The show where we use the art of conversation to make art ABOUT a conversation!
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Episode 75: ReDADmtion: Generations
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In a bittersweet episode, Caldwell and Nathan celebrate their 75th show with a return to the nostalgic halls of the Redemption Dome. However, before they get there they DO spend half an hour discussing a farting monkey toy for children, which shouldn’t really surprise anyone. It’s a wild ride down memory lane that features Caldwell’s pitch for a Gr…
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Hope your ears are hungry because Caldwell and Nathan have cooked up a tasty loaf of content on this episode of What Should We Draw. Allow your hear-holes to savor the flavors of topics such as CGI celebrities, contests with The Devil, birthday fashion, and completely original ways to make your coworkers laugh. This delicious episode is fully compa…
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Episode 73: The One True Nipple (w/ Trevor Lyon)
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Caldwell and Nathan invite their editor Trevor Lyon to step out from the shadows and join them for a riveting conversation about new units of measurement, casting calls for food, and consensual hugs on this episode of What Should We Draw. Hold on to your nipples because this episode is f***ing buck wild! This episode is sponsored by Brooklinen! See…
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The Drawboys are back and they're ready to yeet out another sweet yeeting podcast episode for all the precious little yeetlings out there in Listener-land! This week on the show, Caldwell and Nathan discover their new favorite word, learn about Welsh love spoons, AND envision new careers for cereal mascots. Don't sleep on this one friends, It's a y…
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Caldwell and Nathan invite you to join them as they venture deep into the snowy forest that is their inbox in search of noteworthy emails to answer on this episode of What Should We Draw. Topics include rogue sign makers, housing alternatives, finals survival tips, and what to order at Mexican restaurants. Our intrepid hosts do their best to squeez…
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It's the GOD DAMB New Year and whether you are looking for new things to text your friends, attempting to deal with a sick turtle, or simply trying to make your home state seem more cool, Caldwell and Nathan have the GOD DAMB answers to your GOD DAMB problems on this GOD DAMB episode of their GOD DAMB podcast. Enjoy! This episode is sponsored by Bl…
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Episode 69: "It's a Table" (w/ Tony Wilson)
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It's here. We finally made it. The Nice Number. The Sensual Digit. The horny ordinal itself, EPISODE SIXTY-NINE. To celebrate, Caldwell and Nathan went out for drinks with their good friend Tony Wilson (Dorkly, So Choice Softworks) and then recorded an hour-long conversation about the world's first perfect airplane movie, King Arthur: Legend of the…
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Caldwell and Nathan are fully spider on this episode of What Should We Draw. Join these two arachnophiles as they spin a conversational web through topics such as infinite menorah glitches, strong suits, the meaning of music, German expressions, and retired cereal mascots. It's a good time no matter how many legs you have (although eight is recomme…
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Y'all, this episode has it ALL. Cat stories. Bible Tales. ROBOT VOICES. It's a literal pre-thanksgiving FEAST. So please, revel in the bounty of a new podcast, but be wary, for the Wicked Coalition of Doctors lurks in the distance, ready to pounce on those they hate. Today's episode is brought to you by Blue Apron, Bark Box, and Squarespace! PS: if…
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Hear ye! Hear ye! It is I, the Podcast King, here to call out this episode of What Should We Draw. Hosts Caldwell and Nathan are in BIG TROUBLE for making such a nonsensical and silly episode. What do Eddie Murphy movies, European monarchs and ostriches have in common? Nothing! And yet these two goofballs thought they could get away with trying to …
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Episode 65: Curse of the Silver Mummy
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Happy Almost-Christmas! Let us raise our mugs of eggnog and celebrate this day of victory, for the War on Christmas is won, and soon the Jolly Times shall be upon us. Until that day though, Caldwell and Nathan have decided to pass the time by celebrating Halloween with all their wonderful listeners. Join them for a spoOoky conversation about kangar…
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Episode 64: My Morning Grotto (w/ Murph and Emily)
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The Dog Days of Summer are here at last! Nathan's out of town, so Caldwell recruits Murph and Emily (POPTV's "Hot Date") deep into his morning grotto for a breakfast-time chat about orcs, hyper-local currencies and the best way to eat a crystal. PLUS a very special visit from a very lonely robot. I bet you all the wife-coins I have that it's our le…
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Caldwell joins Nathan in the space between for a sleepy conversation on this episode of What Should We Draw. Join our tired travelers aboard their rogue mower as they tour the nation searching for the best grocery store and the worst mythical punishment. There may even be time for a quick game of hideous egg. Don't worry, everyone gets a participat…
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Episode 62: Teen Christmas (w/ Dan Hopper)
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Caldwell, Nathan and special guest Dan Hopper (CollegeHumor, Cracked.com) invite you to enjoy this hour-long audio meme. Don't worry, this gigantic meme is jam packed with smaller conversation topic sized memes for you to enjoy at your leisure such as basketball disses, future teen trends, expressions from the old country, and pitches for hot new C…
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Welcome friends... to Dad Island, a magical place where fathers can roam free, unhindered by the constraints of modern life. Today, Caldwell and Nathan have ventured to this mythical papadise for a live recording of their show. Join them in their literal fatherland as they list their many weaknesses, invent a savory flavor of M&Ms, and discuss why …
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Episode 60: What Should We Smell
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You smell that? It's a piping hot new podcast episode full of tantalizing olfactory sensations just for you. Join Caldwell and Nathan as they lead you by the nose through a lovingly curated menu of scents ranging from the fresh pine of Beech Mountain to the unwashed shirts of those seeking true love all the way to the filth-ridden home of Fred Flin…
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Episode 59: Caldwell and Nate PLUS KATE
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Today's historic episode of WSWD celebrates the stunning ingenuity of Kate S, who sent in not one, not two but THREE amazing drawing suggestions. Inspired by Kate's generous offerings, Caldwell and Nathan have a fruitful discussion about Octopi, new forms of money, and the true origins of a zombie outbreak. This episode is better than great, it's K…
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Caldwell is sick on this episode of What Should We Draw so rather than coming up with a drawing idea, he and Nathan spend a good chuck of the show discussing Valerian and the City of a Thousand Planets. Will our hosts manage to come up with a drawing? Listen and find out! It's still a more compelling story than Valerian and the City of a Thousand P…
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Caldwell and Nathan are starting a new school this year and they want to make the very best of impressions. As such, they’ve decided to change both their names AND the name of the podcast. So without further ado, get excited for the first episode of 2017’s hit show, “Caldwell and Nathan Died in a Fire” Starring Nunchuck YesBoi and CoolCar TruckOwne…
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Episode 56: Wrong-a-Dong (w/ Monica Ray)
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Fear not listeners! The WSWD HERO SQUAD has arrived to save you from the terrors of boredom. Today, top-tier heroes Pasta Friend and The Snoozer are joined by Monica Ray (Disney) AKA THE MONIKER for a conversation about legendary dogs, email etiquette, and Monica's Fire Emblem addiction. No need to thank us, citizen. We're just doing our job.See Pr…
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Episode 55: Strife Alert (w/ Jeff and Dave Rosenberg)
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We know that all episodes of What Should We Draw have an explicit content warning but it applies double for this one. In fact, everything on this episode has been doubled including the number of guests! Caldwell and Nathan are joined by the Rosenberg twins (Twinnovation) for a raucous discussion of cutting edge ideas you are not going to want to mi…
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The #TeamWillie Nation has spoken! Once again Caldwell and Nathan are joined by the Prince of All Scamps, Willie Binder-Flannel Muse (CollegeHumor) for a discussion about augmented lasagna apps, Willie's new comic project, and whether or not it's okay to fuse with your boy. So what are you waiting for? Garfield GO and give it a listen!See Privacy P…
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Episode 53: Assume No Caldwells (w/ Jacob Andrews)
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Nathan is having a stress nightmare. It's podcast exam day and not only did he forget to study, he left his Caldwell at home! Luckily, former guest/amazing cartoonist/good friend Jacob Andrews is here to help with all of these absurd word problems that have Nathan scratching his head. How do you tell if someone is secretly a robot? Why does this bo…
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Episode 52: The Mouthman Prophecies
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Move over eyes! Mouths are the new windows to the soul. Whether they are slapping the dicks out of them, filling them with Shakespearean insults or simply enjoying their beauty, our hosts just can't get gobs off of their minds on this episode of What Should We Draw. So come listen to Caldwell and Nathan use their mouths to fill your ears with even …
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Episode 51: Mixed Malaphors (w/ Shea Strauss)
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Today's episode of What Should We Draw is almost exclusively concerned with the devilish art of the malaphor. For the next 57 minutes, Caldwell, Nathan and special guest Shea Strauss (CollegeHumor) are going to be flapping their tongues to the dark rhythms of these forbidden idioms. So if your brain isn't equipped to handle the highest echelons of …
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We hope you are looking forward to looking backward! To celebrate reaching their 50 episode milestone, Caldwell and Nathan take a trip down memory lane and revisit some of their favorite ideas from past episodes that never made it into final drawings. Guided by emails from listeners, our hosts breath new life into topics such as internet mascots, h…
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WARNING: This podcast episode is for BOSCH FANS ONLY. If you’re not a hardcore Boscha-Nova, then you can just Bosch right off, ‘cause on this episode we’re talking’ about nothin’ but Bosch, baby! We also bring back Befuddle the Duddles AND introduce an all new segment that we definitely won’t forget about. It’s a Bosch-darn blast!This episode is br…
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Episode 48: Blood Uncles (w/ Emily Bogue)
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Check! Check! Is this thing on? Your headliners, The Blood Uncles, will be out shortly but first we've got an opening act you're really gonna like. It's Caldwell and Nathan featuring Emily Bogue (Adobe Photoshop)! They're performing all of their hits: The Yellow Family, Secret Trees, Edge Cases, File Formats and many more. Who says a podcast can't …
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Howdy y'all and welcome to the Nathan Farms! It's a nice, chill place where all Nathans can come and roam free. We've got Smash Brothers over by the barn, Wet Bread Ale on tap, and nightly showings of Despicable Me 3 on every available surface. This week, as a special treat, Nathan Yaffe has invited his friend Caldwell to the farm to record a new e…
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Episode 46: Rice Advice (w/ Jillian Vogel)
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Greetings constituents! It is I, Omni-Mayor, welcoming you to a very exciting episode of What Should We Draw. After all, it is the episode during which I was birthed. Caldwell, Nathan and Jillian Vogel (UCB), formerly three individuals have fused to become the ultimate realization of representative democracy. Join us on this conversational campaign…
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Today's WSWD is a TRIAL BY PODCAST. Special guest judge Bria Jones (Animator, Bob's Burgers) presides as Caldwell and Nathan engage in civic discourse over the quandaries that have rocked our nation since its very inception. Questions like: "Is it okay to eat pork if the pig was an asshole?" "What would a pool jail look like?" And of course, "Can b…
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Oops! Caldwell and Nathan forgot to start the episode and ended up just talking about goo for 50 minutes. I guess they figured that they could just post that sticky conversation and hope no one notices that it's covered in hair.This episode is brought to you by Squarespace!To see this week’s finished drawing, visit WhatShouldWe Draw.comAnd email yo…
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Episode 43: Pay-Per-Moon (w/ Cheyenne Curtis)
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Hey roomie, did you get my note? The one embroidered on that huge spider's web next to the fridge? About not drinking my milk? Oh you didn't? Because you were too busy listening to the latest What Should We Draw? The one where Caldwell, Nathan and Disney storyboard artist Cheyenne talk about birds, bees and Baltos? Oh, that's totally understandable…
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Episode 42: Befuddle the Duddles
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This week’s episode of What Should We Draw is all about TRYING NEW THINGS. Join Nathan and Caldwell as they plunge deep into their newly expanded comfort zones for a rousing conversation about the best and worst flavors, new jobs for spiders, and how to keep your precious bread safe from the ever present threat of ducks.This week’s show is brought …
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Episode 41: Slug Buddies (w/ Sarah Andersen)
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Caldwell and Nathan invite webcomic artist extraordinaire Sarah Andersen (sarahcandersen.com) to help them develop some hot new products ranging from sticker mods for money to engraved swords for moms to a website that no one should visit. Can gastropods be used for social commentary? Listen and find out!This episode is brought to you by Blue Apron…
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ALL ABOARD THE COZY TRAIN. On this week’s episode of What Should We Draw, Caldwell and Nathan use the Danish philosophy of hygge to prepare an incredibly soothing audio experience designed to put your mind and body perfectly at ease. Once you’re fully relaxed, they’ll attempt to discover unheard of depths of coziness by mentally smothering you to d…
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Episode 39: Hep to the Zep (w/ Julia Lepetit)
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Caldwell and Nathan invited former guest, Julia Lepetit (Dorkly.com), to help them rummage through their mailbag in this first episode of the new year. Join our hosts in their conversation dirigible as they explore topics such as The Emoji Movie, the pooality of man, the opposite of lava lamps, trading card currencies, and organized ska crime. Hope…
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Episode 38: Bad. Of the Bone (w/ Magnolia Porter)
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Gather close, Young Riders. Gather close and listen well. For today, from the Whispering Void known only as What Should We Draw, comes a tale of speed, avarice, and several very beefy, bald men. Clutch your keys tight, Young Rider, for on this day, you shall at long last learn the Fate of the Furious. Once you know this secret truth, then and only …
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Episode 37: Magical Mikes and Where to Find Them (w/ Cynthia Kao)
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Oh boy, this here is a good and not bad podcast episode for you yes! On this week's show, Cynthia Kao (Collegehumor Originals, Adam Ruins Everything) joins our hosts as they prepare to launch their new competing television networks. Possible programming includes uncomfortable confrontations, grandfathers reading comics, friendly ghosts and, of cour…
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Episode 36: The Truth About Beans (w/ Rekha Shankar)
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Greetings from the vaulted depths of our spacious podcast manor! On this week’s show, Caldwell and Nathan sit down between their two baby grand pianos to chat with comedian and writer Rekha Shankar (Reductress, MTV's Decoded) about the struggles of ordering vegetarian sandwiches, royalty-free mascots, and the architectural advantages of holes. This…
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Hey there friends. Boy, it sure has been a stressful 24 hours, huh? Just to let you guys know, we recorded this episode a while ago and we did not address any current events. So, if you want a little light hearted distraction from our grim reality, feel free to listen to Caldwell and Nathan chat about mom powers, new Dan Brown novels, Sonic the Hed…
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Hello Friend! Are you ready to Have Make Amazing opportunity? All you need do is Listen to New Episode of What Should We Drawing for exciting Business Insider Tips! Caldwell and Nathan (the Very Drawing Boys) will guide you on the path two success by showing you how to design your own restaurant, create a bathroom inside your brain, and discover se…
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My dearest child, I beseech you hear the tale of Caldwell and Nathan and horror they unleashed from below. This episode of What Should We Draw is a warning to all curious children who seek to know what should not be known. Ponder not the terrifying implications of the movie Space Jam. Ignore the Gummi Men and stay out of dad's fridge. Sweet child, …
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Episode 32: Sleight of Ham (w/ Zach Weinersmith)
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If you’re listening to this episode of the podcast and your name is Justin Pierre James Trudeau. FUCK YOU. Put on a goddamn shirt and come fight us this instant. If you’re name ISN’T Justin Pierre James Trudeau, welcome! Today on What Should We Draw, Nathan and Caldwell are joined by cartoonist and BAH Fest founder Zach Weinersmith for a unusually …
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Episode 31: Souprise! (w/ Pat Cassels)
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Well howdy y’all! Welcome to the Souplantation! We sure wasn’t expecting no visitors, but since y’all’s here, we might as well sit for a spell and have a bowl of my grandpappy’s famous corn chowder. We grew it ourselves right in them soup fields over yonder. Now that you’ve got your soup, how’s about a little suppertime entertainment? Our good frie…
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On this week’s episode of What Should We Draw, Caldwell and Nathan are joined by an Invisible Sense of Constant Dread ( Last Comic Standing, Funny or Die) for a conversation about Tree Crime, the Ever-Present Danger that Lurks Beneath Our Very Feet, and of course, Halloween Hairstyles. WARNING: No matter how spooky it may seem, everything we say in…
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Episode 29: Tank in a Tank (w/ Jon Gabrus)
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Sorry DPS and Healer classes, this week’s episode of WSWD is all about Tanks! Joined by the legendary Tank in a Tank himself, Jon Gabrus (High and Mighty Podcast), Caldwell and Nathan embark on an epic wordventure spanning myriad topics such as fat fries, alternative forms of reproduction, weird fetishes, fantasy novels, college art classes and wor…
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Episode 28: Rollst Beef (w/ Josh Ruben)
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It's another Michael Douglas morning here at WSWD studios, and to help celebrate Caldwell and Nathan have invited hyper-talented actor and director Josh Ruben (The Mindhouse Podcast) to join in their debaucherous revery. So grab your favorite bag of heroin and prepare for some freeform jazz comedy featuring sexy donuts, potato mysteries and some of…
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This week's episode takes a more somber tone than usual as Caldwell and Nathan say their goodbyes to the article of clothing that defined their childhoods. Our two hosts turn to Twitter to help ease their grieving process and end up discussing a myriad of topics including food based birth control, robot parents, internet mascots, and an all new exe…
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Episode 26: FlossTalk (w/ Katie Marovitch)
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Welcome back, flosskateers! It's time for another exciting, ultra-hygenic episode of everyone's dentist's favorite floss-based podcast, FLOSSTALK! Today on the show, Caldwell and Nathan chat with pro toothroper, Katie Marovitch (CollegeHumor) about deep sea facts, s'more, and the undeniable lure of a politically-charged Facebook comment thread. I h…
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