Without going into the realm of TMI, the "discussion" involved never doing anything or going anyplace. I have gone down this path before and asked the very question you posed. I have ordered information on resorts/destinations up and down the east coast and points south with no decision being made.

This time I was told I need to choose the destination, the dates, the itinerary and make the reservations. Sharing this with a friend here he just shook his head and likened it to playing Russian roulette and wished me luck.