Pessimistic at Best

Send us a love letter (or hate mail, your choice!)POV: It's 2006, the Jonas Brothers have just released their debut album, It's About Time, and you briefly leave your body. Caroline and I get into her music origin story, her earliest fandoms, and how that eventually led to building the Chicago Show Calendar.Then we get into the Good, the Bad, and the Ugly: Ditching Spotify and starting fresh on Qobuz, the way people undervalue small businesses, and music industry PR literacy ft. the Geese psyop discourse.MORE IS MORE:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW CAROLINE & CHICAGO SHOW CALENDARInstagram: @chicagoshowcalendar Support the showSupport the show

Send us a love letter (or hate mail, your choice!)Have you ever had to do a few laps around Agora Market before working up the courage to ask the guy behind the deli counter for a pound of pork chorizo?  Because for some of us, that's just a Thursday! Martina and I spend this week's episode mostly agreeing that it's actually really hard to be alive!!!Then we dive into the Good, the Bad, and the Ugly: writing your affirmations by hand, working through an eBay addiction, and when the deodorant smell is too obvious.MORE IS MORE: FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)Milk with dinner is a Midwestern birthright, and the internet has a lot of feelings about it. Whether you've kept the faith, developed a tragic intolerance, or just quietly renounced your heritage, Sophia and I weigh in on this week's episode.Then it's time for The Good, The Bad & The Ugly: the year of the firehorse, wedding gift culture, and people (read: losers) who don't dress up for themed parties.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)Listen, we're going to let you in on a little secret — if you ever find yourself stuck somewhere and there are no rental cars available, you're going to get your ass over to the nearest U-Haul and take it from there, okay? Donnie and I hop on the podcast to swap survivor skills and Survivor 50 hot takes.Then we dive into the Good, the Bad, and the Ugly: Embracing your 30s with open arms, airline horror stories, and toxic masculinity running rampant in the gay community, because seriously, baby, what's all that about?Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)POV: I interrupt your sunbathing to ask if I can pull you for a chat, but I'm a sexy banana named Benanito, wyd? Greg and I take to the podcast to dissect the AI-generated, fruit-themed Love Island mini-series that has taken TikTok by storm.Then we dive into The Good, The Bad & The Ugly: recycling old trends, DJ remixes at bars, and the delivery robots terrorizing the streets of Chicago.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)Unfortunately whoever said, "If a thing is worth doing, it is worth doing badly" was onto something. Post your first attempt at a french mani to main, publish the scripted podcast episode you recorded out of your studio apartment, to be cringe is to be free! Alex and I jump on the podcast to talk about Doing the Thing™️, whatever that thing may be. Then it's time for The Good, The Bad & The Ugly: embracing creative collaborations, when people give you unsolicited product recommendations, and the idea that you have to do everything by yourself.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)When it comes to sweets, what's your preferred flavor profile? There is a right and wrong answer, btw! If you gravitate toward fruity desserts, you're officially in the doghouse. I don't make the rules! If, like me, you yearn for rich, chocolatey confections, congratulations, you've been marked safe! James and I take to the podcast to dissect his disturbing take on all things sweet.Then it's time for The Good, The Bad & The Ugly: ranking cilantro as the best herb, dragging the plastic cutting board, and dismantling the self-help industry.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)Who needs fictionalized drama when you have the service industry? There's no group more ripe with scandal than the front-of-house staff at your favorite local haunt. Sophia and I take to the podcast to celebrate reality TV's greatest hits, including the likes of Vanderpump Rules and Southern Hospitality. Then it's time for The Good, The Bad & The Ugly: stealing from big box grocery stores, letting your intrusive thoughts get the best of you, and people who refuse to give in to the magic.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)College was a fever dream, a bunch of kids living in a pretend world, cosplaying as adults with meal plans, and it was awesome!!! Mickey and I jump on the podcast to chat about our freshman year floor (s/o Sellery 7A), navigating co-ed living and communal bathrooms, and the best places to cry on campus. Then it’s time for The Good, The Bad & The Ugly: getting your alderman involved, construction companies that have the audacity to wake you up on Sundays, and rehashing the Glen Powell drama from our last episode (with Lenny Kravitz also catching a few strays)Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW MICKEYInstagram: @mick_odonnellSupport the show

Send us a love letter (or hate mail, your choice!)Are you ready to level up your dating game? Looking to impress some lucky lady? The Rizzler says the key to winning her heart is actually quite simple, head to your local mall and buy her a pink Lamborghini, duh!!!Conor and I take to the podcast to celebrate his 30th with a little help from the Rizzler himself, file a formal complaint about the Mariano's on Chicago Avenue for its complete disregard for the customer experience, and surrender to the Tell Me Lies drama. Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW CONORInstagram: @longliveconorSupport the show

Send us a love letter (or hate mail, your choice!)What constitutes stuff vs. things? Easy, boys like stuff, girls like things, and a dream is a wish the heart makes, next question! Meghan and I take to the podcast to settle the stuff vs. things debate, defend the typo, survive a smelly Uber, and drag the completely vibeless CVS on Chicago Ave. Join in, you know you wanna!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW MEGHANInstagram: @meghan.kathrynSupport the show

Send us a love letter (or hate mail, your choice!)Your favorite celebrity is planning their next thinkpiece on Substack, whether you like it or not! Superstars, they're just like us. James and I jump on the podcast to praise the tactile joy of writing with pen and paper, mock the tired cliché of movies that begin at the sound of an alarm clock, and dive into James' deep hatred for pranks.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Where do I begin? It’s been exactly eight months since I’ve blasted your eardrums with my microphone, and so many things have changed in such a short period of time. Some good, and some catastrophically bad, but of course, I don’t need to tell you that, just look outside!!!On the personal front: I quit my job, canceled my Hulu subscription, transferred my Spotify music library over to Tidal, started a business (insane), went to the cottage, and bought 3 new swimsuits. Watch out, world—here she comes!James and I take to our respective microphones this week to obsess over the new New York Times game, Crossplay, short-circuit over needlessly complicated passkeys (Google, seriously baby, what do you want from me!), and LOL at some of 2016's most regrettable trends.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Picture this: the year is 2006, and Disney's three-episode crossover series 'That's So Suite Life of Hannah Montana' is releasing its first episode at 8/7 central, and you're SAT, ready to witness a piece of history.James and I take to the podcast to nerd out over iconic crossover episodes, spiral over the sensation of an itch, and pick apart some truly cursed celebrity endorsements.P.S. This marks the end of season 9, we’ll return in August! Until then, join us on Substack for monthly bonus episodes to tide you over. ;)Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)We're all secretly afraid that our kids will be losers, and listen, I'm here to tell you that if that happened to me? I wouldn't talk to him either!James and I jump on the podcast to toast to bar games (think pool, darts, shuffleboard, yktv!!!), lament the fact that our thousand-dollar pocket computers require protective gear just to survive, and side-eye parents who let their kids wear AirPods during family time.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Why did breakfast box itself into such narrow thinking? The day's most important meal could be so much more than eggs, if only we let it become fully realized!!!Sadie and I jump on the podcast to chat about nicknames we love, bike lanes we loathe, and our deep dissatisfaction with the oppressive egg agenda.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW SADIEInstagram: @crazysadie999999999Support the show

Send us a love letter (or hate mail, your choice!)If there's a viral snack collab unfolding, Lilly is on the scene! Mountain Dew x Flamin’ Hot Cheetos? Sign her up. Swedish Fish Oreos? She's buying 'em, and nobody can stop her, damn it!Lilly and I take to the podcast to indulge in absurd snack innovations, spiral about accumulating too much “stuff,” and express our utter disgust at some of the world’s most nauseating smells.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW LILLYInstagram: @lillyhanson17Support the show

Send us a love letter (or hate mail, your choice!)Who eats sardines straight from the tin, carries a wad of rubberband-bound singles, and is in “talks” with the Italian government? Depends on who's asking. Adam and I take to the podcast to toast to tinned fish, raise a stink about early morning construction, and pour one out for the many folks who were recently denied Italian citizenship thanks to the consulate's ever-changing rules. Join in, we just might make you an offer you can't refuse.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW ADAMInstagram: @adamopetruccihornSupport the show

Send us a love letter (or hate mail, your choice!)It’s important to remember that the SUR experience has little to do with the food. Its true specialties lie in campy ambiance, overpriced cocktails, and the chance to share a room with some of reality TV’s messiest players—pure bliss!Matt and I jump on the podcast to honor our favorite divorce albums, condemn car culture’s grip on society, and reflect on the tragedy of the Titanic on the 113th anniversary of its sinking.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW MATTInstagram: @mattkellerthefirstSupport the show

Send us a love letter (or hate mail, your choice!)Picture this: You're freshly thirteen, you've got your brand new Ocean Pacific swimsuit on, and you're patiently making your way up the wooden staircase with your tube in hand. What's waiting for you at the top, you ask? None other than the Wilderness' most infamous waterslide, the Hurricane. Talk about full-body chills!Colton and I jump on the podcast to celebrate the versatility of frozen peas, mourn the loss of single-use websites, and argue over our differing views on themed parties. Join in, you know you wanna ;)Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW COLTONInstagram: @theonlycoltonSupport the show

Send us a love letter (or hate mail, your choice!)Name something more c*nty than a giant chiseled man with a spray tan and platinum blonde blowout strutting to the ring in a bedazzled outfit to the tune of "Real American"—you can't!Rohan and I take to the podcast to celebrate grown men finding an outlet for self-expression, reject the creation of breast milk-flavored ice cream, and criticize the wealthy elite hoarding their fortunes.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW ROHANInstagram: @rohan_sureddi23Support the show

Send us a love letter (or hate mail, your choice!)If I have to use my own cellphone to pull up the menu at the restaurant, I'm clocking in because I work here now. I said what I said!James and I return to the podcast to celebrate Flow's Academy Award for Best Animated Feature (s/o to Latvia, a real place that exists!), dismantle the Digital Menu Industrial Complex™️, and point fingers at people who don't make enough room for you on the sidewalk.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netLISTEN TO I <3 BASS:Click here to listen on SpotifySupport the show

Send us a love letter (or hate mail, your choice!)I recently found myself feeling insecure about my Hydro during a Zoom call full of Stanleys and decided enough is enough! Screw your trendy water bottle! Unless you're still chewing on your Camelbak straw, like seriously, it's time to move on.James and I hit the podcast to celebrate mixing metals, call out water bottle fads, and critique public feuds. Join in, you know you wanna!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netLISTEN TO I <3 BASS:Click here to listen on SpotifySupport the show

Send us a love letter (or hate mail, your choice!)Picture this: The year is 2025 and you're making the active choice to jump back on the reading train after it dawns on you that you've forgotten how to do anything besides watch TV. Sound familiar? If so, you're safe here!Grace and I take to the podcast to celebrate Chelsea Handler's new book, I'll Have What She's Having, recoil at the thought of receiving an out-of-pocket text (examples included), and pay homage to all of the grown men who have ugly cried to the national anthem ahead of the Big Game™️. Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comSupport the show

Send us a love letter (or hate mail, your choice!)Have you ever been out to eat when your waiter suddenly goes missing, only to reappear on stage, mic in hand, bringing down the house? It's like, sure you wanted another martini, but ultimately you're happy they're having their moment!Owen and I take to the podcast to celebrate servers with secret talents, protest loud speakers in public places, and cringe at the mukbang of it all (no offense!)Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW OWENInstagram: @owendesaiSupport the show

Send us a love letter (or hate mail, your choice!)Were you normal, or were you spending your iTunes gift cards on Glee covers? Don't worry, you're amongst friends! Donnie and I take to the podcast to celebrate authenticity, stress over our favorite strategy-based reality TV game shows, and complain about men, naturally! Btw, did we ever figure out if Lea Michelle could read? Lmk, seriously. Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW DONNIEInstagram: @donnietrellzFOLLOW UR TYPICAL PODCASTInstagram: @urtypicalpodcastSupport the show

Send us a love letter (or hate mail, your choice!)Brunch is something you plan in advance. It's an event you prepare for. Heck, you might even put on a cute outfit! Breakfast, on the other hand, is thrust upon you (whether you like it or not!)Luke and I take to the podcast to rejoice in the pleasure of breakfast with your friends, complain about the reality of women's healthcare, and clap back at people who pick on picky eaters.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW LUKEInstagram: @pizzafukrSupport the show

Send us a love letter (or hate mail, your choice!)Everyone can be someone and anything can be cool — and isn't that beautiful? Sure, there will always be pop stars with seismic fanbases like Taylor Swift and Beyoncé, but the "mainstream" is over, you heard it here first!James and I take to the podcast to dive into the death of the mainstream, protest our apparent collective dedication to ignoring the human desire to hibernate, and shame TV and movie franchises that refuse to let a good thing go.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)We're back, babies! And ever so grateful to be back in your ears each week. We missed you terribly — what a long two months it has truly been. Much to catch up on, so let's take it from the top!James and I take to the podcast to share our favorite onomatopoeias, lament over the humiliation of running to catch the bus, and complain about pants when they inevitably get a little loose at the knees after a long day of wear.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Friendly reminder that the absolute worst thing you can do is tell someone they seem tired, it never goes over well. Instead, you could try, "You look like shit," or "What the hell is your problem." This week James and I take to the podcast to encourage more themed parties, commiserate about just how much it sucks to throw up, and to render our final verdict on the fake Christmas tree of it all.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Great news team, becoming a better person is actually incredibly easy! Follow our 5-step process and you'll surely go straight to heaven or be reincarnated as something really cool or whatever. In this week's episode, James and I take to the podcast to celebrate the versatility of the fist bump, condemn the act of killing bugs outside, and drag the folks who film strangers in public without their consent — seriously, don't do that! Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Have you ever been to the state of Delaware? Because me neither, and I have no designs on visiting! Devonte and I take to the podcast to celebrate finding fulfillment in our respective careers and shared community, to burst the bubble that is traveling for work, and to throw shade at the CTA.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW DEVONTEInstagram: @devontechismSupport the show

Send us a love letter (or hate mail, your choice!)Playing dumb is all fun and games until you're on the receiving end of such behavior — we said what we said! Aidan and I take to the podcast to sing the praises of our favorite fast-food chain (Taco Bell, duh!), deliberate over the appropriate way to deplane after a flight, and expose people for weaponizing their incompetence.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW AIDANInstagram: @aidan_fierSupport the show

Send us a love letter (or hate mail, your choice!)Are you buying into the propaganda that morning people are more productive? Because we’ve sold our souls and signed on the dotted line. Manu and I are just a couple of night owls on the quest to become early risers and get that damn worm if it's the last thing we do! Join us on the podcast for a conversation about embracing new hobbies, getting bad sleep, and the curse of the Hyundai Sonata. Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW MANUInstagram: @manupadmaSupport the show

Send us a love letter (or hate mail, your choice!)If you listen to this episode I'm sorry and if you make it all the way to the end something is literally wrong with you! Truly rubbing my last two brain cells together for this one, enter at your own risk! James and I take to the podcast to relive the golden age of computer games, lament the hassle of cleaning one's makeup brushes, and shame anyone with a cracked iPhone based on what it says about their personality — trust me, it speaks volumes!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)We're starting a support group for people who have had to execute a Facebook Marketplace pickup while viciously hungover—do you want in? Luke and I take to the podcast this week to chat about our favorite micro-influencers, our aversion to submitting maintenance requests as renters, and our deep disappointment when we reconvene with our besties after a night out and no one has collected any good tea.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonWebsite: samanthageorgson.comFOLLOW LUKEInstagram: @lukemuentnerSupport the show

Send us a love letter (or hate mail, your choice!)If it's one thing about us, it's that we're going to buy tickets to the concert! Annie and I take to the podcast to share in our love for being "woo" girls at our favorite live shows, to bitch about music venues that don't have water stations, and to shame our friends who don't know how to purchase concert tickets without getting scammed. (You know who you are — said with love!)Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW ANNIEInstagram: @banannienovakSupport the show

Send us a love letter (or hate mail, your choice!)How many hotdogs could you reasonably consume in a 2.5-hour sitting? The 9x9x9 challenge has officially met its match, and I have the absolute pleasure of hosting our fearless champion on this week's podcast! Neil and I take to the pod to chat about the joys of trying your hand at something new, the horrors of bad plumbing, and the ultimate buzzkill—getting slapped with a parking ticket (or two). Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW NEILInstagram: @neiljdoyleSupport the show

Send us a love letter (or hate mail, your choice!)Is it just us, or do all Midwestern dads have the same undeniable penchant for building elaborate underwater ecosystems within the home? What’s the story there? This week on the podcast Grace and I share our affinity for Autumn's rebrand, our loathing of overcrowded spaces, and our tendency toward bad sportsmanship. Join in, you know you wanna!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW GRACEInstagram: @g_hootSupport the show

Send us a love letter (or hate mail, your choice!)If you're chemically addicted to watching Chicago apartment tours on TikTok, this episode is for you! Get to know the man behind the curtain (or camera), from his least favorite household chore to his go-to Chipotle order. Dean and I take to the podcast to chat about how he got started doing his now infamous apartment tours, the ups and downs of social media, the challenges that come with growing out of friendships, and so much more!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW DEANInstagram: @deanchicagolivingTikTok: @deanchicagoFIND AN APARTMENT:Click here for help with your Chicago apartment search!Support the show

Send us a love letter (or hate mail, your choice!)You know you've been spending too much time indoors when you go outside and think to yourself, man it rocks out here!! James and I take to the podcast to chat about the benefits of being curious, the worst smells at the Logan Square Farmer's Market, and the absolute freaks that think it's okay to litter.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Now, I'm not here to tell you to fake it until you make it, but sometimes the key to being hot is simply acting hot!!! Pat and I take to the pod this week to share our mutual love of Google Calendar, divulge our early interest in retirement, and discuss doing the hard work of confronting our emotions.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW PATInstagram: @pattyo12304Support the show

Send us a love letter (or hate mail, your choice!)If it's one thing about us, it's that we're never going to let a man tell us what to do. Dante and I take to the podcast to sing the praises of this summer's pop girlies, lament the horrors of moving, and ruminate over the audacity of people at the airport. Join in, you know you wanna. ;)Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW DANTEInstagram: @_dantevargasSupport the show

Send us a love letter (or hate mail, your choice!)Did you know that humans cement their taste in music in their late twenties? Feeling incredibly blessed to live during a time in which my Saturn Return overlaps with Brat Summer — formative years to say the least! Mickey and I take to the podcast to discuss the ups and downs of owning a fully developed pre-frontal cortex (try saying that five times fast!) and, more importantly, to talk mad shit about Glen Powell. Join in, you know you wanna. ;) Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW MICKEYInstagram: @mick_odonnellSupport the show

Send us a love letter (or hate mail, your choice!)The Olympics had us singing "Party in the USA" just before the Chicago Air and Water Show came along and knocked the red, white, and blue right out of us again — because that's where we simply must stand on business! Ciara and I take to the podcast to celebrate Team USA and triangular-shaped buildings before we debate over our differing tastes for spooky szn and so much more — join in, the water's fine!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW CIARAInstagram: @ciaramcglynn_Support the show

Send us a love letter (or hate mail, your choice!)We're baaaack, and much to everyone's dismay, we're better than ever! Join us for our season kick-off where James and I take to the pod to share in our love for swimming and our distaste for servers that overcompensate, and stay for an impassioned speech about how much I hate having to get up out of my seat when the person next to me on a flight has to use the restroom. Did you miss me?Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Is there anything better than seeing how the other half lives? If you enjoy treating yourself to celebrity home tours or listening to Dakota Johnson ramble on about false fruit obsessions, this episode is for you! Join us for a silly little conversation about Architectural Digest tours, the impending cicada boom, and the horror of discovering you have self-tanner hands.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Sitting around the campfire is all fun and games until you become the chosen one and suddenly you're blind and both of your lungs collapse. Not to mention the lingering smell that adheres to everything you own — 'tis the season! James and I jump on the podcast to fawn over reunion videos, complain about smoke in the eyes, and argue over whether being late is culturally acceptable, join in!Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netSupport the show

Send us a love letter (or hate mail, your choice!)Did you have a Christian phase? Have you also been arrested? I'm not saying there's a correlation, but let's look at the facts. Kyle and I self-identify as total sweethearts, but previously we were singing hymns and doing time. Join us for an honest conversation about the joys of dating, the burden of having a downstairs neighbor, and the harsh reality of it being an election year.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW KYLEInstagram: @anakin__kywalkerSupport the show

Send us a love letter (or hate mail, your choice!)Picture this: It's 1:30 am, the lights come on, 'Closing Time' starts playing over the speakers, the bartenders have turned on you and there are two big burly guys telling you that you can't wait for your Uber inside. Is there anything worse? I think not! Owen, James, and I take to the podcast for a deep and intellectual conversation about e-cards, eye doctors, expiration dates, and more. You're seriously not going to want to miss this one babes, xx.Get silly with us on social:FOLLOW THE PODCASTInstagram: @pessimisticatbestFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMANTHAInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.comFOLLOW JAMESInstagram: @daycatcher_TikTok: @daycatcherTwitter: @daycatcherYouTube: @daycatcherWebsite: daycatcher.netFOLLOW OWENInstagram: @owendesaiSupport the show