I don't see a reason for him doing this, unless he wants to become a sugar daddy and give you a false sense of having a lot of cash and then get his bookings at a discounted rate. If he wants to see you, it's just as easy to bring the money with him every time he makes a booking. I don't like this 'arrangement' business, as then you end up feeling like you owe him something, and feel like you need to fit him in, whatever your schedule. Also gets's complicated when you need to remember how many bookings he's already had, how much time has he used up etc etc. just too much hassle