Seneca thought he knew Nero. He was confident in his ability to teach or contain or even control him. Other Stoics knew better. Thrasea (whose story we tell in Lives of the Stoics) opposed him from the start. Agrippinus (another fascinating Stoic in Lives) wouldn’t even attend Nero’s parties, because it was clear to him that the man was a tyrant.
Surely these men (and women) communicated their concerns to Seneca. Surely people raised questions. But Seneca thought he knew better. He was also paid so handsomely by Nero, was so powerful as a result of his position as Nero’s teacher and advisor, that it became hard for him to see what was there. It was a classic case of that problem outlined by Upton Sinclair many centuries later: It’s very hard to get someone to see something that their salary (or status or identity) depends on them not seeing.
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