He also never tells anyone (including hookers he tries to woo) what he could bring to the table. I imagine even some of the long haul truckers who stop on by have their regular hookers and they have an established rapport based somewhat on this even though it's transactional. Hookers want to expand and maintain steady trade. The client (man or woman) may want some conversation/fun before or after sex. Many clients are executives who simply don't have the time to spare to cultivate and maintain a steady relationship, so this is a workaround.
Wooing words. What's that? We already know he's brought his shitty tard book with him on at least one occasion, so we know he drones on about that and Taylor Swift. Probably drones about his participation certificate on the Greer's fridge from Upstairs Stripmall Collage. I can't imagine him talking about much else. He has no real interests and is very one dimensional.