When should I break up with him?

We’ve been together for almost two years. We go to universities in different states and he moved out to live with me this summer. We’re going to be juniors in the fall, but are both rushing. He has a very low self confidence and is taking a heavy course load in the fall (lots of math, not his best subject).
At the end of summer before rush
Vote A
After rush before school
Vote B
While living together
Vote C
Select age and gender to cast your vote:
GirlGuy
When should I break up with him?
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