trouble in paradise

Hi guys I've been having a Little trouble w this special guy in my life. I've tried getting advice from friends but they don't really help, so I decided to come to you guys! Anyway, long story short, this guy and I have been dating since August but in April I broke it off for a reason that I now realize was dumb. This past month I have tried talking to him about reconnecting and everytime I feel like we're getting somewhere, we go back to the reason why it ended in the first place. I really love this guy and I don't want to give up on him just yet. What do y'all think I should do?