Oh come on!
If you are talking about plausible deniability for the person (I was talking about Twitter) - there is strictly zero value of it for him. He is in prison and everything should be done to free him up.
Other people that worked with him? It is not like the public Twitter messages cannot be filed as they come (other do it for you too). You mean that he may have received DMs? Ah, and the zealots in Iran will just say "ah yes, right, this must be the devil US".
So before getting all warmed up - state what you have to state. This is not like there is a big secret about people using Twitter/Telegram/Signal to protect their lives and only you, me and 3 other people are aware.
You are probably much more experienced in plausible deniability than me. I have just set this up for companies, on actual systems with actual encryption.
It is not that you have an error in your reasoning - it is that I do not see that reasoning at all.