Episodes
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 Grinch Cinematic Universe, a return of Hanson Answers, AND the heartwarming tale of Adventure Dad. It’s been a wonderful journey, and we’re so happy...
Published 03/14/18
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 compatible with all diets so dig in!
Published 02/28/18
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!
Published 02/14/18
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 yeet and a HALF. This episode of What Should We Draw is brought to you by Blue Apron!
Published 01/31/18
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 squeeze some comedy out of these topics and maybe even a drawing idea. This episode is sponsored by Blue Apron!
Published 01/17/18
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 Blue Apron!
Published 01/05/18
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 Sword. They also discuss bullet time, swordsonas, and Nathan's new travel service for lazy people. So grab a few extra belts and hold on to your...
Published 12/20/17
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 recommended). This episode is sponsored by Blue Apron, BarkBox and StoryWorth
Published 12/06/17
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 you'd like to send physical mail (or your soggiest rollst beefs) to us, you can now do so at the following address! H. Caldwell...
Published 11/22/17
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 cover all of these topics on one episode?! Not if I have anything to say about it. Also their British accents are just terrible. Consider this...
Published 11/08/17
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 kangaroo weaponry, forbidden chocolates and how to defeat various types of monsters. Tis (nearly) the Season! 
Published 10/25/17
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 least inclusive show to date. Enjoy!
Published 10/11/17
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 participation trophy. This episode is brought to you by Squarespace!
Published 09/27/17
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 CW shows. Hurry up and vape up these sound memes with your ears before they're all gone. What do you mean, I'm not using the word "meme" correctly?...
Published 09/13/17
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 hugs are b******t. This episode is POP'ing Off!
Published 08/30/17
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 Flintstone. Even if you don't have a snore fetish, we still think you'll enjoy this one. This episode is brought to by Brooklinen!
Published 08/16/17
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 KATE.
Published 08/02/17
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 Planets. This episode is brought to you by Blue Apron and Brooklinen!
Published 07/26/17
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 TruckOwner! On this episode, the dudes discuss chicken nugget math, alternate cars, and how incredibly different they are from Caldwell and Nathan. It’s so...
Published 07/20/17
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.
Published 07/12/17
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 miss. No industry is safe from the disruptive minds let loose on this podcast. Strap in for some creamium content! This episode is brought to you by...
Published 06/28/17
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!
Published 06/21/17
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 box have so many skeletons? Are kazoos even instruments? Listen to find out if these duddles cast or fail! This episode is brought to you by Blue...
Published 06/07/17
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 more mouths on this tongue-tastic, tooth-tronic, oral adventure in podcasting! Visit WhatShouldWeDraw.com to see this week's finished drawing.
Published 05/31/17
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 humor-based wordplay, then now might be the time to leave. Because you know what they say, a watched podcast is worth two in the bush. This episode...
Published 05/17/17