Pessimistic at Best podcast artwork

PODCAST · comedy

Pessimistic at Best

Welcome to Pessimistic at Best, a podcast for those with a penchant for frequent frustrations, personal gripes, unpopular opinions, honest observations, and the like. Hosted by Sam, your resident Pessimistic Patty, this weekly show operates on the belief that no complaint is too small.  Each week, Sam sits down with a guest to explore the good, the bad, and the ugly. A surprisingly good country album by your favorite pop artist, a bad bang trim you gave yourself during a manic episode, a military homecoming video on the internet that made you ugly cry. The list is endless, and therein lies the beauty. Come on in, we saved you a seat!

  1. 180

    Finding Our Zen or Whatever

    The secret to finding your zen? Perhaps it's going off the grid to fish on some remote lake in the middle of Canada, cracking a cold one and watching the storms roll through, or picking off your moles one by one — who am I to judge? Drue and I take to the podcast to workshop the concept of relaxation, results pending. Then it's time for The Good, The Bad & The Ugly: thunderstorm season, the quiet death of the multi-instrument music store, and why milk is the one drink that turns people into bullies.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  2. 179

    We're Off the Stuff

    You know what's chic? Cutting back, scaling down, doing sort of a less is more moment. In reference to what exactly? Well, anything that's no longer serving you, of course! On this week's episode, Jeremy and I dive into what we're saying no to, including carbonated beverages, aluminum-free deodorant, and then some.Then it's time for The Good, The Bad & The Ugly: When the function involves karaoke, the overabundance of Santal 33, and men who forget how good they've got it.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  3. 178

    We've Been to the Year 3000

    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.FOLLOW CAROLINE & CHICAGO SHOW CALENDARInstagram: @chicagoshowcalendar Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  4. 177

    It's Really Hard to Be Alive

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  5. 176

    Can I Interest You in a Glass of Milk?

    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 Fire Horse, wedding gift culture, and people (read: losers) who don't dress up for themed parties.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  6. 175

    U-Haul

    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?Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  7. 174

    A New Bombshell Has Entered the Villa

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  8. 173

    To Be Cringe Is to Be Free

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  9. 172

    Mint and Chocolate

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  10. 171

    Reality TV Pilled

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  11. 170

    The Best Places to Cry on Campus

    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)Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  12. 169

    A Pink Lamborghini

    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.FOLLOW CONORInstagram: @longliveconorSupport the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  13. 168

    Stuff vs. Things

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  14. 167

    Celebrity Thinkpiece

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  15. 166

    Is This Thing On?

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  16. 165

    Bring Back Crossover Episodes

    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. ;)Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  17. 164

    We’re All Afraid Our Kids Will Be Losers

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  18. 163

    The Breakfast Industrial Complex

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  19. 162

    Novelty Snacks

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  20. 161

    A Biggie for Your Troubles

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  21. 160

    Sexy Unique Restaurant

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  22. 159

    The Waterpark Capital of the World

    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 ;)Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  23. 158

    Wrestling Is the Straight Man’s Drag

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  24. 157

    Just Scan the QR Code on the Table

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  25. 156

    Feeling Insecure About My Water Bottle

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  26. 155

    Leaving It All on the Field

    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™️. Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  27. 154

    Seafood Boil Mukbang

    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!)Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  28. 153

    Gleek Hive Rise Up

    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. Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  29. 152

    Breakfast Is Thrust Upon You

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  30. 151

    Death of the Mainstream

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  31. 150

    When Your Pants Get a Little Loose at the Knees

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  32. 149

    You Seem Tired

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  33. 148

    Becoming a Better Person

    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! Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  34. 147

    What’s up with Delaware?

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  35. 146

    Weaponized Incompetence

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  36. 145

    The Quest to Become a Morning Person

    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. Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  37. 144

    What Your Cracked iPhone Says About You

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  38. 143

    We're Not Friends We're Business Partners

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  39. 142

    Concert Etiquette

    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!)Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  40. 141

    9 Beers, 9 Hotdogs, 9 Innings

    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). Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  41. 140

    Autumn's Rebrand

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  42. 139

    The Man Behind the Curtain

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  43. 138

    Nature's Still Got It

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  44. 137

    This Year We're Acting Hot

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  45. 136

    Not Going to Let a Man Tell Me What to Do

    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. ;)Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  46. 135

    Brat Summer

    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. ;) Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  47. 134

    Standing on Business

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  48. 133

    For the Love of the Game

    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?Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  49. 132

    I Love Limes

    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.Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

  50. 131

    I Hate White Rabbits

    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!Support the showTHERE'S MORE WHERE THAT CAME FROM: FOLLOW THE PODCASTInstagram: @pessimisticatbesFacebook: @pessimisticatbestWebsite: pessimisticatbest.comFOLLOW SAMInstagram: @samgeorgsonTikTok: @samgeorgsonTwitter: @samgeorgsonYouTube: @samgeorgsonWebsite: samanthageorgson.com

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ABOUT THIS SHOW

Welcome to Pessimistic at Best, a podcast for those with a penchant for frequent frustrations, personal gripes, unpopular opinions, honest observations, and the like. Hosted by Sam, your resident Pessimistic Patty, this weekly show operates on the belief that no complaint is too small.  Each week, Sam sits down with a guest to explore the good, the bad, and the ugly. A surprisingly good country album by your favorite pop artist, a bad bang trim you gave yourself during a manic episode, a military homecoming video on the internet that made you ugly cry. The list is endless, and therein lies the beauty. Come on in, we saved you a seat!

HOSTED BY

Sam Georgson

Frequently Asked Questions

How many episodes does Pessimistic at Best have?

Pessimistic at Best currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Pessimistic at Best about?

Welcome to Pessimistic at Best, a podcast for those with a penchant for frequent frustrations, personal gripes, unpopular opinions, honest observations, and the like. Hosted by Sam, your resident Pessimistic Patty, this weekly show operates on the belief that no complaint is too small.  Each week,...

How often does Pessimistic at Best release new episodes?

Pessimistic at Best has 50 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Pessimistic at Best?

You can listen to Pessimistic at Best on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Pessimistic at Best?

Pessimistic at Best is created and hosted by Sam Georgson.
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