http://documentaryheaven.com/our-system-our-structure-our-illusion/
I think this documentary should be added as an introduction point. It's easy to follow, and varied enough to keep people interested until the end. This was my original red pill and I'm convinced it will have the same effect on others, it certainly has to those I've shown.
Someone with better video editing skill than I may want to edit out all the Zeitgeist shit towards the end (seems they hijacked the last five minutes or so) because it feels a bit culty. But overall I think this would be a decent medium of easing people into the truth of the Rothschilds and our Zionist puppetmasters. A shallow end before the plunge, if you well.
Also give it a watch yourselves. There's some very interesting info on money mechanics and the use of legal lingo to suppress people's freedom.