
On this ClueLess Season 1 clip show retrospective, host Elliott Kalan guides you through ten of our favorite clips, featuring Season 1's constant contestant Sean Hayes, and all our favorite guests, like Scotty Icenogle, Ali Wentworth, Reyna Larson, Carrie Aizley, George Stephanopoulos, Jeff Max, and Jon Gabrus! You’ll hear questions and silly moments from some of our favorite games, like Word Centipede, Don’t Be A Ditloid, Bizarro Concert Guide, The Sort ‘Em Consortium, Quick! Quick! Quick!, and more! We’ll see you next week for the first of our new mini episodes! Puzzles in this episode are by Matthew Broussard, Kevin Leman, Josh Richmond, Jason Reich, and Devon Torrey Bryant. Script by Elliott Kalan. Music and sound effects by Devon Torrey Bryant.
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You deserve quality care from someone who cares. Smart Bless Media Here's a riddle for you. When is a new episode of Clueless not a new episode of Clueless? When it's the Clueless Best of Season one Clip Show. This is Clueless Kind of Clueless Clueless welcome to Smartless Presents Clueless, the only puzzle podcast that's 100% cholesterol free. I'm your host, Elliot Kaelin, and I'm technically an endangered species because there's only one of me. Now. Please welcome the man who thinks Mardi Gras is just the full name of a guy named Marty Nobody. Nobody thinks that because it's just me. Today. You may very well ask how can you have an episode of Clueless, which is ostensibly a game show podcast, without a contestant? Well, as with many riddles, the answer is obvious once you know what the answer is, you see. While the little elves who make show busily prepare our new season, we thought we'd take a look back at our favorite moments from the last season, which was also our first season. Our first batch of clips starts with our most frequently played game, word, Centipede, featuring our most frequent guest player, Scotty Eisenogle. Scotty appeared on the show 26 times, and after every single appearance, he sent me a cake with thank you written on it. That's a true story, which I just made up. Take it away me from The Past Episode 106 Game Word Centipede Guest Scotty Eisnogle I'm going to give you three words and you'll tell me what other word can be added either before or after each of those words to make them into new words. Number two. Visor. Star model. Visor. Star model. Visor. Like add Visor. Add star. Ad. Star shining. Star shining. No, I don't know what visor. Visor is a visor. I don't know how ad. That's what I said. But it's not focus on star or model. What would star or model possibly have in common? Visor's a hard one. Major model. Major star of. What is it called? A superstar supermodel supervisor. Superstar supermodel supervisor. You got it. You got it. That was great. Good job. You worked through it. You didn't let that. You didn't give up. That's what I admire about that. Absolutely. Even though you spoon fed us. Okay. Episode 102 game odd one out. Guest Allie Wentworth. You have to tell each backstreet boy which of the four things they brought should be left behind because it doesn't belong in the same category as the others. Odd one out. Number one. Your first question. Kevin brought a rockstar, a ghost, a crab and a monster. Which of those is the odd one out? Rockstar, ghost, crab and monster. Yes. The ghost is the odd man out. Why? Because he doesn't have nails. No way. But you're assuming this is a monster with nails, right? Rock star, ghost, crab, monster, monster mash. Crab mash. No. Oh, wait. Ghost is like a famous movie rockstar. Is that like. Oh, yeah, they're all movies. So crab is the odd one out. You know what? You have the right answer for the wrong reason. I'm gonna give you the point on that one. Woo. Because you know what? It works. Those are all movies. But we were thinking they are also all energy drinks. Except for crab, rockstar, ghost and monster are all energy drinks. Oh, nice, nice. Wait a second. I just thought of another one. Rockstar, ghost, monster and crabs. These are all things that Sean's had. That's right. Episode 110 Game Tone Note Guest Raina Larson. Tone note is a game of anagrams. I'm going to give you a clue to a two word phrase in which both of the words contain the exact same letters in different arrangements. Tone. Tone, note. Question number one. A reef singing a Christmas song. A reef singing a Christmas song. Coral carol. Oh, amazing. That was so fast. Wait, wait. What? Wait, that's right. Wait, wait. A coral. A coral reef. You know what? I thought you said wreath like that. You. Hang on. I should have spelled it. I should have spelled it. Oh, that's okay. Oh, coral and carol. Carol. Christmas carol. And it's again, it's a cooperative game. It's not a competitive game. But Raina is already winning this cooperative game. Question number two. An inexpensive fuzzy fruit. Wait, an inexpensive fuzzy what fruit? F R U I T. Inexpensive fuzzy fruit. Cheap peach. Oh, no, no. Well, okay, I'll wait. I'll wait. This should have. This. This should have been a competitive one. Competitive game. Oh, gosh. I wrote down the word cheap. I'm like peeps right when you said it. Okay, go ahead. Episode 125 game don't be a Ditloid Guest Kerry Aisley Don't Be a Ditloid is a game of figuring out a common word or phrase that has been reduced to letters and numbers and had a lot of the other letters taken out of it. Question number two. 15m of f. 15 minutes of fame. Yes. Wow, that was fast. Question number 3. 99. B of B on the W. 99 bottles of beer on the wall. Yes. Got it. Question number four. 800. PG. 800 per gallon. 800. 800 pound gorilla. Yes. 800 pound gorilla. Excellent. Is that a thing? I didn't know that. Yeah, sometimes you hear 800, sometimes you hear 400. But it's a very big gorilla. The important thing is this gorilla is enormous. Right. Question number five 3s to the W. Three sheets to the win. Yes. Very good. Nice. Wait, isn't it two sheets or I'm two, I'm two, I'm three sheets. You're not doing it well enough. If you're only getting two sheets because he is three, you're not doing it right. I need one more. It's not about being drunk. Yes. Yeah, you gotta last longer. Long enough to get one more sheet in there. Right. So be a titloid. Episode 127 Game Word Wager Guests Sean and Scotty vs Ali Wentworth and George Stephanopoulos. This game is Word Wager. It's a game about words and also kind of about gambling. Contestants are given a secret word and then they must bid on the number of single word clues they think that they'll need to say to get their partner to guess that secret word soon. Yes, exactly. Yeah, exactly. Let's give to Sean and Allie our first secret word. Okay. For listeners at home, the secret word is key. Give me your wagers. How many clue words do you think you'll need to say to get your partner to say that word? Allie, you can go first. I'm gonna say four words. Four words. Very ambitious, Sean. Yeah, I'm gonna say. Of course I'm gonna say. 3. You gonna say three? Ally, do you think you can do it in two words? Yes. For $500,000, I'll do it in two words. I don't remember agreeing to that amount. That's why I'm here. Sean, do you think you could do it in one word? No, I can't do it in one word. Would you like to challenge Ally to accomplish this task with only two? Yep, she can do it. Do I get to go then, or. No? You can go get a sandwich. Yes. If Ally and George can't get to the secret word, then you'll have a chance to bring Scotty there. Okay, great. All right, ready? Here's the first word. George. Digital. IPhone. No, that's not the word. Second word. What's your second clue? Sagaponic. I think we have different words now. I'm wondering if I know what the secret word is. Come on, honey. 25 years of marriage. Just look at me. Look at me. Look into my soul. This is the hardest part of any episode of Clueless where a marriage falls apart. Right? It's gonna really fall apart. I don't know what could possibly hold those two things together. It's getting stronger. I can feel it. Alarm system. No, I'm sorry. I'm gonna do it. I'm gonna do it in one word. Okay. Sean's gonna do it in one word. Just one word. Ready? Lock. Lock. You know what, Sean? I thought you had it. No, you didn't. What do you mean? He hasn't guessed yet. That's true. That's true. He has no idea. I keep thinking the phrase lock and locked and loaded, but that's not it. Lock and. Can I guess? Yes. Yeah. You're gonna have to key. That's it. Oh, God. So this again. We've never had this happen before. Now Sean and George are married, and Scotty and Allie are married. That was bound to happen. It was always bound to happen. Yes. Wait a minute. Ali, please describe digital and saga. No, it makes sense. She just bought a digital lock. That's why I said alarm system on our house. Oh, okay, okay, okay, there's. When you said Locke, I knew immediately. Oh, yeah, yeah, yeah, yeah, yeah. I'll give you half a point. I'll give you half a point for getting it off of the other team's clues. You'll be happy to know that all of those contestants eventually return to their original marriages. Or maybe you won't be happy to know that I don't know you that well. I hope you're ready to hear some more hilarious moments from the first season of Clueless, but I hope you're even more ready to hear some advertisements first, because we'll be right back after this short break. For years everyone thought Verizon had the best network because they did. But now the best mobile network in the US is T Mobile. T Mobile's network has the most advanced 5G with more towers and their signal reaches further than ever. 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Do that, doing that, did that, done. Now you can do do that with Acrobat. Now you can do that do that with the all new Acrobat. It's time to do your best work with the all new Adobe Acrobat Studio. Welcome back to the best of Clueless Season 1, the only puzzle podcast that's made up of the best clips from Clueless Season 1. One of my favorite things about this show, aside from the fact that I somehow convinced them to pay me to host it, is that every one of the 22 games we've played on the show gets its own theme song and written by our producer Devin Bryant. The songs are catchy, hilarious, and deserve to be released on an album. The only problem is that album would be less than four and a half minutes long. So if we're ever going to put out a best selling Clueless soundtrack record, we're going to have to come up with like 200 more games. While we're doing that, why don't you listen to some more of our favorite Moments from Season 1? Episode 136 Game Bizarro Concert Guide Guest, Jeff. Max. We've done Bizarro World Games before. This is our first one doing it as a concert guide. We're taking another trip to Bizarro World, the world where everything is the opposite of the world that, you know. Up is down, left is right. Cheese is a liquid. Milk is a solid. You know, that's. It's. Everything's the opposite. That applies right down to the names of our entertainment choices. Your job is to figure out who these musical artists are. Bizarro. Question number four. This band. The Black dots. The white lines. No, the white. You're very close, Jeff. The white line. The White stripes. Yes, the White Stripes. Very good. Number five, Antidote. Poison. Oh, very nice. I love the answers, and I love the responses. It's so good. Yeah, Poison is. Remember Poison? What did they sing? What was their hit song? Every rose has its thorn is them, isn't it? No, that's. Oh, yes. No, Every rose has its thorn. Except Bret Michaels. That's Poison, right? Axel. Axl. What's his name. Isn't that. No, that's not Guns N Roses. Guns N Roses. Sounds kind of like them. All right, maybe it's Poison. Guns N Roses, November Rain. That's Bach. Sebastian Bach. Is that the lead singer of Poison? No, that's Skid Row. Thank you. Okay, let's do this. Podcast. God, is that you? Now that we're done with Jumble Jukebox, the podcast, but we don't know whose song is whose. Let's get back to the main show, Jumble Jukebox. Okay, here we go. Episode 145, game do not pass go. Guessed Scotty Ice. No go. Any Monopoly player knows that passing go is essential to staying alive in the game and possibly in real life, too. So naturally, Clueless is here to make that a little difficult to make sure that neither of you pass go, I'm going to give you clues to guess a series of words and phrases that end with the letters G O. Remember, they always end in G, O. You're not passing go because there's no letters after G O. There's no O. Oh, I understand. Never pass and go. The words end in G, O, the ones that you're going to guess, so you don't have to. So it's before go. The other letters go before go during. During the instructions you pass a kidney stone. Yeah. Do not pass. The first question. A company's symbol is its logo. Yes, logo. Very good. Number two, The Windy City is. Chicago. Chicago. Chicago. Very good. Another word for jargon is lingo. Oh, great. It's close to blue on the spectrum. Indie indigo. Very good. Sean got that one just right at the top. Okay. A pink waterfowl is a flamingo. A flamingo. Ah, Scotty Bennett, your buddy in Spanish is your amigo amigo. Lottery style game with numbered balls is bingo. Oh, very good. A crime comedy film by the Coen brothers. Fargo. Oh, shoot. Right on the tip of my tongue. Plastic building bricks to be mastered. Lego, that was. I think Sean got that first, which I should hope since he has a close friend who's involved with Lego things. Actually hit me. If I didn't, he would. He'd throw Legos at you. Yeah, he'd make something out of Legos. And I hit you with it. Yeah. Monopoly is a registered trademark of Hasbro. Episode 149 game Odd One out guest John Gabris. Question number one. Let's begin the game. Sean Hopper brought these things with him. Okay. Tape. Yeah. Dynamite, sushi and fabric. Which item is the odd one out and why? Tape, dynamite, sushi and fabric. Okay? And set aside how strange it is to bring sushi with you to a restaurant, okay? Instead of said the legal ramifications of bringing dynamite into a restaurant. I know what it is. I know what it is. It's dynamite. Because the others are rolls. Yes, very good. The others all come in rolls, tape, dynamite, sushi, fabric. Very good. A roll of dynamite. I mean, you can make, I guess, like a belt out of dynamite, but that's not the same thing. You know, I don't. I don't catch myself saying. I've. I've said, give me a roll of tape before. I definitely said, I'll take a sushi roll, but I've never once in my life said, hey, how many fabric rolls do we have over here? Oh, you will. You're only 40. What? Yeah, exactly. I got plenty of time until Tim Gunn sends me to Mood. Episode 156 Game the sort M Consortium Battle of the Bettys Guest Jeff Max. Today's Sortum Consortium is not about bills. It is a battle of the Bettys. That's right. Six Bettys. You're gonna put them in not alphabetical order, but instead. Thank you. Instead, again, the order of their first appearance. So let's get ready to Betty Sort. Here are your six famous Bettys. They are. Betty Rubble. Yeah. Betty Draper from Mad Men. Betty White. The Betty Ford Center. Betty Rizzo from Greece. A lot of people forget her name was Betty. Jeff was in Greece, who was Daniel, like 25 times. So you'll Know this one. And finally, Bette Davis. So Betty Rubble, Betty Draper from Mad Men, Betty White, the Betty Ford Center, Betty Rizzo from Grease, and Bette Davis. Can you work together to put them in order of their first, earliest existences? All right, so let's deal with the easiest, gayest one first. So the Betty Rizzo was. Betty Rizzo was. 70s. 70s. Right. But wasn't grease written in the 60s or. No grease? I think it was part of this kind of 70s, 50s revival. I think it was written in the 70s. About the 50s. About the 50s and 60s. Right. All right. Because they used to drive around the car. So I would say I thought it was written in the 60s. And then we all saw the movie in the 70s. No, we saw the movie in 77, but the play came out in, like, had to be four years before if John Travolta was duty in the tour. And before he was. Wait, was he really? Was he really. Yeah, he was duty in Greece. Yeah. So I would say 7. 72. 71 would be 70s. Okay. Okay, 70s. I was gonna shorten that and clarify. We're going for the movie, but that conversation was everything I wanted it to be. So I'm so glad that I didn't. That's called gay. Okay. Episode 163 game. Quick, quick, quick. Guest Kerry Aisley. Quick, quick, quick. The new improvisational card game from Sean and Scotty and Carrie's company, Dreambow. The rules are very simple. One player is the asker, one player is the answerer, and you wind up the 45 second quick, quick, quick timer. And the asker picks a random card and asks the Answerer to give 3 responses to Its prompt. Carrie, you'll take the first round. Are you ready to get quick? I think so. I think so. Okay, so let's set the timer and card number one. List three things you can find in the ocean. A seashell. A fishy and wet sand. You got it. A fishy card. Number two. Say three fake reasons why the dinosaurs went extinct. They got too, too sleepy. They had no more. They got so big they couldn't walk. And they were looking to start a whole new world somewhere else. Okay, great. Say, three new ways to pronounce your name. Cree, Kara and Karaay. Great. Name three places you should not take a bath. Down in your neighbor's basement, at the bottom of the sewer and in a stranger's hotel room. Great. And three downsides to painting. Oh. Oh, that's. Oh, that was great, though. You got through four cards. Fantastic. That's a lot For Sean to live up to, Especially when he's feeling under the water. Don't take a shower in your neighbor's basement. It's not a good place to do it. That's a good one. Sean, are you ready to take your turn with Quick, quick, quick. Oh, my God. Here we go. Yeah. Huh? And set the timer list three awards you could win right now. Hey, Someone who poops a lot, Someone who gets sick a lot, and someone who climbs a lot of stairs all day. Give three silly ways to start a fight. Silly ways to. You throw candy at the person you piss in the garden and you don't offer help when they skin their knee. Share three fake animal noises. Fake animal noises, animal noises, and. Hey, you. There's three unusual things you can wear as jewelry. You could wear like a dangling pen. Oh, it goes so fast. It goes very fast. I think I just got three. Just three. But they were really good. They were really good. I like starting a fight by throwing candy at somebody because why would they be mad at you about that? I like a dangling. I love your necklace. Thanks. It's a dangling pen. Dangling pen. I'm gonna give you a third of points for that. So that's three and a third. Thank you. Thank you, thank you. I know that it's technically the correct word, but there's something about Sean's use of the term dangling that really makes me uncomfortable. And with that strange comment, we've officially completed season one of clueless. I'm sure I speak for all of us here at the show because there's not that many of us when I thank you for listening to our first season. We've had over a million downloads over the course of the show, so we've either entertained a lot of people or one person a lot of times. You may be wondering what's next for clueless, but you won't be wondering long because I'm about to tell you. Next week, to whet your appetite for our new season, we're going to start a run of themed mini episodes where I'll run you, you, the listener through a short game related to something notable about the day the episode is released. And after that, well, there's only one way we could follow up season one with season two, an all new season of games, guests and goats. Well, not really goats, but I needed a third thing that started with g. And with that ridiculous comment, I have officially run out of nonsense. Thank you so much for listening. This has been the best of season one of SmartLess presents clueless. And I'VE been your host, Elliot Kaelin, reminding you to tune in next week to play the first of our mini games. Unless you're psychic, in which case maybe you're playing it right now. No spoilers, please. I don't want to find out what happens until next week. Clueless, you have been listening to Smartless presents Clueless, a Smartless Media production in association with Sirius xm. Your host is Elliot Kaelin, who also writes our scripts. Your constant contestant is Sean Hayes, who is five'11. Your producer, editor and engineer is Devin Tory Bryant, who is me. I also write all the music and sound effects assistant engineer Kyle McGraw. Today's puzzles were written by Kevin Lehman, James, Jason Reich, Matthew Broussard, Josh Richmond and myself. Talent producer is Anne Harris Associate Producer Matty McCann Social media producer Tommy Galgano. Executive producers are Elliot Kaelin, Sean Hayes, Will Arnett and Jason Bateman. Executive producers for Smartless Media are Richard Korson and Bernie Kaminsky. Remember to follow, subscribe, rate and review the show. It really helps. That's all for now. We will see you again for More Smart, less Medium. Have you Met All Modern? 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Release Date: August 25, 2025
Host: Elliott Kalan
Featured Contestant: Sean Hayes (regular), with guest appearances from recurring players and celebrity friends
Episode Length: ~10-12 minutes
This special "Best Of" episode looks back at the funniest, weirdest, and most memorable moments from the first season of ClueLess, SmartLess Media’s brisk, comedic puzzle and game show podcast. Host Elliott Kalan takes listeners on a tour of highlights drawn from across the season’s zaniest games—showcasing the creativity, banter, and playful one-upmanship that made ClueLess a delight, whether you’re a puzzle whiz or just here for the laughs.
Elliott closes by thanking listeners, joking about the million downloads ("either a lot of people or one person a lot of times"), and teasing both upcoming themed mini-episodes and a future Season 2.
Fans of witty banter, creative wordplay, and celebrity-fueled game shows will love this fast-paced retrospective. ClueLess made puzzles fun, irreverent, and addictive—this best-of episode is a perfect sampler for new listeners, or a fond recap for die-hard fans waiting for Season 2.