Q: can no longer send mail after installing Yosemite

There seems to be no moral responsibility to either avoid the problem, or notify the customer that it is terminal .

Hey, I just wanted to let everyone know how I ended up fixing the same issue some others have had.  I did a clean install of Yosemite on a new hard drive and after booting up and attempting to plug in my information for my IMAP accounts hosted on Bluehost, I wasn't able to connect to any of the servers, incoming or outgoing.  I chatted with the host for about an hour and did everything from delete and reconfigure the email account to deleting the keychain and trying just about every port and SSL setting.  They were blaming it on Yosemite with no fix.

The next day I reinstalled my Mavericks drive and found the issue to be also happening to my Mavericks hard drive and recontacted Bluehost and found that all the activity from Yosemite and my host had caused my IP to be blacklisted.  Make sure you double check that option if you are using a custom host such as Bluehost, Hostgator, etc.  The customer service reps might not really know what they are doing.  Surprise.

Good luck everyone!

I also have Mail and using Yosemite on my MacBook, and use Suddenlink.  Mine would work fine for a month or so then for no reason when I booted it up in the morning I'd get the little triangle flags by the Suddenlink inboxes, and could not send/receive mail.  Called Suddenlink and all they did was verify my settings - which were correct.  If I delete the account and install it over it will take care of the problem, but don't want to keep doing that.   I tried Ahji's solution and it worked, although it changed the port number to 993.  THANKS!  I may just quit using Suddenlink's mail; don't have a choice on using it's internet service.

MacBook mid 2010

2.4GHz core2 duo

4GB memory and 250 SSD

After upgrading to Yosemite I found that while Mail was happily receiving, it would no longer send.

I spent hours (literaly) on the help line to my service provider (a Mac specialist) and have spent hours on forums but all to no avail.

As a test I installed another Mail app (Thunderbird) and entered all my settings; it worked straight away.  I also subsequently did a complete clean install of Yosemite and set-up Mail from scratch.  It still wouldn't send.

Last week I visited the 'genius' bar and they ran some general tests as I had also notice the Mac was running slowly. They identified some 'bad sectors' on the drive but couldn't say that was linked in any way to the mail problems but advised replacement.  Today I fitted a new SSD and also upgraded the memory from 2 to 4GB. And also have done another completely clean install and installed updates from Mac store.

The Mac now zips along pretty quickly and seems to be generally happy. HOWEVER, Mail still does not send. I've spent the rest of the day going back and forth through settings and dozens of forums/posts.  There are an assortment of suggestions complex and simple from various users

I have tried all the suggested 'fixes' that can be found online, both on Apple 'help' pages and the wider community forums and blogs.

These are many and varied but range from unchecking the 'automatically detect ... settings' option, deleting all accounts, allowing insecure connections or clean installs etc through to opening and editing the 'account.plist' file.

I have tried them all but what works for some (usually temporarily) does not work for others including me.

And I have, of course, checked and re-entered the actual account/s settings scores of times over the past few weeks. Just to re-state; I have put these settings into Thunderbird and it worked straight away.

Surely, Apple have got this sorted by now - there are a lot of people desperate for a simple update/fix for this issue.

I've set this all up as another thread/question/discussion on these forums but wether Apple will ever acknowledge the fault is questionable.

I just installed Yosemite, and can´t afford to loose a minute trying to fix the outbox problem.

You think the wisest thing to do is using another mail app?

How could apple have it SO wrong? Now I won´t be able to trust the updates if they make this kind of mistakes.

Thanks

Pauline

I work in an office with multiple Macs and offer tech support for many of our clients that have Apple computers. This one has stumped me for a long time but I think I've finally cracked the case... at least for us. Somehow the mail service gets hung up. Restarting the computer can often reset it, but isn't always convenient and still doesn't always work. We just ran into this again this morning and here's what I did, it fixed the issue instantly.

Go to the menu and click window > Activity

In the activity manager, click the 'x' beside the stuck activities. It may take some time for them to cancel. Once they're clear, go ahead and click send/receive again.

This won't work for everyone I'm sure, but it certainly worked for us when everything else failed.

I hope this helps someone,

Steedan

Thanks Steedan,  this helped me unblock 7 mail accounts.  One more to go.

I tried everything including removing all the accounts and starting over. I've lost 9 hours on this today. Then I tried this (see below) and it seems to be working just fine now.

It was originally posted by DaFe4u on Apr 13, 2015 6:38 AM-

"I was able to solve this by deleting all "Envelop Index*"- and "ExternalUpdates*"-files in ~/Library/Mail/v2/MailData. After that I restarted Mail and let it reindex all mailboxes. "

Found the above here:

https://discussions.apple.com/message/28060407#28060407

The only other thing I had to do is that I have, and don't judge me , a godaddy account that required me to set it up as pop. iMap didn't work.