With that attitude he won't last in the market, he also would be lucky to mature as graceful as the 2 of you are doing.
Hopefully he'll lean eventually that networking and getting tips from those who have been escorting for years could be helpful.
I was on a relationship during the 80's, if it hadn't been for that I would have died of AIDS. I'm sure about that.
I had a friends who lived in San Francisco who saw areas of the Castro with a very high mortality rate, there were signs looking for roommates all over the place.
Move on… if he's so bad handling voicemails (listening, calling back, deleting them, etc.) and doesn't want to make plans in advance for a trip he may not even show up for an appointment.
Maybe he needs an agent managing his bookings.