Windows 10: iTunes suddenly not syncing with Outlook

This morning iTunes stopped sync'ing my iPhone and iPad with Outlook 2013. Last night, I did a sync with my phone, no issues, and nothing changed in my system between last night and this morning. I block MS Updates.

Both iPhone and iPad are at iOS 13.3.1. iTunes is at 12.10.3.1. It was at 12.10.4 but I downgraded it because I thought that might have been the problem. I uninstalled and reinstalled Outlook and iTunes (using Revo Uninstaller Pro), but the problem persists.

I have been using iTunes with Outlook for probably 6 years now, since I first got an iPhone. Here is the very odd message from iTunes, when I selected the info menu item from the left side menu bar in iTunes.





I called Apple support, but they were no real help. The support person wanted me to use iCloud for sync operations. I have always used a USB cable, never any issues. With iCloud, there was a show-stopper issue for which the support person had no answer. iCloud will sync a maximum of 4094 calendar events and I have over 5000. He told me to remove calendar entries, but I can't do that because I use Outlook in my consulting practice, and I need to have records of past work.

The really weird part is this: This problem is on my desktop system. My laptop has the identical configuration for Outlook and iTunes. But on the laptop, iTunes does detect Outlook.

I don't know how to convince Apple about this problem, because they don't seem to have a remote control capability for Windows, just for the iPhone.

:)

 

Outlook 2010/Windows 10/itunes latest version

Hi,





We would like to ask some questions for clarification to know the best possible resolution to offer.

• Are you trying to sync Outlook to your iTunes?
• If so, would this be for the iTunes on your mobile phone or on your computer?

We look forward to your reply.

 

Ipod won't sync with Itunes.

If you have all the songs on a CD then that will do. Try what sneekypeet said first, then if that doesn't work go into itunes and select your ipod. you will see a button called restore. Click on it and it will reformat the ipod. At this point take my selected steps. Also, download this:

http://www.sturm.net.nz/website.php?Section=iPod+Programs&Page=SharePod

I wouldnt own an ipod without it. If it doesn't sync to that program, then you definately gotta restore. But that will also allow you to transfer your music easily so you don't lose anything.*Toast :toast:

 

Cannot sync Outlook 13 Calendar with on iTunes

Please. I've been successfully using Windows 10, iTunes, iPhone 5, and Outlook 2013 for many months. I do not use iCloud. I haven't changed any hardware. All updates have been run. Recently, Outlook 2103 Calendar will not sync with iPhone. I have disabled
Outlook 2013 add-ins, reset iTunes history, and ran iTunes diagnostics. I have not been able to locate and rename the SyncServices folder.

Under Windows Settings, Connected Devices, Other Devices: Apple iPhone is listed with a "driver error" notation.

I have read related posts and cannot figure out what to do. I do not want to lose the data in Outlook and the data on my iPhone, so replacing all the data on my iPhone is not an option. This is a problem that has recently popped-up for some unknown reason.
Thank you for any help.