To generalize, this suggests re-purposing existing LWers to the role of contrarians, rather than looking for new people.
Or designing a mechanism or environment that makes it easier for existent LW contrarians to express their ideas.
(My personal experience is that trying to defend a contrarian position on LW results in a lot of personal cheap shots, unnecessarily-aggressively-phrased counter-affirmations, or needless re-affirmations of the LW consensus. (E.g., I remember one LWer said he was trying to "tar and feather [me] with low-status associations". He was probably exaggerating, but still.) This stresses me out a lot and causes me to make errors in presentation...
I'm worried that LW doesn't have enough good contrarians and skeptics, people who disagree with us or like to find fault in every idea they see, but do so in a way that is often right and can change our minds when they are. I fear that when contrarians/skeptics join us but aren't "good enough", we tend to drive them away instead of improving them.
For example, I know a couple of people who occasionally had interesting ideas that were contrary to the local LW consensus, but were (or appeared to be) too confident in their ideas, both good and bad. Both people ended up being repeatedly downvoted and left our community a few months after they arrived. This must have happened more often than I have noticed (partly evidenced by the large number of comments/posts now marked as written by [deleted], sometimes with whole threads written entirely by deleted accounts). I feel that this is a waste that we should try to prevent (or at least think about how we might). So here are some ideas: