Of reddit comments and posts those were the ones that hurt most to delete. The tech support/tutorial stuff. It hurts me a bit to think that in the future someone might search for a particular error message spat out by an installation script or how to achieve a partícular effect in a image editor and turn up empty handed. Power delete suite let me export all my content but besides the effort to repost it's just not the same because I have only a single piece of the puzzle. What makes sites like Reddit so powerful is the branching back and forth between multiple roles. So you might have a post about a partícular error message and 4-5 different suggestions on how to deal with it each with feedback on how well the solution worked, what you need to watch out for and how to avoid the problem in the future.