starting convos

so the guy i like likes someone, idk if its me. he is a really hard person to read so i have no idea if hes into me or not. i always start conversations that last decently long and they r good conversations but after that he never stars conversation. he has not texted me first ever.

some may think that means he doesnt like me but he is the least social guy and would never start a convo with anyone else. anyways at what point should i stop making conversation and what are some topics or convo starters i can use?