Exchange servers and Mavericks Mail

Hi,

I've been experiencing the Mail problem whereby it won't send an email with attachments. The send "times out" and asks you to select a mail server for retrying. When you re-select Exchange, the mail is then sent OK.

Just for the record, I've now installed the 10.9.2 update and the problem appears to have been fixed - I can now send mails with attachments (only up to 2MB tested) and they are sent without retrying...

Am glad that this annoyance finally seems to have been fixed...

Unfortunately OSX 10.9.2 and Mail 7.2 is still broken - or maybe it's only half fixed.

Mail using an Exchange Account sends and receives OK but there is no Sent Email registration in the Sent folder!?

Doh!

Apple Software Quality has definitely taken a plunge... 3 months to fix this and it's still no good. What a shame.

My initial test is in agreement re sending attachments, without the initial error message. But the more important issue of slow inbound email and slow to no delete sync is still an issue. And why, if ANYTHING relating to Exchange compatibility was fixed, wasn't it articulated in the release notes? Why should we all be guessing? Four plus months after Mavericks was released?

I tested 10.9.2 and it still will not allow me to send large attachments. I tried 3.1, 6.2, 9.3 mb attachments and could send 3.1 and 6.2 but. 9.3 would not send. The message says the file is to large for the exchange server or the receipents mailbox is full. Same old problem. Bummer Apple. I know that exchange server will take up to 20 mb because I can send them through outlook in Windows using Parallels, through the same system to the same receipents. It will not send with outlook for Mac or Mac mail.

Actually got Mail7.2 working OK with Exhange... ie Sent email registering in Sent Folder

I needed to do the folowing: (force a re-registration in Mail7.2 of the Outgoing Mail Server)

Mail>Preferences>Accounts

> Change Outgoing Mail Server and note the original server setting (most probably set from the Exchange Server).

> From the pull-down menu select "Edit SMTP Server List..."

> Select another SMTP Server and click OK. Then close Mail Preferences

> Mail asks you to confirm update. Confirm it

> Go back into Mail> Preferences and select the original server setting and close Mail Preferences

> Mail asks you to confirm update, Confirm it.

Mail should all work OK. I have sent emails with more than 10Mb attachments. Everything is registered as it should be in the Sent Folder.

After having upgraded to 10.9.2 and Mail 7.2 the issue with exchange accounts persits. After few minutes the messages recieved via exchange disappear from the preview screen. So i closed/ reopened the app and the mails came again for a short period...

After Apple has launched 8 Beta-Versions of 10.9.2 to the developers its hard to grasp that the flaws about exchange and mail still are not fixed.

Nothing i read in this thread had really helped me. Only the IMAP- based accounts are working properly.

Any help is highly apreciated, otherwise i return to Outlook 2011.

Thanks in advance

Hi

I update today to version 10.9.2 and after that I have no issues so far. I have test to send several mails with attachment/attachments, large and small and it works fine.

I will continue to test.

Edvard

Well, reading all these comments I am glad I have decided to move back to ML two months ago. That seems to be the only way to do something so incredibly new and sophisticated like sending e-mails on a Mac. I am flabbergasted that Apple has not fixed this within 4 months and after the second update, plus it does not communicate the problem with its customers.

acarruthers, What did you do to get Mavericks 10.92 to work? I am the IT Manager at my company, and our owner has had problems with this Apple Mail connecting to Exchange throughtout 3 versions of Mac OSX. This problem is getting very very old. We are using Exchange 2007 SP3. Everybody else is working fine, and has been. Nothing has changed in our Exchange Environment, but yet with every OSX upgrade, Apple Mail breaks a little more. Now, the issue he is having is if he sets Apple Mail to automatically check for mail, no mail every comes in or goes out. If he sets it to 1 minute, it seems to work. I read an article posted above in this thread, and it was an Apple support article stating to take all accounts offline then get all new mail. I can't believe this is the santioned Apple fix. Any help or insight you can provide as to how you got it working would be greatly appreciated.

Thank you.

petebas

I've been following since this thread was on a single page I can say that 10.9.2 still isnt perfect because messages still aren't as fast as activesync but maybe we're just setting our sights too high since EWS and ActiveSync are actually different connection methods just like pop vs. IMAP. However, since it is synced with exchange have you tried deleting the appropriate file inside the ~/library/Mail/V2/EWS-youruser@yourdomain.com

I did find that I needed to do this on my own to get the full benefits of any of the upgrades released. As of now my only gripe is the delay in messages being delievered to my inbox but I also have the settings set to check every minute.

Typo, apologies. 2011.

I know we disagree on the severity of the problem Csound1. The problem here is typical of the lone Mac user in the multi-occupancy building with an Exchange server onsite (doctors, Lawyers, Publishers, freelancers). If nobody else has the problem in the office, one (nutty) Mac user (even if he is the boss) will not precipitate much action from the office IT department. In our case they have never archived a single mail for business reasons and that does not help with Mail or a switchover than took several days to populate, as did rebuilding Mail mailboxes.

So you sometimes have to take your own evasive action despite many people having success with Mail on Exchange.

From our own point of view we (our family) have no idea if 10.9.2 solves it because once you fork out £200 for Office there is no point in going back and trying.

Can anyone articulate specifically how (and why) to configure Exchange Server 2007 and OS X 10.9.2 to work together properly? Anyone using Exchange 2007 who's problems are now resolved (or never experienced)?

Upgrading to 10.9.2 has had no apparent effect and there is no indication in the release notes that it should. The word Exchange does not appear anywhere that I can see.

Like many others on this forum, and as previously said, my experience was that Mavericks installation caused Exchange synchronization issues not ever experienced previously i.e. with Lion or Mountain Lion. Also a frequent 'can't send using this server' error message when first sending an attachment. Goes through the second time always.

My workaround has been to fetch new email every minute, but that doesn't resolve the deleted message synchronization issue between iOS 7 and Mac Mail. The attachment issue is merely annoying.

Earth to Apple!

Sorry, I am not using Exchange 2007, but I can say that, on Exchange 2011 (via Rackspace) 10.9.2 eliminated the primary problem of large attachments (in my case, almost any attachment) causing Mail to "lose" the server. Prior to this update and like others with this problem, I had to right click my Inbox and take the account offline and then take it back online and the messages with attachments would suddenly go. Now, with 10.9.2, messages with attachments appear to go immediately, and for two days now I have yet to have an instance of Mail losing the server (whereas, pre-update it was an hourly occurrence). So, it appears to have solved at least this one common problem; I can't speak to the other problems on the list.

Regarding MS Office, it may be dreadful, but Apple has failed to make iWork even reasonably capable of importing and exporting from/to MS Office, which 99% of the working world is using, so until they do, most of us are stuck with it. Like many, I operate in an environment where I must share and collaborate on documents, spreadsheets and presentations with iterations going back and forth. This cannot be done without all manner of formatting problems from mishandled fonts to misaligned graphics. If I could make everyone else in the loop switch to iWork, that would fix the problem, but that will never happen. Either Apple needs to man up and make the transition literally foolproof or forever be the irrelevant also-ran in this area. And, speaking of a lack of updated software, Csound1, when's the last time Apple updated iWork?

walterfromhouston wrote:

Regarding MS Office, it may be dreadful, but Apple has failed to make iWork even reasonably capable of importing and exporting from/to MS Office, which 99% of the working world is using, so until they do, most of us are stuck with it.

All iWork programs can open and export in MS Office formats, perhaps you failed to notice?

Csound1, when's the last time Apple updated iWork?

January 24, 2014

You clearly have never had to actually work with the exported and imported versions of complicated office files. It ultimately never results in truly compatible documents. The 2014 update did nothing to improve the programs for those of us who actually have to interact with the MS office world and was focused almost exclusively on supporting cloud-based activity. It was an "update" but not an "upgrade" for users.