Yeah, nothing screams being unworthy like sacrificing your soul and life for an eternity to hell because you love someone.
Ugh, going to Lucifer’s Cage is so mundane, man. Don’t you know you have to do shit like… like… like something more impressive to prove your love? I mean, come on, saving the world was just one tiny thing. What did Sam ever do for his brother besides that? It’s not like he ever saved Dean’s life or tried to offer his soul in exchange for Dean’s or… oh wait.