This one’s from a couple of days ago.  It falls into the "C’mon, Mark, how stupid do you really think we are?" category:

“Could we possibly have a nominee who hasn’t won any of the significant states — outside of Illinois?” Chief Strategist Mark Penn said. “That raises some serious questions about Sen. Obama.”

Okay, first of all, who you callin’ "insignificant?"

Would that be, oh, Iowa, maybe?  Or how about South Carolina?  Maybe Virginia and Maryland?  Ooh, ooh, I know!  D.C.!  Your turf is about as "insignificant" as it gets, huh, Mark? 

Nice job insulting some 2.5 million voters, in those five jurisdictions alone.

And what was that throwaway line at the end?  “That raises some serious questions about Sen. Obama”?

I’d love to have heard what you said after that.  if you said anything at all, of course; I can picture you just throwing it out there into the conference-call ether with no explanation, and the stenographers on the other end dutifully transcribing it without asking the obvious follow-up: 

"Um, what ’serious questions’ might those be?"

Actually, you’re right; Sen. Obama’s currrent record of wins does raise serious questions about him.  Just one example: 

With his current momentum, why should he even bother campaigning against Clinton, rather than moving straight to campaigning against John McCain?

Not, I’ll venture, quite the sort of "serious question" you had in mind.

By the way, Markie Boy, I’ve got a new slogan for your political consulting biz:

Mark Penn.  When you want to insult your base. 

Got that nice ring of truth, doncha think?