iPhone OS 3.1 & Exchange Compatibility

September 17, 2009

iphone_homeApple’s recently released iPhone OS 3.1 has caused headaches & more than a little confusion for some users with Microsoft Exchange accounts. While the OS 3.1 update improves security policy adherence for iPhones when connecting to Exchange Servers, it also has the unfortunate side effect of breaking security compatibility with pre-3GS iPhones & all but the most recent iPod touches. The end result: many iPhone users who upgraded to OS 3.1 suddenly fond they could no longer sync with any Exchange Servers!

Fortunately, the synchronization issue is limited to Exchange 2007 Servers running SP1 & above, & there is a work-around to re-enable synchronization. Unfortunately, the work-around requires either convincing Exchange administrators to create a security policy exception or rolling back to OS3.0 on the iPhone.

In order to re-enable Exchange syncing with pre-3GS iPhones, Exchange administrators will need to create an EAS policy exception that will allow connections to mobile devices that do not support device encryption (either globally or on a per-user basis).

If the creation of policy exceptions is not an option (& that will likely be the case more often than not) there are 2 options: 1) upgrade to iPhone 3GS or one of the latest 32GB or 64GB iPod touch models, or 2) rollback to OS 3.0 (what will undoubtedly be the most popular solution).

The easiest way to rollback to OS 3.0 is obviously to restore the phone from a recent backup using iTunes (you did create a backup before you upgraded your phone, didn’t you???). Apple has a support article detailing how to backup, update, & restore iPhones & iPods. In case of emergency (ie: no recent backups!) you can go to this site to download firmware for iPhones & iPods. [NOTE: This site is NOT supported by Apple in ANY way!!!)

Finally, Apple has also updated it’s Enterprise Deployment Guide for iPhones. If you’re a sys-admin involved in the deployment & management of iPhones &/or iPods in an enterprise environment, this doc is a must-read.

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