Do I take the lead or have a backseat?

So it’s me again! I’ve made some progress with my cancer guy.

I moved to the city where I used to live and where he currently lives because I got a new job. When he found out I was moving, he text me and said he was really excited to see that I moved and offered to hangout.We’ve hung out about three times and in the third time, we hung out last weekend and went skating.He doesn’t know how to skate so we held hands almost the entire time. Whenever we talk, sometimes he apologizes a lot for certain things he brings up or he’ll say that what he’s talking about is boring. It seems like he’s being too critical of himself. He also acts very awkward, but in a cute way. It’s like he’s comfortable around me, but he’s also shy to a certain extent. He does stare at me when I speak and listens to me as well. He’s very charismatic and entertaining too lol and very goofy. When I dropped him off at home, we both talked about how we had a great time and he seemed shocked when I told him that it was the most fun I had in a while. He was shocked and says that meant a lot to him. He reached over and gave me a hug and then when he pulled back, he said “I’m sorry I’m not sure if you wanted to kiss me or not. I’m really bad at reading body language!” And I laughed and said he can kiss me if he wants and we kissed. I was shocked because I honestly didn’t expect that to happen, but it made my day. He text me like 10 minutes later saying he had a great time with me. My only thing is that, he’s not the best at keeping communication outside of when we see each other. Although I will admit that he does text me every once in a while, but other than that, I feel like I make most of the effort. He’s a grad student and I’m sure he has a full schedule, so I try not to text him everyday. I prefer to talk to him in person (which he feels the same). I know many ppl have mentioned that they’re horrible with communication. So my question is that, what would be the best way to balance the lines of communication? Should I let him take the lead or keep pushing until he becomes more comfortable? I don’t want to be a bother, but I’d like to speak to him a lot more often than what we are currently doing. I just don’t want to seem like I’m the main person putting in effort.