iPhone6 can't receive email from Exchange 2003

I have a bunch of iPhone 6 phones that are replacing some iPhone 5's. The iPhone 5's were working and still are but when I configure the iPhone 6 with the same settings as the 5 it takes and confirms them as correct but then doesn't receive email. The iPhone 5 using the same account is OK. The iPhone 6 can send email but can't receive any.
I've configured the iPhone 6 to use an account on another SBS2003 server and that works fine so that would imply that it's not the phone.  Puzzling that the iPhone 5's are working OK but the 6 doesn't on the same server.
ClintonKAsked:
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Kyle SantosQuality AssuranceCommented:
Try removing the email account and then adding it back, with cellular data turned off, and WiFi on instead, for a fresh entry of the email account ('Mail, Contacts & Calendars' in, presumably iOS 8, Settings app).  Also, some MS Exchange servers are set up where the provider has policies to limit the number of devices, and require those with new phones to remove old ones (form in settings via OWA webmail) to be under that limit before adding a new device.

Let me know how that goes.

o/
ClintonKAuthor Commented:
I've removed the account and re-added a number of times now and each time it confirms the settings with a tick on each and all looks good. I don't have a SIM in it yet (the user is hanging on to the iPhone 5 until I get this thing working).
I've read about the limit on the number of devices but I can't see anywhere in Exchange 2003 to release old devices. Someone mentioned going into Options on Exchange OWA which I did but there was nothing there about devices or phones.
As a test I configured a new user on the Exchange server and configured them into the iPhone 6 but again, it wouldn't receive email or sync with the server. It just says "Updated Now" but does nothing. It seems to think all is fine.
Kyle SantosQuality AssuranceCommented:
For the test you ran was the latest iOS 8.3 on that device?
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ClintonKAuthor Commented:
yes
ClintonKAuthor Commented:
and now, even though I've not changed the email settings, it says "Cannot Get Mail. The connection to the server failed"
If I delete the account on the iPhone and recreate it then all will be well again but after a while it will start giving the same error message. I can still access the Internet through Safari so the Wifi connection is good.
Kyle SantosQuality AssuranceCommented:
Try deleting the password to the account on this test iPhone and re-entering it.
Kyle SantosQuality AssuranceCommented:
Have you also tried rebooting the Exchange server too?
ClintonKAuthor Commented:
just rebooting the exchange server now.
Nathan HawkinsTechnical Lead - Network SecurityCommented:
This is a certificate issue. iPhone 6 is more stringent with SSL certs than the 5. Please validate that your external virtual directory URL's match up/align with the SSL cert common names you are using...
ClintonKAuthor Commented:
One of the users who has a new iPhone 6 has just reported that their email is now synchronising with the exchange server. They said they logged into their iTunes account and deleted all the old devices that were managed and then immediately after that all the email arrived on their phone.
I can't understand why that would be the case but I tried it on my iPhone that I'm setting up for another user and there were only two devices managed. I removed the iPhone registration but that has not had any effect. I can't see why iTunes device management has much to do with it but I tried it anyway.
ClintonKAuthor Commented:
a thought....
I don't suppose any of this is because the iPhone 6 hasn't got its SIM card in???
Kyle SantosQuality AssuranceCommented:
I thought about that earlier too.  If the SIM card is still in the iPhone 5 how would we ever know if the iPhone 6 can properly function?  Are you able to try that with one of the phones?
ClintonKAuthor Commented:
Yes, I plan to meet with the owner of the phone tomorrow and take the SIM out of the iPhone 5 and put it in the iPhone 6.
I'll update this again when I've done that.
ClintonKAuthor Commented:
Didn't manage to meet with the owner of the iPhone 6 so did some more investigation without it.
I have attempted to configure the user's email on my iPhone 5 (which works to my Exchange server) but now all I get with the user's email account is "The connection the server failed". The config of the email gets all the ticks so it thinks it's OK. I have run Exchange Connectivity test from the iPhone too and that all checks OK. This is something that has been running for a while until the iPhone 6's turned up. The SSL certificate is a RapidSSL cert and is valid.
I have been through Alan Hardisty's document https://alanhardisty.wordpress.com/tag/activesync/ (which I've used before) and all is ok with that too.
No idea what's happening now.
Kyle SantosQuality AssuranceCommented:
What about taking the working iPhone 5 and backing it up in iTunes then plugging the iPhone 6 to iTunes and restoring the iPhone 5's backup onto the iPhone 6?  (Turn off iPhone 5 prior to restoring the backup to iPhone 6)
ClintonKAuthor Commented:
That was one of the steps I did at the weekend. The iPhone6 suddenly burst into life and emails started to come in so thinking I was home and dry, I restored the iPhone5 backup to the iPhone6. It's not worked since.
I've just heard that the iPhone 5 has now come back to life and emails are arriving to it. I did nothing to the server between the iPhone 5 not working and working - I'd got fed up with it and went and did something else for a while.
Kyle SantosQuality AssuranceCommented:
This was with or without the SIM card?
ClintonKAuthor Commented:
All the time I've had the iPhone 6 it's not had a SIM card in it and it did work for a while until I restored the iPhone 5 backup.
But what I can't understand is why my iPhone 5 can't connect to the Exchange server. I know it has done in the past because I used it to test an account a while back.
The other thing in the equation maybe the customer's pitiful broadband speed. It's an Exchange server with 10+ email accounts on a broadband connection that on a good day has 1Mbit download and .25mbit upload speed.
Kyle SantosQuality AssuranceCommented:
What is the router and model?  Is it updated with the latest firmware?
ClintonKAuthor Commented:
Underpowered and overworked!
I think the reason for the strange email behaviour on the iPhones was down to a rogue process on the server which was taking a high percentage of the CPU time. I have removed the process and now the server has time to service the email requests. This would account for the fact that the email account would configure OK but then would report that the server connection failed - it was too busy to talk.
The server is SBS2003 so its days are numbered.
Kyle SantosQuality AssuranceCommented:
Well then!  So you're all set? :)
ClintonKAuthor Commented:
I've been promised the SIM for the iPhone 6 tomorrow so that will be the real test. I'll register the phone, restore the iPhone 5 backup and then hope that email floods in.
I'll update with good news tomorrow (hopefully).
Kyle SantosQuality AssuranceCommented:
Roger that.

Good luck!

o/
ClintonKAuthor Commented:
I moved the SIM card from the iPhone5 to the iPhone 6 and then performed a restore of the iPhone5 to the iPhone 6.
I deleted the mail account and recreated it and this time it didn't give me the "connect to server failed" but it didn't synchronise the email either. I reckoned that the config and the server was now correct so the user took the iPhone away. About an hour or so later I was informed that all mail was synchronised correctly and all was good with the iPhone 6 - at last!
I think the conclusion to all this is that is was down to the overworked server and by removing the rogue process it then had capacity to process the ActiveSync stuff.
Thanks all for the input and suggestions on possible causes and fixes. Appreciated. All very valid but, as detailed above, the cause was the server performance rather that its config or the phone's config.

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ClintonKAuthor Commented:
I've requested that this question be closed as follows:

Accepted answer: 0 points for ClintonK's comment #a40786917

for the following reason:

Not an obvious solution to this problem but thanks to all who contributed.
Kyle SantosQuality AssuranceCommented:
As opposed to closing this question, maybe you should accept your own answer as the solution because that is what worked for you?

2 cents.
ClintonKAuthor Commented:
Closed in error. Should have accepted my own solution.
Kyle SantosQuality AssuranceCommented:
:)

Have a good one!

o/
ClintonKAuthor Commented:
Not an obvious solution to this problem but thanks to all who contributed
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