Calendar sync issues with iPhone 2.2 upgrade

I have an original iPhone which I sync with Outlook 2003 on my PC. After upgrading to the 2.2 firmware for the iPhone, the calendars no longer sync in either direction. Contacts still work perfectly, as do the iTunes libraries. Just as with the 2.0 upgrade, Outlook calendars (without exchange) are messed up, only this time there is no sync at all.
If similar issues are happening to you, please add to this thread and/or report to Apple.

After spending literally hours with AppleCare and on my own, we found that the only way to get the calendar to sync as to create a new Outlook profile, and have that calendar sync. It worked fine, but I was not able to have my legacy calendar. I just moved over my mail, contacts, and tasks (export to PST file from old Outlook profile).
To create a new Outlook profile:
1. Open Control Panel
2. Go to Mail (who knew this existed!!)
3. Choose Show Profiles
4. Click Add
5. Set the box below to "Always Use this Profile" and select your new profile.
You will have a brand new Outlook. Then you can test by putting one item in the new calendar. Set the sync setting in iTunes only to do the calendar, and hopefully this fixes it. You will at least get your last 30 days data this way sync'd back to the PC.
The upgrades played havoc with some people's calendars, and while it is really annoying, I am running again.

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Outlook calendar sync issue with iphone

A friend has a desktop running XP with Outlook 2003, iTunes 10, an iPhone 3G running iOS4.
In Outlook, he has his personal contacts and calendar, both with lots of entries.
iTunes is configured to sync his contacts and calendar to his iPhone.
The contacts sync successfully - the calendar does not, meaning the calendar on his iPhone is completely blank, no entries.
We tried resetting the sync history in iTunes, creating a test appointment on both the iPhone and Outlook - nothing.
We then set up a temporary local user on the XP box, configured Outlook, launched iTunes and went to configure calendar syncing when we noticed something different.
When logged in as the temp local user account, in iTunes > iPhone > Info > Sync calendars where you have the choice between All or Selected calendars, under Selected, there was a selectable line item called Calendar.
However, when we switched back to the regular domain user account, that line item was not there.
This leads me to believe that iTunes in that domain user profile for some reason does not detect Outlook calendar, yet it does as the local user.
I thought maybe it has something to do with the user role (he was member of some custom group, not sure what the exact permissions are) and changed him to an administrator role, logged out/back in, tried again, but no difference.
I am not sure how to further troubleshoot this. What can I try to make iTunes detect the calendar? It's really puzzling because it sees the contacts in Outlook and syncs them just fine.
Any suggestions would be appreciated.

This sounds just like the problem I am having since downloading the latest version of i-Tunes. Initially i-tunes wasn't recognised so after reinstalling i-Tunes and it's 5 other associated programmes I found that there was a cmpatability isuue (Right click i-tunes icon and go to compatability tag) Once this was sorted my Outlook calendar would not sync with my i-phone. 2 weeks later I am told it is because I have Outlook 2002 and need to upgrade. Frustrating as it worked ok before the latest upgrade.

IOS 7.1.2 sync issue with iPhone 5 iTunes 11.2.2.3 windows 7

Unable to sync content with iPhone 5 after upgraded to iOS 7.1.2 running iTunes 11.2.2.3 on Windows 7. Photo albums are messed up initially, then re-sync a few times and ended up with iTunes summary tab status showing capacity usage as only "Other". All boxes under Option section are unchecked. Please help if anyone has the same problem and resolved.
Thank you.

what doe you mean you tried "basically everthing?" Did you follow http://support.apple.com/kb/ts1538?

HT4528 Is there a fix for calendar sync issues between iPhone 4S and Outlook?

My boss has an iPhone 4S running iOS 6.0.1 and a Microsoft Exchange 2003 email account and has consisent sync issues with her calendar. The problem only seems to come up with calendar invitations. Usually, when people send her calendar invitations the events get added to her Outlook calendar on her PC but not on her iPhone. More recently she also sent out invitations through Outlook that also didn't appear on her phone. She has also accepted invitations on her phone that did not appear on her PC. The problem seems to have gotten worse more recently.
Does anyone know of a way to fix this? I tried deleting the calendar through the phone's settings and re-installed it but it didn't solve the issue.

There was a reported issue with Exchange and iOS with re-occuring meeting invites. Not only did it cause issues on the device, but on the Exchange server side it created huge logs and high utilization on the CAS. This was an issue on iOS 6.0.x - 6.1.3 (at which time it has been fixed from 6.1.3 on). This was attributed to the iOS version and happened on all devices (not just the 4s).
I am not sure if this is what your employee is experiencing or not - but this is one that we had, and we asked all running iOS 6 to upgrade to the most current release (oddly enough, we did not see this in iOS 5.x devices).

Calendar sync issues between iphone and icloud

My Iphone5 "phone' calendar does not seem to sync with Icloud calendars. Icloud carries home and work calendars which are also on my phone but not my "phone" calendar

Hi pws442,
It sounds like you’re running into an iCloud syncing issue with your MacBook Pro and your iPhone. If you haven’t already, take a look at the articles linked below which provide a lot of great information and troubleshooting tips.
iCloud: Troubleshooting iCloud Calendar - Apple Support
Get help using iCloud Contacts - Apple Support
Ciao,
-Jason

Sync issues with iPhone 6 Plus and iTunes

I'm having issues with syncing my iPhone and iTunes.
I am running: Mavericks 10.9.3 | iTunes 11.4 | iOS 8.0.2
Every time I try to sync my iPhone 6 Plus with iTunes, the sync process gets stuck on step 5 of 5 (waiting for changes to be applied). The longest this has occurred for is 2hrs. After this time I have stopped the sync and ejected my iPhone.
I had another issue with my phone when playing music. When going to play music, I was given the error message saying that the song could not be found. I connected my iPhone to iTunes and went to the tab in summery page, 'on this iPhone'. I found the song and could see that next to the song was a small what looked like dotted grey circle. After Googling this, I found a video saying that if i was to remove all my music and then add it again, this should fix the problem with this song. I did this and this was when the issue occurred again.
I unticked the option to remove all music but the sync did not finish. So I cancelled the sync, ejected my iPhone and tried again. This time, the summery page of my iPhone said there was no music on my iPhone and the 'on this iPhone' tab, this all so said there was no music however, my music was still on my iPhone including the song that would not play. All played ok.
I have read lots in the Apple forums about lost of difference reason this may be happening. Things like bugs in iOS 8, app updates being transferred during the sync process, the latest iTunes version has bugs and even a dodgy USB cable could cause it. My iPod running iOS 5 syncs all ok but I get this problem as well on my iPad Air.
I all so had this issue with my old iPhone 4S. The problem occurred when running iOS 7 and 8 on the 4S. When I had it on the 4S, I did a restore of the 4S 4 times and thought I had found the issue down too a dodgy app. However, now that it has happened on my new iPhone and still not using that app, could this be an issue with my Mac/iTunes?
I am in contact with Apple Care, but this is such a long process.
So if anybody could please offer any advice on this or steps to try to maybe solve the issue, it would be really helpful. Or if anybody is experiencing the same problem, it would be good to know its not just my devices and Mac producing this sync problem.
I will update my post with any information provided by Apple Care as and when I get it.
Thanks for reading and thanks for your time.
Mark.

Hi,
Just wanted to updated my original post and give some more information on this issue that I'm having with my iOS devices running iOS 8.0.2 and iTunes 11.4.
Firstly I just want to updated my details about what version of Mavericks I'm running. I'm running 10.9.5 - I put the wrong version down in my original post.
So over the last week, I have had a few phone calls with Apple Care an am dealing with a senior technical advisor about this issue.
I have been given some instructions that I am currently working through to see if it solves the sync issue with iTunes and my iOS devices.
The Apple Care advisor has pointed out that a iTunes version issue with music that I have ripped to iTunes and the current iTunes version could be what is causing the problem. For example, every song that I have purchased from iTunes since having an account, I was told are all exactly the same the same when it comes down the to data/information about that track/album that iTunes stores with the music but when it comes to music that I have added to iTunes myself from a CD, this was added and encoded with the version of iTunes that was running at the time of adding the music. So going through all the music that I added to iTunes over the last 10 years, you can imaging that there was lots of mixed version of iTunes linked to lots of different music.
At the moment, I'm having to go through all my music and find any that I have added and create a new ACC version of that music and delete the old version. However, due to the amount of music that I have, this is going to take a long time. When I was on the phone to the Apple Care advisor, we did several albums as a test and they all synced over to my iPhone. This may just have been luck though at that time.
Now, I'm not saying that this will solve the problem that I have with the sync issue but I am going to try it and see how I get on. The only down side to this fix as far as I can see at the moment, is that when it's all done, I think I will have to fully restore all my iOS devices to get music on to them.
I will of course updated this topic when I have got through all my music and tried to sync my iOS devices.
Thank you all for your comments.

Sync Issues with iPhone 4/4S? I think I've found the problem.

Hello all!
I and quite a few others here have had syncing issues with our iPhone 4, and I think I've found a solution. I use an application called iToner 2 to create my ringtones, and after deleting all my iToner 2 created ringtones, I have no more sync issues.
If you are using any type of application that is designed to work with the iPhone and iTunes, I would suggest you not use it until it gets updated to work with iTunes 10.5 and iOS5.
I hope this helps.
Mike.

solved in store

Issues with iPhone 5 since upgrading to iOS 8

Hi, Just wondering if anyone else out there is having problems with iPhone 5 after upgrading to new software level? I noticed after install (seemed to go smoothly but slowly) that my phone now seems to have a hard time when I power the phone on. It seems to take forever, and sometimes have to hit the power and home buttons together to force the action. I realize this could be some other hardware issue, but it strange that it only started after the upgrade. Everything else seems to be normal after the initial difficulties, but it has never done this to me before. Any thoughts or ideas would be appreciated.

Also, phone freezes and will not answer incoming call when you swipe. Poor phone voice connections with constant dropped calls. It doesn't seem to recognize my 3G microcell

Calendar sync issue on iPhone 4 with iOS 8.1.2

Hi,
Just updated my iPhone 4 with iOS 8.1.2, some of my calendar entries like birthday entries which I marked as an all day event for so many years are not getting updated on my iPhone 4 where my iPad mini with iOS 8.1.2 is showing the missing data. Can anyone help on this issue?
Thanks

Hi s.linus,
I see that you may be having an issue with the birthday calendars on your iPhone. First, make sure that your birthday calendar is activated on all of the devices that you wish to see it on:
Use multiple calendars - iPhone
http://help.apple.com/iphone/8/#/iph3d1110d4
View the Birthdays calendar. Tap Calendars, then tap Birthdays to include birthdays from Contacts with your events. If you’ve set up a Facebook account, you can also include your Facebook friends’ birthdays.
You may also need to make sure that your calendars and contacts are both being updated via iCloud in order to ensure that changes come through on all devices. Take care, and thanks for visiting the Apple Support Communities.
Cheers,
Braden

Ical syncing issues with iphone/imac after lion OS update.

Hi All,
I upgraded to lion and now have two issues with syncing my iphone and ipad to my imac.
First issue is that calander entries created on the iphone/ipad do not appear in the imac calander after syncing.
Second issue is that if I change an calander entry on my imac, the old entry and the new entry will show up on my iphone. For example. I created an event and accidently clicked out of it before changing the name. I then reopened that entry and changed the name and date. In my imac ical calender I only had one entry at the final date with the correct name. When I synced my iphone and ipad however two events showed up on the iphone and ipad. The original "new event", and the event with the correct name and date.
The same thing happened when I had the same event occuring for 5 days, I manual copied the one event five times on the one day and then dragged them to the correct days in ical on my imac. When I synced my iphone I had both the 5 entries on the one day, as well as the entries on the days I had dragged them to.
In summary, now when I look at my calander in ical on my imac it looks great, but on my iphone it has all these extra entries. It is as though when it syncs it shows me all of my previous entries and changes, instead of the actual current calander.
Any thoughts how I can get the imac and iphone icals to look the same?
and in case you were wondering, I dont use Icloud. I did set it up and turned it off after the duplicate entry problem that everyone has mentioned. I dont have that duplicate entry issue anymore.
Thanks
Adrian

From what your write, it is a little hard to tell, what exactly your problem is, though you may want to try the following, which helped me at time:
step one:
export all of your calendars one by one, including the one with entries giving you problems
step two:
erase all of your calendars and create a dummy character, check if syncing works with that one.
reimport the previously exported calendars one by one, redoing the syncing routines.
In the instances I had problems, I found that exporting and reimporting a calendar file usually did away with the problem
Also, at least on my machines, turning on the birthday link to address book, created some problems, so you might want to try without that feature too.
If you got everything working on one machine, another strategy can be to reinitiate syncing from that one, i.e. erase and reinstall the syncing process on the others. Just make sure you have an up to date back up of your entries.
Dirk

Having sync issues with Outlook 2011 since upgrading to Mavericks

Hi All,
My work Macbook Pro 13" is having issues syncing my inbox and sent mail automatically. It's a hit or miss if I recieve emails in my inbox in a timely mannor with out pressing the Send/Recive button (even when i press it takes minutes to update). My Sent Items can show up an hour later even if I hit the Send/Recieve button.
All my mail is there and shows up/syncs on my iPhone quickly. I upgraded to Mavericks right when it came out and have only been having these sync issues for the last week or so.
I've cleared my mail cache and that didn't work. My calandar reminders and contacts don't seem to have any issues and no other apps have been preforming slow or strangely.... just my VERY important work email. My tech guys are stumped and I wanted to try you guys before they do a major rehaul of my system
Thanks!

A new Outlook Identity will most likely solve your issues. If you have any data under "On My Computer" folders, see this link:
How to move your data to a new Identity
BTW, how much free space on your drive? Use Disk Utility in Applications/Utilities to find this info. You need a minimum of 10% free but 15-20% is recommended.
Outlook gets very sluggish when you are low on disk space. If you have a bunch of older Identities from previous rebuilds you can delete these to help free up space.

Sync issues with iPhone & iPad

I couldn't find the answer to this in any other post.
I have been having problems with icloud syncing my computer, iPhone, and iPad. I am really only noticing issues in the calendar and reminders.
I have narrowed it down to the fact that the Mac will upload events and reminders to my devices, but anything I put on my devices does not get synced anywhere else. This is a problem since I enter most of my info on my iPhone and iPad.
I tried turning the calendars on and off on every device. I tried resetting sync services. I saw the post about deleting the calendar prefereces and plist, but I don't have those on my computer.
Nothing has worked! Thanks in advance for everyone's help!

Check to see if calendar events entered on your iPhone and iPad appear on your calendar on icloud.com. If they don't,
go to Settings>Mail,Contacts,Calendars>Default Calendar and be sure you have selected an iCloud calendar as your default and not something else like On My iPhone, a Google calendar, etc. If you haven't, make this change, then add a new event and see if it appears on your calendar on icloud.com now.
If your settings are correct and new events still aren't appearing on icloud.com, add any missing calendar events from your phone to your calendar on icloud.com. Once the calendar on icloud.com is up to date, go to Settings>iCloud, turn Calendars to Off, choose Delete from My iPhone when prompted, then after a minute or so, turn Calendars back to On. Then add a new event on your phone and see if it appears on your calendar on icloud.com now.
For reminders, open the reminders app and tap the icon with three stacked bars on the upper left. Then confirm that you are creating reminders in your iCloud account and not something else such as On My iPhone.

Calendar sync issue: new iphone events don't.

Just updated the new Itunes 7.3.1 last night. I noticed today that when I add an event on my iphone it does not sync to the iCal. Only events I add on my computer sync to the iphone. In fact the syncronization erases the event on my iphone completely. Suggestions?

I ended up calling tech support. It appears there was a corrupted sync preference. There seems to be issues regarding users who previously used PALM and transitioned to iPhone. I did note some error codes about "transport monitor". I was instructed to start with reinstalling the system folder. Once I went through all the "updates" to 10.4.10, I also had to reinstall iTunes. I ended up dumping my PALM folder (saved the user file because who knows!). A fairly long drawn out process but things appear to be working.
Powerbook G4 Mac OS X (10.4.8)

Syncing issues with iPhone 4

I have a couple of problems with syncing an iPhone 4 running iOS 5.01 to iTunes on a Windows PC. I also have just set up an iPad 2 linked to the same copy of iTunes.
This seemed to work fairly well when I upgraded to iOS 5 - but now I've gone to 5.01 some strange things have happened. The first was that at the second sync since upgrading iTunes initially didn't recognise the phone and wanted to reset it. I synced via cable and it ran through the setup again as if I'd just upgraded the software but everything seemed to be OK.
However, now when I sync it tells me that 616 of my contacts on the PC will be changed. This may or may not have something to do with the fact that I tried to have a different setting for syncing the contacts on the iPad, and iTunes does not appear to like having different settings for an iPhone and an iPad on the same account.
Everything else syncs OK by cable. However, the iTunes Wi-Fi Sync setting on the iPhone suggests that only apps are synced, though more seems to actually be synced.
So I guess my questions are:
1. Is it possible to control the syncing of contacts so, for example, the computer overrides the phone in cases of conflict?
2. How do you actually control what the iTunes Wi-Fi Sync on the iPhone actually syncs, or displays as being synced?
Alex

Did a bit of research and changed the c states within my BIOS
http://discussions.apple.com/thread.jspa?threadID=2088612&start=30&tstart=0
This gives some more details.
Fingers crossed it's working so far

Sync Issue with iPhone Contacts and Entourage Contacts

Curious, when I update my contacts from my iPhone 3G I would expect both Entourage Contacts and my MacBook Pro address book to eventually become fully sync'd.
This is not the case...for example I have added a photo to one contact numerous times and it does eventually update my address book contact but at some point this photo is removed. I have sync services enabled in both Entourage and System Preferences but can't figure out where the conflict exists. I have a suspicion that it is Entourage since this - as of yet - has no idea what a MobileMe cloud is.
Any thoughts?
Thanks!

I am having some of the same issues and I think you are right about Entourage. Here is what I did for a temporary fix. I did a export, address archive from my address book, then I imported it back into my address book, overwriting my address in my address book, I now have 217 contacts in both my address book and iPhone. Apple has some issues with syncing and they need to get this fixed.

Calendar sync issues with iPhone 2.2 upgrade

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