Now the word of the LORD came to Samuel, saying, “I greatly regret that I have set up Saul as king, for he has turned back from following Me, and has not performed My commandments.” And it grieved Samuel, and he cried out to the LORD all night. So when Samuel rose early in the morning to meet Saul, it was told Samuel, saying, “Saul went to Carmel, and indeed, he set up a monument for himself; and he has gone on around, passed by, and gone down to Gilgal.” Then Samuel went to Saul, and Saul said to him, “Blessed are you of the LORD! I have performed the commandment of the LORD.”

How sad would that be. To hear God regrets choosing you for something. I also feel bad for Samuel. I mean he had to go up to the king and break the news. I don't see why he didn't just go up and build a memorial for himself. Why do you think Samuel cried out to God all night. Was it because he was scared to go tell the king? was he sorry for the king? Was it because he dearly loved Saul? I am not sure which one it is but I am pretty sure it is one of them. I can just feel the sorrow in all that, for Saul, Samuel, and God.