Tim Kaine, Chairman of the Democratic National Committee, speaks during their summer meeting in St. Louis on August 20, 2010. St. Louis is in the running for the 2012 Democratic Presidential Convention. UPI/Bill Greenblatt

The issue of Senate recruitment is in the news again, as Jim Webb decides to retire and the Democrats are now praying that Tim Kaine will enter the race for Senate in Virginia. We’ll see if President Obama can convince him, but as Ezra Klein points out, this administration has been very bad in the area of Senate recruitments.

But the White House hasn’t always taken the recruitment of challengers that seriously. In 2008, they brought Iowa’s Tom Vilsack, Arizona’s Janet Napolitano, Kansas’s Kathleen Sebelius, and Colorado’s Ken Salazar into the administration. The payoff? They almost lost Salazar’s Senate seat and Democrats had to find weaker candidates in Iowa, Arizona, and Kansas. It stands, to me, as the administration’s single most baffling set of political decisions. There were plenty of other people capable of running the various cabinet agencies. There were no other people capable of replacing the threat Vilsack would have posed to Chuck Grassley or that Napolitano would’ve posed to John McCain, and thus no one who could’ve done as much to convince them that cooperating a bit on initiatives like health-care reform would be in their interest. Similarly, Sebelius was the only Democrat in Kansas who even had a chance of winning the state’s open Senate seat. Why pull her to Washington in a different capacity?

I think the Obama administration has been unfairly attcked by many on the left, but when it comes to politics after the 2008 election, this administration clearly made some huge mistakes. It’s stunning when one considers that Rham Emanuel was helping to run things.

Frankly, I think the Obama team got way overconfident in the political situation immediately after the 2008 election. They knew they had tough fights ahead, but they had such big majorities they probably felt they didn’t have to worry to much about a handful of Senate seats.

That proved to be a disaster. McCain would have been vulnerable against Napolitano, particularly after he swung way to the right in the primary. Grassley was also vulnerable in Iowa. They plucked some of their best candidates, and none of them are critical in their current roles.

Hopefully they have learned their lesson and they will push Kaine hard to run in Virginia.