Security is my number one fear and the same for most I think. WP did have an exploit that let a lot of websites get hacked. I have a few clients that were hit (before my services of course :P) and lost all of their data.

If WordPress suffers a larger hack that infects hundreds of thousands of websites I think most mainstream users will run horrified to another platform.

Another good reason to stay current on updates :)

Nice post Jeff, very thought provoking! Looking forward to the podcast tonight, should be frEAkY!