Unfair

How do you know when it's time to let go?
Easy. You don't.
That's why he had a deadline.
Some would say, how could you push people away just like that, out of nowhere? One day, everything's fine, the next, number blocked. How could you do that to people? Can you imagine how confused, and scared, and upset people might feel being cut off?
How can you do that to yourself?
Depriving yourself of any certain relationship, of any... certainty at all. Starting new, every couple months or so.
He couldn't answer any of those questions for you.
What he knew was that he needed to do it, he needed to distance himself. He couldn't get too close or he'd break.
It was his tactic, breaking people... before they could break him.

Still, deep down, he still hoped someone would stay, even after the deadline. Even if it meant him getting broken.