SmartLess Presents ClueLess

SmartLess Presents ClueLess

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SmartLess Presents ClueLess is a bite-sized, biweekly podcast (10-12 minutes an episode), in which our host, Emmy-winning writer Elliott Kalan, guides the listener through different puzzles, brainteasers, & conundrums to see if they’re faster than this season's contestant Sean Hayes!

Episode List

216 - Word Sandwich/Word Centipede (w/ Kristen Schaal and Matt Oberg)

Mar 2nd, 2026 5:05 AM

On this episode of ClueLess, it’s like a dang dictionary in here with all these words! Host Elliott Kalan invites his hilarious friends Kristen Schaal (Bob’s Burgers, What We Do In The Shadows, The Last Man On Earth) and Matt Oberg (Abbott Elementary, The Real O’Neals, Harley Quinn) to contend with both a sandwich made out of words and then, incredibly, a centipede also made out of words! Get your brain limber, get a pen and paper, and settle in for a hilarious bonus-length episode testing your word recall! Kristen would really like you to know: cigarettes are NOT cool.   New episodes every Monday. Puzzles in this episode are by Jason Reich. Script by Elliott Kalan. Music and sound effects by Devon Torrey Bryant.   Buy Elliott’s book Joke Farming: How To Write Comedy And Other Nonsense HERE. Buy Devon’s album Blame It On My Zodiac HERE or stream it anywhere you listen to records. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Re-release: 201 - State Of Confusion (w/ Max Silvestri and Gabe Liedman)

Feb 23rd, 2026 5:05 AM

While Elliott is away this week constructing a life-sized butter sculpture of President Rutherford B Hayes, please enjoy a repeat performance of our Season 2 premiere episode, featuring the hilarious Max Silvestri and Gabe Liedman from the SmartLess Media show I Need You Guys! In this episode, Max and Gabe will be put through their paces with an opening game about the periodic table of the elements (meet us on row 5), and then they’ll get the rambling bug with a return of our game State Of Confusion!   Puzzles in this episode are by Jason Reich and Brock Mahan. Script by Elliott Kalan. Music and sound effects by Devon Torrey Bryant.   Buy Elliott’s book Joke Farming: How To Write Comedy And Other Nonsense HERE.   Buy Devon’s album Blame It On My Zodiac HERE or stream it anywhere you listen to records. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

215 - Take A Wild Guess/This Or That (w/ Moshe Kasher and Natasha Leggero)

Feb 16th, 2026 5:05 AM

On this episode of ClueLess, host Elliott Kalan invites married comedians Moshe Kasher and Natasha Leggero (co-hosts of The Endless Honeymoon podcast) to get into the ballpark with our game Take A Wild Guess! You don’t need to actually know the answer, just estimate what you think it might be, and try to get as close as you can! Then, after a bit of friction about whether DJ’ing is actually playing a musical instrument or not, we’ll put them through their paces with a round of This Or That in which Elliott asks who said a famous quote: Yoda, or Yogi Berra! Follow Moshe @moshekasher on InstaFollow Natasha @natashaleggero on InstaListen to The Endless Honeymoon anywhere you get your podcasts! New episodes every Monday.Puzzles in this episode are by Jason Reich and Brock Mahan.Script by Elliott Kalan.Music and sound effects by Devon Torrey Bryant.Buy Elliott’s book Joke Farming: How To Write Comedy And Other Nonsense HERE.Buy Devon’s album Blame It On My Zodiac HERE or stream it anywhere you listen to records. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

214 - Odd Throuples/Bot Bops (w/ Moshe Kasher and Natasha Leggero)

Feb 9th, 2026 5:05 AM

On this episode of ClueLess, host Elliott Kalan welcomes back comedians and married couple Moshe Kasher and Natasha Leggero (co-hosts of The Endless Honeymoon podcast) to explore the intersection of pop culture and Presidents with another round of Odd Throuples. Then, it’s the return of our favorite non-branded digital assistant in Bot Bops - name the song title for one point, and the artist for another! Keep track of your answers, you’ll need them to defeat the MegaClue! Follow Moshe @moshekasher on InstaFollow Natasha @natashaleggero on InstaListen to The Endless Honeymoon anywhere you get your podcasts! New episodes every Monday.Puzzles in this episode are by Jason Reich and Brock Mahan.Script by Elliott Kalan.Music and sound effects by Devon Torrey Bryant. Buy Elliott’s book Joke Farming: How To Write Comedy And Other Nonsense HERE.Buy Devon’s album Blame It On My Zodiac HERE or stream it anywhere you listen to records. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

213 - Odd Throuples/Coupled Up (w/ Moshe Kasher and Natasha Leggero)

Feb 2nd, 2026 5:05 AM

On this episode of ClueLess, host Elliott Kalan invites the hilarious married couple (and co-hosts of The Endless Honeymoon podcast) Moshe Kasher and Natasha Leggero to contend with two new Valentine’s-themed games: first up is Odd Throuples, where you’ll get clues to two celebrity names which, when combined, reveal a third celebrity in the middle. Then, our new game Coupled Up, which we promise isn’t complicated, we’ll give you a clue and the answer is a two word phrase where the second word starts with the last letter of the first word. The MegaClue will reveal the secret to a happy relationship! Follow Moshe @moshekasher on InstaFollow Natasha @natashaleggero on InstaListen to The Endless Honeymoon anywhere you get your podcasts! New episodes every Monday.Puzzles in this episode are by Jason Reich and Brock Mahan.Script by Elliott Kalan.Music and sound effects by Devon Torrey Bryant. Buy Elliott’s book Joke Farming: How To Write Comedy And Other Nonsense HERE.Buy Devon’s album Blame It On My Zodiac HERE or stream it anywhere you listen to records. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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