Two or three times. Once about emacs, and I think the others were either questions about the morality of specific program distrobution methods. His responces were long winded and tailored to my situation although they did include his talking points.
It's listed at https://stallman.org/ under "Please send comments on these web pages to rms at gnu period org."
He'll happily explain or debate any points he has with you although there is a standard 24hr return time for every email because of the way he processes all of his emails he gets. He's got a post about how he does it efficiently somewhere.
