I have long been a fan of Gunnar Peterson's writing. He brings an interesting perspective to information security and looks at things from several different directions. He blogs at 1 Raindrop and is also a contributing analyst for Securosis.
Some recent entries you might find interesting:
You can also follow Gunnar on Twitter. He is @oneraindrop there.
As always, comments are welcome below or you can email me at firstname.lastname@example.org if you prefer.