Whilst putting together chapters for my soon to be released book How to Lose An Assclown...in 90 Days and discussing the pain of breaking up, but us not wanting to let go and obsessing about it, I noted that two situations are prevalent when it comes to break ups that we can't move on from: He tells you up straight up that it's not working and he doesn't want the relationship to continue. He has failed to see the value of you or the potential in the relationship so he doesn't want to try and he doesn't see a reason to try and work things out. You tend to be caught off guard and want to 'work' at it.