1. A fair amount of this is the time between wheels-down and entering the terminal. Once in the airport, OKW Lover's timeline is accurate.
2. Extreme estimate, see # 1. You can also request a ready room.
3. He'll Services/Luggage Assistance, not Guest Services (which is Lobby Concierge and is not adjacent to the luggage storage facility.)
4. It is always, always, always standard travel advice to carry on whatever will be needed for the first 24 hours at one's destination. Always. Airlines are notorious (but improving!) for misdirecting luggage. Also, DME-handled luggage always travels separately from the visitors. It needs to be collected, sorted, transported, delivered, then sorted and delivered at the resort. Luggage should arrive in the room within three hours of the visitor arriving at the resort and the room being ready.