Wow. I’ve seen some pretty dismal web launches but I must say Apple and their MobileMe launch has become the colossus of debacles. After spending several hours (and I mean, literally, eight+ hours of off and on efforts) of trying to get my Outlook 2007 data to properly sync to MobileMe and to my iPhone, I am close to giving up.
Updated at 2008-07-17 @ 4:05 pm: It appears that it is working now! Wahoo! Resetting the sync history from the MobileMe control panel never worked, but I tried to reset my sync history from iTunes (Edit->Preferences->Syncing->Reset Sync History.) I then let the next automatically scheduled sync occur and it prompted me to choose what and how to sync. I told it to take my contacts on my PC and overwrite MobileMe and told the calendar to merge. When that finished, I logged into me.com and all my contacts were there! Next, I reset sync history again from iTunes and the next sync, I selected merge for my contacts and to overwrite MobileMe’s calendar with the one on my PC. That finished, and my calendar was updated, too. Keeping my fingers crossed!