Over on Skeptics.SE I've been following this question, which is part of a series and links to four other related questions, as indicated in this handy table:
Unfortunately, three of those questions have since been roomba'd (presumably -- I don't have enough rep to see deleted posts and confirm).
Given that link rot is already a significant concern, it would seem that for links that SE manages, something could be done about this. I know that for mods and high-rep users these links aren't dead, but for everyone else they are, and work against the goal of "building a library of detailed answers" (from the tour page of every site).
To prevent this, don't roomba a question which is linked from another post.
Right now, roomba exists to clean up borderline questions, and does so at the expense of link rot. I propose that link rot is worse than having some low-scoring, unanswered questions lying around.
Note that spammy, very low quality, or link-only posts will already be addressed by the system (automatically, or as flagged by users). My proposal is essentially saying that when there's a question that isn't demonstratively bad (just not getting a lot of attention), but is linked from somewhere else, preventing link rot is enough of a reason not to delete it.
Alternative (but presumably harder) solutions:
- Provide a visual notification that a link goes to a deleted post (perhaps gray out the link?)
- Notify the author of the post containing the link that a post they linked to is deleted, so they have the opportunity to edit