Emmy Picks, Day Two: Supporting Actor

We’re less than a week away from the 60th Primetime Emmy Awards, which airs Sunday night on ABC. And in preparation, we thought it would be fun to give you a little help on your office pool. Welcome to Day 2 of our Emmy preview!

We’ve already looked at the Supporting Actresses. Now it’s time for the Supporting Actors.

Best Supporting Actor, Comedy: Jon Cryer, Two and a Half Men; Kevin Dillon, Entourage; Neil Patrick Harris, How I Met Your Mother; Jeremy Piven, Entourage; Rainn Wilson, The Office

Who we’re pulling for: To what is surely the consternation of our Culture Czar colleagues, we don’t watch nearly enough of How I Met Your Mother. It just gets lost in the clutter on Monday nights: Gossip Girl, Chuck... um, Prison Break (shhh, don’t tell anybody about that last one). Still, from what we have seen of the show, Neil Patrick Harris rips into his role with a comic gusto that the other actors in this category either could never even think of having (Jon Cryer) or lost somewhere along the way (Jeremy Piven). Plus, he’s NPH! That dude rode a flippin’ unicorn in Harold and Kumar: Escape from Guantanamo Bay. (Ed note: He should totally win.)

Prediction: Sorry, NPH. Jeremy Piven has won this award two years in a row, and if watching the Emmy Awards over the course of our life has taught us anything, it’s that the voters subscribe to the motto of "if it ain’t broke, don’t fix it."

Best Supporting Actor, Drama: Ted Danson, Damages; Michael Emerson, LOST; Zeljko Ivanek, Damages; William Shatner, Boston Legal; John Slattery, Mad Men

Who we’re pulling for: For three seasons, Michael Emerson has been the most entertaining part of LOST. With his bug-eyes and scary-expressive face, Mr. Emerson conveys such pathological insincerity that we can’t help but laugh out loud at his countless twisted one-liners. Even as his character became an increasing cliché during the fourth season, Mr. Emerson still managed to steal the show each week. In short, we love him.

Prediction: Terry O’Quinn won this award last year, so the voters do have a history of rewarding LOST in this category, leaving the door open for Mr. Emerson. However, we think that Hollywood loves nothing more than bestowing their own with plaudits. Mr. Emerson is decidedly New York. Ted Danson? He’s Hollywood. And your winner.

Tomorrow: the Actresses.

Emmy Picks, Day Two: Supporting Actor