Friends/ more?

When I’m with one of my best guy friends, it feels so easy. We just connect in a unique way. He’s one of the few people I feel naturally understands me. We kind of speak the same language/ understand and communicate with each other in the same way. When I’m with him, sometimes it feels like a dream. He has a brilliant mind; I love his thoughts. He’s very kind, gentle and sensitive. He listens when I talk, asks me thoughtful questions and remembers little things. Sometimes I think we’d be great together as more than friends. Other times, I see the barriers that would make things really hard (no stable career (he’s a musician) very disorganized/ messy & very spontaneous, smokes way too much weed) and realize it would never work because those things would drive me nuts. I feel really stuck because he’s one of my favorite people and sometimes I feel there’s something between us that goes deeper than friendship. I genuinely love him, but I I don’t know if it could ever work. Any advice would be greatly appreciated.