Pick Richard Ditta.He played an Elvis Impersonater in the pilot episode. Now that is a love me tender interest for Liz Lemon!
Sorry to say but none of the above choices sounds just right. How about Matthew McConaughey? Well, OK, he's 42 but he could play 40. And he's comedic, charming and laid back. Think of all the shirtless shots they'd get for ratings!