Hi Jamie,
Big warm hugs to you. I am sorry you are hurting. Ending a love relationship is so very hard. I’m going to offer my two cents worth. I’m sure others will weigh in with differing opinions, but here’s mine: I would think long and hard about if you really want to open yourself up to more potential pain by reaching out to pursue a friendship with him. The reason I say this is because it seems you are still in a lot of pain over the breakup, which is totally understandable and something you will work through as time goes on, however I think it leaves you pretty vulnerable. You say the pain has “somewhat” subsided, and you’re still crying because you miss him. Again, completely understandable but it seems it may still be too raw to initiate contact with him again. Eventually the pain will be completely gone and what remains would be a fondness for him and your time together. Only once you reach that point do I think you should even consider contacting him. And another thing, whenever I think about being friends with exes, I ask myself “do my friends treat me the way he did? Would I want a friend to treat me that way?” Maybe in your case he was a dear friend to you and as you say it was just the breakup that caused you both to express hurtful things to each other. But when I think about some of the qualities of my past partners especially in cases of betrayal, abuse, or other maltreatment, I couldn’t even call that person a friend. You should do what feels right for you, though. Follow your own heart and have the courage to do so.