In all this talk about trying to convert the masses don't forget that interpersonal conversion between friends co-workers or family is probably the main driving factor.
This is a good conversation. I'm pressed for time in writing but just to note quickly:
1 - I completely agree with concerns about not trying to convert "the masses." It always pays to know who you're talking to and not intrude on others who clearly don't want to hear your opinions.
2 - Diogenes' wall is good food for thought. He put up a PUBLIC WALL for all who happened upon it to read. But he presumably did not stand on the corner yelling at people about it either.
3 - And if I recall DL says Epicurus numbered his "friends" in whole cities, and Cicero said that Epicurean philosophy had taken Italy "by storm."
Like with everything else theres a context which has to be worked through in deciding what to say and to whom.