Pessimistic at Best

Pessimistic at Best

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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...
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Episode List

Stuff vs. Things

Feb 17th, 2026 8:00 AM

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 showSupport the show

Celebrity Thinkpiece

Feb 10th, 2026 8:00 AM

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

Is This Thing On?

Feb 3rd, 2026 8:00 AM

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

Bring Back Crossover Episodes

May 27th, 2025 7:00 AM

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

We’re All Afraid Our Kids Will Be Losers

May 20th, 2025 7:00 AM

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

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