When to break up?

I'm in a long distance relationship with a guy. He's introvert and not proactive generally in his life. He's few years older than me and very understanding whenever we encounter problems. We always communicate our concerns at each other but sometimes I do feel the need to hide some because I don't want to pressure him or anything. But this time, I just got so tired of communicating my concerns. He would not do something unless I say so. Our dates, I'm the one who plans it all and at the end I will hear him complaining. The good thing about him is that even though he's not proactive but when I voice out my concern, he will try his best to change. But until when can I do this? I'm tired of daydreaming of having a relationship just like what normal couples have. I would ever so happy if he would initiate do something for me and for the relationship without me telling him to do so.
When to break up?
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