1)the revival of the old "Hobo University"
in the late 19th and early 20th Century, hobos who had had education in various subjects-and there were a lot of them-taught classes in what they had learned in the hobo camps). This could be set up among the homeless, or among the unemployed, and would help create a sense of connection between them, as well as raising the general level of knowledge among them overall.
2)Using You Tube or other online media to teach free courses in various subjects...especially subjects like American and world history...this would involve creating ways to make the courses visually interesting and would require people with some knowledge of video production to do properly, but it's achievable.
3)Organizing "Classapaloozas"
traveling music-and-education shows that worked like a combination of Lalapalooza and the old Chataqua circuit). Having learning tied to culture and, at times spectacle would help draw people in to learn.
these are a few thoughts I've had on the subject.