7. Close the certificate window Close the Keychain Access app. Key points: I too have spent an absolute eternity trying to fix this problem of getting and being able to read incoming mail, but not send since installing yosemite. Cursing my once loved Apple, swearing never to buy another. I discovered that — for whatever reason — they were not all the same. No joy.

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So I eliminated the Yahoo account on Mail — I had to go through internet accounts to do this. I then set up Yahoo on Mail again — my name, email address and password. Hey presto! It works! I stopped using mail a year ago and went to Unibox after trying to fix problem. Thank you for your interest in this question. Because it has attracted low-quality or spam answers that had to be removed, posting an answer now requires 10 reputation on this site the association bonus does not count.

Would you like to answer one of these unanswered questions instead? Home Questions Tags Users Unanswered. Mark While we believe you that your Mail account is configured properly, can you share the data with us, for example what is your Outgoing mail server setting? Same problem here. Error message: Cannot send message using the server Gmail Sending the message content to the server failed. The server response was: The message contains an unauthorized custom from address because theassociated account has been disabled or deleted.

Please revalidatethe custom from if you believe this to be in error. I think for now, all we can do is wait on google to hopefully fix the problem on their end. To start the conversation again, simply ask a new question. Every time I try to send it says 'unable to verify account name or password' when I enter the password; and if I go to Accounts to enter it, there is no password field. I have deleted the password entries in the keychain and recreated all email accounts from scratch - still doesn't work.

Posted on Mar 15, 9: Page content loaded. Mar 15, Try going to the Gmail web site, access your account, and there should be something the to allow log on with less secure settings. Mail El Capitan: Mail troubleshooting.

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