People – and when I say “people” I mean people like me who have a lot of free time to actually think about such things – often come up with lists of the best episodes of their favorite TV shows. Well, “The Tonight Show with Conan O’Brien” was one of my favorite TV shows ever and I did see every episode, so I thought I’d make a list of my favorites.
9. Episode 9: June 11, 2009.
Guests: Norm MacDonald, Jim Gaffigan, Neko Case.
In this episode’s pre-recorded remote piece, Conan is joined by Slash to help him buy a guitar on Craigslist. They visit several homes including one in which Conan plays “Till There Was You” on a heavy metal double guitar. Eventually they arrive at the home of the creepiest person I’ve ever seen on television whom Conan immediately assumes is a murderer. The episode rolls on with Norm MacDonald’s appearance, and, as we all know, you can’t go wrong with Norm. His traditional TV parodies include a remake of “Jon and Kate Plus 8″ called “Norm Plus 1.” There’s a pretty funny clip of Conan recording promos for the affiliates where Norm keeps interrupting to mock Conan.
8. Episode 107: November 18, 2009.
Guests: Seth Green, Heidi Montag & Spencer Pratt, Brian Setzer Orchestra.
I have never, in all my years of sitting around and watching TV, seen a talk show studio audience openly “boo” a guest. I’ve heard one or two people “boo” and the rest of the audience applaud, but I’ve never seen an entire audience “boo” at the very mention of a guest’s name: Heidi Montag and Spencer Pratt. The incredibly annoying reality TV couple provided one of Conan’s funniest interviews ever, in which Conan tries so hard to not make fun of them. (The next night, guest Anderson Cooper expressed disbelief that Conan would ever interview the pair.) It should be noted that The Brian Setzer Orchestra played a great performance from their album, “Songs from Lonely Avenue,” which I recommend.
7. Episode 120: December 8, 2009.
Guests: Josh Brolin, Tillie the Dog Artist, Chad Daniels.
After a hilarious “Tiger Woods Joke Caddy” bit, a pretty funny “Celebrity Survey,” and a funny, but forgettable, interview with Josh Brolin we come to Tillie the Dog Artist: the ultimate “Stupid Pet Trick” and the reason this episode is on this list. The segment starts with Tillie’s owner explaining what Tillie does: basically scratches and bites a piece of carbon paper to make “art.” Conan shows some of Tillie’s previous works of art (which sell for thousands of dollars), and they’re mildly impressive. Next, Conan gives Tillie the dog a piece of blank carbon paper to create a masterpiece right there, on the air. Tillie spends most of the rest of the interview gnawing on one corner of the paper and barking at her owner (whom Conan rightly accuses of taking all of Tillie’s income for himself). The interview with Tillie the Dog Artist should go down as one of Conan’s greatest “Tonight Show” moments; in thirty years when PBS airs “Conan O’Brien’s Greatest ‘Tonight Show’ Moments” they should definitely air this under-rated piece of comedy gold.
6. Episode 1: June 1, 2009.
Guests: Will Ferrell, Pearl Jam.
First episode or not, this is a fantastic hour of television. It opens with the same title card many of Johnny Carson’s “Tonight Show” episodes, foreshadowing the way Conan’s year would be reminiscent of Carson’s thirty years. We begin with Conan making sure he did everything on his checklist, and he did… except for moving to L. A. After being unable to catch a New York cab he decides to run to L. A. as Cheap Trick’s “Surrender” plays (great song choice). He runs past Amish country, Wrigley Field, and a creepy doll museum before finally arriving at the studio only to find that he forgot his keys in New York… so he bulldozes his way into the studio. And all that before the theme song even begins! The episode continues with a great remote segment where Conan goes on a Universal Tram Tour and mocks the killer from “Psycho” for committing a murder in a flannel shirt in broad daylight. In the next segment we learn that Conan has brought his famous 1992 Ford SHO to California. In the last memorable segment of the episode, Will Ferrell enters as an Egyptian pharaoh would.
5. Episode 89: October 16, 2009.
Guests: Cory Booker, Max Records, Dashboard Confessional. Most people will remember this episode because it was when Conan’s Newark Feud was resolved, but let’s not forget that it also featured Triumph the Insult Comic Dog visiting a dog boutique. That said, the best, most memorable part of this episode was Conan’s interview with Newark, New Jersey, Mayor Cory Booker. To catch you up, in case you’ve forgotten, Conan told a joke at Newark’s expense, Cory Booker banned Conan from Newark, Conan banned Booker from the L. A. airport, Conan gained support from the area surrounding Newark, Secretary of State Hillary Clinton told the pair to settle the feud, and then we arrive at this episode. Conan promises to stop making fun of Newark (choosing to target Detroit instead); Mayor Booker admits he is a fan of Conan’s show; Conan and his wife donate $50,000 to the Newark city fund. (The donation was matched by NBC.) Feud resolved!
4. Episode 123: December 11, 2009.
Guests: Zach Braff, Bear Grylls, Tony Bennett.
Some episodes (of this, or any TV show) have good starts and bad endings or vice versa, but Episode 123 is pure gold from start to finish. After the monologue, master thespian William Shatner reads excerpts from Sarah Palin’s autobiography as if he were a beatnik poet. Much to Shatner’s surprise, Sarah Palin herself shows up to read excerpts from Shatner’s autobiography. After the commercial break, Conan performs an apology song to Diane Sawyer for not congratulating her on her promotion to “World News” anchor. Next, Conan interviews Zach Braff; I haven’t watched this interview since it aired, but I still remember thinking, “This is a fantastic interview. Best ever? Maybe.” I’ll have to go back and watch it. (Note: I happen to have this episode on VHS tape, as I recorded Conan’s last week of shows and the three weeks of reruns that followed.) The episode closes with Tony Bennett’s annual Christmas performance, a superb, jazzy version of “Have Yourself a Merry Little Christmas.”
3. Episode 144: January 20, 2010.
Guests: Adam Sandler, Joel McHale, Joss Stone with Raphael Saadiq. In Conan’s last week on the air, things got really memorable: surprise appearances, big name guests, basically pulling out all the stops. This episode’s surprise appearance: Ed Helms, who sings Conan a version of “Stu’s Song” from “The Hangover” with different lyrics pertaining to Conan’s situation. This episode’s big name guest: Adam Sandler, a friend of Conan’s, who recounts when he was fired from NBC (complete with a Chris Farley impression that still makes me laugh). This episode’s stop pulled out: The Bugatti Veyron Mouse. This sketch gives me goosebumps every time I watch it. It’s solid rebellion against authority ground into one minute of greatness. Plus, this segment was pulled from the Internet because of the expensive song (“Satisfaction” by the Rolling Stones) featured in it, which makes my VHS copy a bona fide bootleg.
2. Episode 146: January 22, 2010.
Guests: Tom Hanks, Will Ferrell, Neil Young.
The last show… the last time Conan ever spent $65 million of NBC’s money in a minute-long sketch… the last time Steve Carell conducted Conan’s exit interview… the last time Tom Hanks showed up drunk on soda and gave Conan stick-on sideburns. Conan’s memorable seven months is capped off with Neil Young performing “Long May You Run,” Conan giving a completely classy farewell speech, and Will Ferrell (joined by the Tonight Show Band, Billy Gibbons, Beck, Ben Harper, and Conan) performing the best version of “Free Bird” I’ve ever heard.
1. Episode 111: November 26, 2009.
Guests: PeeWee Herman, Donald Faison, Bon Jovi.
Here it is – my pick for the best episode of “The Tonight Show with Conan O’Brien.” To me, it has a very homey feel, for some reason… you get the feeling that the entire staff is like a big family, being that they spent Thanksgiving together… Anyway, I have an equation for you: Jordan Schlansky + Pierre Bernard + Wing Pang + Conan O’Brien = awesomeness. I’m not sure I laughed harder during Conan’s entire “Tonight Show” run than during the Thanksgiving dinner between these four guys. Later in the show, PeeWee Herman organizes a Thanksgiving play starring Conan, Andy and LaBamba. The episode closes with a performance by Bon Jovi, and who doesn’t like Bon Jovi? – besides Jon Bovi. Puppies Dressed as Thanksgiving Dinner is the whipped cream on the Thanksgiving pie that is this incredible hour of television.
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