Do I act in favor of love or the self?

A little over a month ago I reconnected with my 2nd boyfriend ever from middle school. It was child's play back then, but we have instantly established a deep connection in the little time we have spent together. I stay over at his house frequently (sometimes just to sleep and cuddle w/out sex), and we have great conversations. He feels that I get his conversation style, and I feel that he is mellow and able to listen to me even when I'm all over the place. (Our conversations bounce everywhere and back again).
It shouldn't matter, but I always state it just so people understand another point where I'm coming from. I have HSV-II and he does not. So I know that he really cares about me, because while we are safe, he is putting himself at risk to be with me physically. Though he won't go down on me and showers right after, and those both sting a little bit.
So I have been biding time in my home state and just found out I got a job in the city I've been wanting to move to for a while now, but the timing is s***ty of course. I don't want to move in with another guy already (as I had REALLY bad experiences with that last summer), but I also don't want to risk passing up a really amazing guy in favor of flight and fancy. I am moving no matter what. He even said "I refuse to let you stay for me." And I won't do that anyway, because I wouldn't be happy if i stayed.
However, I'm thinking that maybe he could do that move trip (drive down) with me just to see how we get along, and then we could discuss it more after he flies back. But I'm also afraid that maybe this is a good time for me to part ties and enjoy the drive by myself, as well as experiencing this festival that makes me supremely happy on my own, since the last time I brought a guy to one of these festivals he was jealous, possessive, childish, and controlling.
Do I give him this chance? Am I passing it up b/c of the last guy? I am going to discuss all this with him too, but I want to collect my thoughts a little first, and any words of wisdom would be greatly appreciated. Thank you.

This is going to sound overly simplistic, but follow your heart.