For several years I used to sync my Windows Outlook application on my Desktop with my Apple Ipad and iCloud. In order to do this I had to purchase a 3rd party application to make the link. However, from the start I realized that the synchronization process did not always function as expected - that updates were irregular, or did not occur at all. After a major data breach, I purchased a new computer and changed everything. (I am not sure to this day if the linking program was the source of my breach and I do not trust those apps.) My conclusion is that Microsoft and Apple are incompatible operating systems and that software to link the two cannot keep up with the constant changes in both operating systems. Finally, I have abandoned the linking process. I do not recommend it, in fact. My solution has been to use the Apple iCloud for all my GTD purposes - Reminders, Calendar and Contacts. This works well in a remote setting and allows me access through my iPhone and iPad. The synchronization process works efficiently, and I no longer have any problems accessing key information. Have other GTDers had the same experience?