Exercise material (prerequisite for multiple exercises below): Have a hot-topic list such that incoming students at the expected level (e.g. level = typical LW reader) would be tempted to rationalize at least some of them. This requires both that someone care about the topic, and that the topic isn't so cut-and-dry that there's no temptation to distort anything. E.g., I care about atheism but I don't have any emotional fear of that argument coming out "the wrong way" - on the other hand, putting me in an actual argument with, say, my parents, or someone who was a really clever theistic arguer in front of an audience, might generate the emotional temptation to cheat to ensure winning on every single point.
We can probably generate a good hot topic list from the past discussions on LW. Here's some suggestions based on a very quick attempt at recalling past debates.
Recent brainstorming sessions at SIAI (with participants including Anna, Carl, Jasen, Divia, Will, Amy Willey, and Andrew Critch) have started to produce lists of rationality skills that we could potentially try to teach (at Rationality Boot Camp, at Less Wrong meetups, or similar venues). We've also been trying to break those skills down to the 5-second level (step 2) and come up with ideas for exercises that might teach them (step 3) although we haven't actually composed those exercises yet (step 4, where the actual work takes place).
The bulk of this post will mainly go into the comments, which I'll try to keep to the following format: A top-level comment is a major or minor skill to teach; upvote this comment if you think this skill should get priority in teaching. Sub-level comments describe 5-second subskills that go into this skill, and then third-level comments are ideas for exercises which could potentially train that 5-second skill. If anyone actually went to the work of composing a specific exercise people could run through, that would go to the fourth-level of commenting, I guess. For some major practicable arts with a known standard learning format like "Improv" or "Acting", I'll put the exercise at the top and guesses at which skills it might teach below. (And any plain old replies can go at any level.)
I probably won't be able to get to all of what we brainstormed today, so here's a PNG of the Freemind map that I generated during our session.