Conan O'Brien and his show's associate producer Jordan Schlansky recently traveled to Italy together. According to Conan, Jordan is a "self-proclaimed expert of all things Italian," as he's traveled there before 30 different times. Their road trip -- in a tiny red vintage Fiat, no less -- began in Florence and ended in Naples, the same route Jordan has driven many times sans his boss. Now, in case you haven't seen their previous interactions, Jordan is the perfect "uptight straight man" to Conan's over-the-top "funny man" shenanigans.