From what I've seen, he believes in freedom of expression much more than he cares about his own reputation.
I urge you to take a look at r/bitcoin, which Theymos also controls. It's heavily censored, since he cannot modify messages at will over there.
From r/btc -the freedom of speech bitcoin subreddit:
When r/Bitcoin moderators began censoring content and banning users they disagreed with, r/btc became a community for free and open crypto discussion. This happened long before the creation of Bitcoin Cash. Over the years /r/btc became community of historians & torchbearers, preservers of Satoshi's Bitcoin for future generations.