Lifeisrisky, I moved your post to a thread that has information on why the feature requires intervention from you. Specifically, [URL="http://forums.omnigroup.com/showpost.php?p=36009&postcount=5"]this post[/URL].

The feature you're using here is also in the process of being phased out. ([URL="http://forums.omnigroup.com/showpost.php?p=113053&postcount=5"]Here's[/URL] why.)

That said, the feature iCal sync is being phased out in favor of is also in OmniFocus 1, and it does fire off automatically every time you sync. Here's [URL="http://forums.omnigroup.com/showpost.php?p=98339&postcount=2"]more information[/URL] on that feature in case it's helpful.