SmartLess Media

SmartLess Presents ClueLess

Leisure EN ↓ 116 episodes

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!

Author

SmartLess Media

Category

Leisure

Podcast website

www.smartless.com

Latest episode

Jun 29, 2026

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Episodes

Re-release: 217 - Take A Wild Guess/Tone Note (w/ Kristen Schaal and Matt Oberg) 29.06.2026

While our host Elliott is away this week ascending to a higher plane of consciousness (he won the chance to evolve into a being of pure thought by entering a meat raffle), please enjoy our last episode! In this final installment, Elliott welcomes back his hilarious pals Kristen Schaal (Bob’s Burgers, What We Do In The Shadows, The Last Man On Earth) and Matt Oberg (Abbott Elementary, The Real O’Ne...

Re-release: 216 - Word Sandwich/Word Centipede (w/ Kristen Schaal and Matt Oberg) 22.06.2026

While our host Elliott is away this week competing in the International Sock Skating Championships (he's feeling good, but there's this guy from Eswatini with fearsome form), please enjoy another repeat performance. In this episode, Elliott 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’Ne...

Re-release: 215 - Take A Wild Guess/This Or That (w/ Moshe Kasher and Natasha Leggero) 15.06.2026

While our fearless leader Elliott is away this week at a Fear Conquering Conference conquering his fears (he has a debilitating case of Arachibutyrophobia, the fear of peanut butter sticking to the roof of your mouth), please enjoy another repeat performance. In this episode, Elliott Kalan invites married comedians Moshe Kasher and Natasha Leggero (co-hosts of The Endless Honeymoon podcast) to get...

Re-release: 214 - Odd Throuples/Bot Bops (w/ Moshe Kasher and Natasha Leggero) 08.06.2026

While our host Elliott Kalan is otherwise engaged this week completing The 12 Tasks Of Hercules (absolutely no trouble slaying the nine-headed hydra, or obtaining the cattle of the three-bodied giant Geryon, but he's having a heck of a time capturing Cerberus the Hound Of Hades), please enjoy another repeat performance! In this episode, Elliott welcomes back comedians and married couple Moshe Kash...

Re-release: 213 - Odd Throuples/Coupled Up (w/ Moshe Kasher and Natasha Leggero) 01.06.2026

While Elliott is away this week running his summer festival Kalanpalooza (highlights include the Presidential Impressions and the Chili Cook-Off), please enjoy another repeat performance! 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...

Re-release: 212 - Leg Day/This Or That (w/ Janet Varney and Neil Patrick Harris) 18.05.2026

While our host Elliott is away in London this week auditioning for the lead role in the next James Bond film (it's down to him or Jacob Elordi, fingers crossed!), please enjoy another repeat performance. On this episode of ClueLess, host Elliot Kalan welcomes back the highly entertaining duo of Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil) and her good friend Neil P...

Re-release: 211 - Breaking The Law/Linkuistics (w/ Janet Varney and Neil Patrick Harris) 11.05.2026

While Elliott is out of circulation this week doing ten years in Leavenworth (or is it eleven years in Twelveworth?), please enjoy another encore presentation (don't worry, he should be released soon for what the parole board refers to as "polite behavior"). On this episode, Elliott welcomes back the hilarious Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil), only this...

Re-release: 210 - Take A Wild Guess/Tone Note (w/ Janet Varney and John Hodgman) 04.05.2026

While our host Elliot Kalan is busy this week attending the premiere of his new film Ocean's Elliott (in which Elliott, Elliott Gould, Chris Elliott, and Missy "Misdemeanor" Elliott conspire to steal an original print of The Taking Of Pelham 123), please enjoy another repeat performance. On this episode of ClueLess, host Elliott Kalan welcomes back his pals Janet Varney (SF Sketchfest, Avatar: Bra...

Re-release: 209 - A Hello To Arms/Odd One Out (w/ Janet Varney and John Hodgman) 27.04.2026

While our host Elliott Kalan is away this week getting ready to host a Quatro De Mayo event (nobody goes to those, all the big parties are the next day), please enjoy another repeat performance. On this bonus size episode of ClueLess, host Elliott Kalan invites his friends Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil) and John Hodgman (Dicktown, The Daily Show, The...

Re-release: 208 - The Sort ‘Em Consortium (w/ Naomi Ekperigin and Andy Beckerman) 20.04.2026

While our host Elliott Kalan is busy this week judging the results of the International Championship Tractor Pull in Belgium (the world's heaviest motorsport), please enjoy another puzzling and hilarious re-release! On this episode of ClueLess, host Elliott Kalan invites married podcasters Naomi Ekperigin and Andy Beckerman (co-hosts of Couples Therapy ) to get organized with another round of The...

Re-release: 206 - This Or That? (w/ Naomi Ekperigin and Andy Beckerman) 13.04.2026

While our host Elliott Kalan is busy this week opening his new theme park Vice President Universe (come for the death-defying Spiro Agnew Drop Tower, stay for Hubert Humphrey's Haunted House), please enjoy another puzzling re-release! On this episode of ClueLess, host Elliott Kalan welcomes back his married friends, the hilarious Naomi Ekperigin and Andy Beckerman (co-hosts of the podcast Couples...

Re-release: 205 - Bizarro Movie Guide (w/ Naomi Ekperigin and Andy Beckerman) 06.04.2026

While our host Elliott Kalan is otherwise engaged this week, putting the finishing touches on his 10-part documentary series New Jersey: Jewel Of The Americas, please enjoy another brain-twisting re-release! On this episode of ClueLess, host Elliott Kalan welcomes back his friends, the hilarious Naomi Ekperigin and Andy Beckerman (married comedians and hosts of the podcast Couples Therapy ) to fli...

Re-release: 204 - Word Centipede (w/ Naomi Ekperigin and Andy Beckerman) 30.03.2026

While our host Elliott Kalan is busy this week preparing his one-man performance of The Taking Of Pelham 123, please enjoy another hilarious re-release! On this episode of ClueLess, Elliott invites his friends Naomi Ekperigin and Andy Beckerman, married couple and hosts of the podcast Couples Therapy , to contend with the many limbs of our old foe, the Word Centipede! Elliott will give you three w...

Re-release: 203: Bot Bops (w/ Max Silvestri and Gabe Liedman) 23.03.2026

While our host Elliott Kalan is busy this week completing his scholarly tome on the social history of the chicken tender, please enjoy another repeat performance! On this episode of ClueLess, Elliott welcomes back comedians, best friends, and co-hosts of I Need You Guys, Max Silvestri and Gabe Liedman, to attend another infernal recital of Bot Bops! Elliott’s non-branded digital assistant will reg...

Re-release: 202 - Word Workout (w/ Max Silvestri and Gabe Liedman) 16.03.2026

While Elliott is otherwise engaged this week cataloguing his Oingo Boingo B-sides, please enjoy a repeat performance of this Season 2 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 tackle some out-of-this-world questions about astronaut movies, and then they'll help words get very slightly smaller i...

217 - Take A Wild Guess/Tone Note (w/ Kristen Schaal and Matt Oberg) 09.03.2026

On this episode of ClueLess, host Elliott Kalan welcomes back his hilarious pals 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 get into the ballpark and Take A Wild Guess about the popularity of English words! Then, it’s a return of our old friend Tone Note, Elliott will give you a clue and the...

216 - Word Sandwich/Word Centipede (w/ Kristen Schaal and Matt Oberg) 02.03.2026

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...

Re-release: 201 - State Of Confusion (w/ Max Silvestri and Gabe Liedman) 23.02.2026

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 elemen...

215 - Take A Wild Guess/This Or That (w/ Moshe Kasher and Natasha Leggero) 16.02.2026

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 playin...

214 - Odd Throuples/Bot Bops (w/ Moshe Kasher and Natasha Leggero) 09.02.2026

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 a...

213 - Odd Throuples/Coupled Up (w/ Moshe Kasher and Natasha Leggero) 02.02.2026

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 i...

212 - Leg Day/This Or That (w/ Janet Varney and Neil Patrick Harris) 26.01.2026

On this episode of ClueLess, host Elliot Kalan welcomes back the highly entertaining duo of Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil) and her good friend Neil Patrick Harris (How I Met Your Mother, A Series Of Unfortunate Events, Starship Troopers) to take a couple reps of a new game: Leg Day (ClueLess fans will pick this one up right away). Then, it’s a return...

211 - Breaking The Law/Linkuistics (w/ Janet Varney and Neil Patrick Harris) 19.01.2026

On this episode of ClueLess, host Elliott Kalan welcomes back the hilarious Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil), only this time she’s brought along her wonderful friend Neil Patrick Harris (Doctor Who: The Giggle, Gone Girl, Neil’s Puppet Dreams)! First up is a very relaxed game about bizarre state laws (do NOT overthink this one), and then we’ll have a re...

210 - Take A Wild Guess/Tone Note (w/ Janet Varney and John Hodgman) 12.01.2026

On this episode of ClueLess, host Elliott Kalan welcomes back his pals Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil) and John Hodgman (Dicktown, The Daily Show, The Areas Of My Expertise) to get into the ballpark for a new game called Take A Wild Guess! Then, it’s the return of an old favorite, Tone Note! Elliott will give you a clue, and the answer will always be a...

209 - A Hello To Arms/Odd One Out (w/ Janet Varney and John Hodgman) 05.01.2026

On this bonus size episode of ClueLess, host Elliott Kalan invites his friends Janet Varney (SF Sketchfest, Avatar: Braving The Elements, Stan Against Evil) and John Hodgman (Dicktown, The Daily Show, Judge John Hodgman) to go sifting for letters in a new game called A Hello To Arms! Then, they’ll check in with an old favorite and see if they can identify the Odd One Out! Visit SFSketchfest.com fo...

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