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Pessimistic at Best

Author: Sam Georgson

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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 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!

191 Episodes
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Are You on Aux?

Are You on Aux?

2026-11-0349:03

Do you identify as someone who's volunteering to take over the aux? A vibe curator of sorts? James and I take to the podcast to discuss the personality archetypes of those consistently reaching for the aux. Then we get into the good, the bad, and the ugly: Embracing a lusory attitude during play, when you accidentally walk in on bar trivia, when incredulity kills the conversation. THERE'S MORE WHERE THAT CAME FROM: SUBSCRIBE TO THE NEWSLETTER: Substack: @samgeorgson FOLLOW THE PODCAST: Instag...
Why are boys so completely obsessed with watching everything at 2x speed? Like seriously, you guys, what is the hurry!!! Dylan, Darcy, and I use this platform to debate the appropriate speed at which to consume content on YouTube. Then we dive into the good, the bad, and the ugly: the concept of a one-night OOMF, when two players in the rec league start beefing, and the unglamorous simplicity of eating the same thing every day. THERE'S MORE WHERE THAT CAME FROM: SUBSCRIBE TO THE NEWSLETTER: S...
Green with Envy

Green with Envy

2026-10-2001:14:20

When was the last time you felt the green-eyed monster rear its ugly head? Envy is famously unbecoming, but (unfortunately for you) none of us are immune. Matt and I spend the first half of the podcast mostly making you guys really jealous!!! Then, we dive into the good, the bad, the ugly: going to concerts alone, that all-too-familiar feeling of wanting what someone else has, and the history of the Berlin Wall, of course. THERE'S MORE WHERE THAT CAME FROM: SUBSCRIBE TO THE NEWSLETTER: Substa...
Marine Mammal TikTok

Marine Mammal TikTok

2026-10-1347:47

Are you on marine mammal TikTok? If you haven't already been putting in your hours, I really can't recommend it enough! My feed has been completely consumed by seals, sea lions, and walruses alike, and I still can't get enough! James and I take to the podcast to expound on our special interest in the fin-footed among us. Then we get into the good, the bad, and the ugly: a willingness to believe in superstitions, how everything is worse than it used to be (@ Brach's candy corn, to name names),...
A woman in a vest clutching a clipboard just caught your eye from across the street and it's too late to turn around, wyd? Sarah and I take to the podcast to discuss getaway strategies for escaping the ever-annoying fundraising canvassers (no offense! we support the cause, we're just on our way to brunch!) Then we dive into the good, the bad, and the ugly: embracing the change of the seasons with open arms, the shame of having a high screen-time, and rewatching Glee in an unironic way. ...
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