
learning how to chain on a conversation is a good way to keep the conversation going. basically that means taking the current topic and expanding on it, or going in a new direction with it. if you ask a question, he'll give an answer, and then you'll ask him another question related to his answer to go deeper into the topic. the goal is to get him talking for most of it, bc it takes pressure of of you to keep talking, and it makes him feel good to talk about himself.
if you have something notable to say, feel free to add a comment here and there, and it's okay to gradually go off topic if thats where the conversation goes! that's how new topics come up. the easiest way to go about conversations is to just listen to what they say and see if theres anything that you can turn into a question that gets them talking