Is there a random post widget that would be titled something like “You might also like” – that displays a thumbnail pic that links to a random post in your blog? I have seen this on other blogs and I think it is a great addition. I usually see it at the end of a post or in a footer…
I think I got it. Make a dummy post with the desired image and set your Custom URL (to http://example.wordpress.com/?random) under Attachment Display Settings when inserting image. Copy and paste code from said dummy post into a text widget.
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