Julia Galef’s ‘Update Project‘. Check out some of the other links on her website too.
Steven: “There’s a ton of content and techniques in this area that I wanted to cover and didn’t get a chance to. I’m including a couple of further reading suggestions below.”
Brienne Yudkowsky’s blog “Agenty Duck” is the best source of introspective techniques and considerations on this and related topics. I suggest starting with this post.
I’m also a huge fan of the Double Crux Game, which I’ve never had a chance to play formally. Basically you and a willing participant with whom you disagree on something figure out what the root cause of your disagreement is (almost never the apparent disagreement) and analyze the crux of your disagreement. At the end, you shouldn’t disagree anymore (like good Bayesians!) Check out links about this here and here.