kennedytattoo1.thumbnail.jpg

Jonathan Capehart of the Washington Post editorial page staff provides an excellent summary of what Caroline Kennedy has done wrong in her quest for Hillary Rodham Clinton’s New York Senate seat.

According to Capehart, Caroline made three mistakes of substance that gave her opposition an opening, allowing  discussion of her prospects to turn negative:

Mistake No. 1: Not voting in many New York City and State elections over the last 20 years. It’s hard to carry the mantle of America’s political royal family, with its well-earned history of public service, when it’s been revealed that you couldn’t even muster the energy to vote for Democrats.

Mistake No. 2: Refusing to swear allegiance to the Democratic challenger to Mayor Bloomberg when he seeks a third term next year. New York Democrats are right to demand it.

Mistake No. 3: Not giving money to New York’s Democratic Party candidates. According to the New York Daily News, in the last ten years, Kennedy has given $1,000 to local office seekers. She was more generous at the federal level. She even maxed out to Clinton, who gave the money back after Kennedy publicly endorsed Barack Obama. [!]

Next, there are two additional errors that were entirely avoidable. Capehart calls Caroline’s strategic team "otherwise able" but I think that’s disputable:

Mistake No. 4: Avoiding the press. I could understand Kennedy not chit-chatting at length with the press corps in Syracuse on her first day as a Senate aspirant. But her strategic advisers were a little too cute in asking for written questions from media outlets and then selectively answering the inquiries with as much depth as an After Eight mint. (She emerged from weeks of silence only Friday night.)

Mistake No. 5: Refusing to make any potential financial, legal and ethical disclosures until after she’s been appointed. Kennedy is not legally bound to do this. But this arrogance won’t go over well with most New Yorkers. And considering that most of the other senatorial prospects are elected officials who must submit to all manner of public and financial disclosures, and who are held accountable for them, it’s unfair.

Capehart also points out that Governor David Paterson is unlikely to be in thrall to dynastic politics as he’s a product of a dynasty himself. There’s also an error of timing, I think, that Jonathan doesn’t discuss: Caroline Kennedy peaked too soon.

If Hillary Clinton had resigned from her Senate seat when Barack Obama did, the appointment might have been made quickly, if only to give New York’s new Senator a seniority advantage over the class being sworn in next month.  Had she momentum and political credibility on her side then, Caroline likely would have been appointed. But Senator Clinton said she wouldn’t resign until confirmed as Secretary of State (perhaps knowing something herself about the vagaries of Cabinet appointments). Governor Paterson has made clear that he wouldn’t announce an appointment until Senator Clinton resigned.

I think the "otherwise able" strategic team (despite their success electing the wealthier-than-Croesus Mike Bloomberg and the serially untruthful Joe Lieberman) has given Caroline Kennedy exactly the wrong road map to this appointment. It’s not an election; it’s not even a special election.  Money and fancy consulting isn’t going to win it.  She’s done almost everything exactly wrong to get appointed, including announcing that she won’t stand for election in 2010 unless she’s the appointee.

All in all, I think we’ve learned a lot about Caroline Kennedy’s political skills and instincts in this brief sojourn in the public eye.

Even David Paterson seemed to question the campaign she’s waged for his vote earlier this week when he asked dismissively at a press conference, "How is she a front-runner?"