My list when I left
When you realize that Elijah and Elisha are not Rutherford and Knorr respectively, but instead are two old dudes alleged to be prophets by YHWH.
When you look behind you at Gilead and everyone is shaking their head up and down like "Yeah! Elijah really did foreshadow Rutherford and Elisha Knorr! Why didn't I see it before?!"
And when you suddenly admit say it to yourself in Gilead "This isn't the truth." Just like that. And you die a little inside.
When you see first hand that the WTB&T$ is all about the American Dollar.
When before you go to your foreign assignment, you have to sign a disclaimer allowing them to throw you out of the missionary home with no way of getting to your home country for "sins".
When you have to calm down a bitter old elder who wants to investigate a congregation member because they didn't talk very nicely to their relatives.
When you you're not supposed to call the police on pedophiles, unless you do so anonymously.
When on the day before you leave your resignation letter, you pray to whomever is up there, and ask that somehow they take care of the good people, and that they are shown some love somehow.