Exchange servers and Mavericks Mail

Peter,

Do you understand the Exchange is like a continual work in progress, one with so many configuration options it is difficult to even describe a standard setup.

I host my own Exchange server, I never have any issues with any mail client (as posted here before)

IT Depts tend to be lazy, lacking in knowledge, and opposed to Macs.

peter_watt wrote:

, but how do you explain cases where all the problems experienced with Mavericks are cured by switching to Outlook for Mac?

And how do you explain the many users who did not find that Outlook fixed their issue?

Hi Brad,

once again, many thanks for your help and advice. I really appreciate it if peolpe are interested in helping other and keep posting and offering help. That is great! Thank you!

Nevertheless, I received the Office 11 installer later this afternoon, did the install, created an account with autodiscover, and received my emails. Did a test with Outlook, send out an email with 87KB attachment, went out fine. Sent out another email with a 4MB pdf attachment, went out smooth, no issues.

Did the test again with mail, sent out an email with the 87KB attachment... well, it is stuck in my outbox since 2 hours, blocking all my traffic.

Okay, so for me that is clear: will use Outlook from now on.

many thanks again

-chris

It is clear to me, too, that for now Mail won't do with Exchange. I have many of the same problems and have resolved to wait for the Apple fix. I briefly tried Outlook, but gagged at the confusing complexity of it. I was back in Microsoft land. So in the meantime I tried Foxmail, which is free, is available in the Mac App store and works very well with Exchange, including sending attachments. Unlike Outlook, it looks and feels a lot like OSX Mail so I am right at home using it.

I should add that I have not been able to make Foxmail work with the Exchange global address book for my institution. That's a limitation. It is working fine, though with my own contacts saved on the Exchange server.

So while waiting for an Apple fix to you problem, you might want to try Foxmail, too.

Global

Me explain? Well I will explain just one thing. Mavericks mail is a piece of crap needing big fixes for several major errors missed by the first big fix in November.

You don't have the problem. You don't have the solution. So keep out.

"You don't have the problem. You don't have the solution. So keep out"

Unfortunately you dont get to make those decisions.

Hi Chris,

That's great news! Outlook for Mac does fair better than Mac Mail in Mavericks 10.9.1. Look out for Mavericks 10.9.2 to resolve the issues with Exchange.

Though, the fact that you've had issues with attachments still points to timeout, especially when sending attachments. I believe you'd be better served to have your IT guys up the timeouts and data lengths in EWS and IIS. That will reduce retries and timeouts in all products that communciate via EWS.

Global,

Foxmail looks great!

Csound,

I'm glad to see others on here who have deep Exchange knowledge.

Bradley

Hi Brad,

Some good points and resources....but as someone who administers a number of smaller clients with Exchange, it isn't always ideal to tinker with some of those settings as it can result in a kind of 'butterfly effect'. One change today might result in a logging issues tomorrow, or being susceptible to a DDOS tomorrow.

All told, it appears that Microsoft has the Outlook 2011 product automatically throttle while Apple's 'Supports Exchange' apps...do not do a very good job.

-Jay

Csound1 wrote:

"You don't have the problem. You don't have the solution. So keep out"

Unfortunately you dont get to make those decisions.

I know, it was simply a request. If you can only be smug and condescending, best shut up. I don't think I am alone in that opinion.

JayMMueller is right on the money.

Further, CSound ignores the fact that Apple can be incredibly insular, to the point that internal departments seem impervious to outside information from customers or the customer facing support team, until they are roundly embarassed in public. Even then, they tend to drag heels.

I still love Apple products, but the above, along with serious questions these repeatedly unfixed issues have to lead one to ask about the quality of Apple QA, give me real pause. Exchange support has been seriously broken since Mountain Lion. I reported and escalated what I saw of these issues within a few weeks of its release. Eventually, even going the letter to Tim Cook route, when support seemed clueless and ineffective, then being routed to an executive support person to help me with my concerns. Still, here we are over a year and many point releases later, with a defective product that Apple still claims 'supports Exchange'.

It doesn't. Maybe it will soon. But without violating NDA, let me say that I am not hopeful. Heck at this stage, they haven't even seemed to lick the issue of Mail wanting to download tons of mail messages and attachments it should already have cached, each time it's instantiated. Exchange servers are fickle. But that points to some serious engineering flaws in Mail.

I'll keep writing bug reports. No one seems to be reading them though.

Okay everyone, that was some great reading.

For the newbies to this thread:

Mavericks 10.9.1 does not reliably function with certain versions of Microsoft Exchange. Make sure your IT department has Exchange and the Windows server that it is hosted on fully patched. Latest Service Pack and Commulative Update.

If you're having a timeout issue while sending emails with large attachments please make sure your IT department has properly configured EWS and IIS settings.

If you're having any other problems then please describe it here. You can also wait for OSX 10.9.2 as it will most likely solve issues with Exchange.

In the mean time you can switch to IMAP/SMTP. Exchange fully supports IMAP and SMTP protocols.

Hi All,

I've reading all this discussion about EWS and proper configuration of Exchange to work with Mail. Although in some cases that might solve the issue, in many other it will not.

My firm uses Office 365, so our Exchange server is actually configured and managed in the cloud by Microsoft itself, to work with any mail client. Nevertheless, after upgrading to Mavericks my life in Mail became a nightmare.

Problems include:

(a) the automatic migration of messages is a disaster, so Mail 7 lost all the index and all messages

(b) rebuilding mailboxes did not work so I had to delete the account (its files and indexes in the Library) and recreate the account. I have 20GB of messages, with 100+ mailboxes so on can image how long it takes...

(c) even after all that, Mail still has many problems when syncronizing with Exchange, such as a huge lag, mailboxes with punctuation are always a problem and we don't even get an attachment count anymore.

Unfortuynately, going back to ML will be a bigger pain, as I have already updated third party software like parallels so I either wait for 10.9.2 or switch to Outlook (which also requires more waiting to DL all my mailboxes again and a lot of training).

Hi Pavvad,

Yes, Mavericks broke Exchange connectivity in many ways. Since you are on 365 you can use IMAP. When 10.9.2 comes out you can switch back to Exchange. The interesting twist to this is that IMAP was broken with Microsoft hosted solutions, though, all should be well now. (Article re broken IMAP on 365: IMAP throws Error 9 - Server error when fetching mail)

Anyway .... Here's some information to get you going.

Configure IMAP/SMTP here: http://office.microsoft.com/en-us/outlook-help/settings-for-pop-and-imap-access- HA102908389.aspx

Incoming mail server settings: These are your incoming (POP3 or IMAP4) server settings.

• If you’re connecting to your Office 365 email, use the following settings.

If you’re not using Office 365, see Find your server settings later in this article.

Outgoing mail server settings: This is your SMTP server name.

• If you’re connecting to your Office 365 email, use the following settings.

peter_watt wrote:

Csound1 wrote:

"You don't have the problem. You don't have the solution. So keep out"

Unfortunately you dont get to make those decisions.

I know, it was simply a request. If you can only be smug and condescending, best shut up. I don't think I am alone in that opinion.

Condescension is in the eye of the beholder.

Hi Brad,

Ok this is going to show my ignorance, but here goes anyway. When I go to my OWA account via the web and I try to look at the settings I get nothing. I dont even know which exchange I have. Where is that info? Obviously I am not an IT guy. Just the guy who has been assigned to figure this out for our company.

Thanks.

Appleinsider recently published a screen view of the 10.9.2 beta 3 release notes and there was nothing at all about Exchange. What am I missing?

Indeed I have never seen a single word publicly uttered, written or published by Apple, including on their own forum(s) acknowledging this fundamental issue that must be affecting hundreds of thousands if not millions of Mac users at this point, if Apple's significant and increasing penetration of the corporate market is to be believed.

If there is indeed a workaround why wouldn't they have published it over the past several months since Mavericks was released? If it is indeed a Mavericks bug, and nothing I have experienced or read suggests otherwise, why hasn't Apple at least acknowledged the fact?

Apple's reputation for being close mouthed is admirable as it relates to marketing, but insulting to its customers and very counterproductive as it relates to technical issues with its products.