I have gotten a number of emails from someone who wanted to see me when i am in NYC toward the end of the month. He contacted me both through my email and through ter. we set a time and he indicated he wanted an hour.  

I was talking to my girlfriend who will also be in NYC that week but we are not going together talking how our trip was looking and when we would have time to go out for dinner . In reviewing our schedule we realized that the person who booked to see me on the 22nd at 11am had also booked with her on the 22nd at 10:30am

And since both appointments are for an hour and we are not sharing a hotel or even staying in the same hotel i am just curious how is he going to do that.  

I think i exchanged a dozen emails with him  

What is he thinking?