I feel like the problem with this scene is that it fundamentally misunderstood early season Cas
Early season Cas would not jam that needle in further. He always would have felt guilt. Cas's character is that he always doubted morality and what was right and wrong. What he concluded wasn't always right, but if the Naomi arch said anything, it's that he always was the type of angel to care, to fight back to what he was told, and that's why he kept having his mind wiped [the scene in which Naomi mentions angels killing every firstborn child in a home without lambs blood on the door and Cas says 'i wasn't there' and Naomi tells him he was and they just wiped it from his memory because he questioned it then too]. Because he fundamentally cares, he fundamentally believes in doing what's best for the people even when he's told to do otherwise.














