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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!

186 Episodes
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Have you ever fired off a text to the wrong person? Was it an (accidentally) explicit text that you sent straight to your boss? Were you surprised to be offered a promotion afterwards? We might not all be this lucky, but Kate sure was — we have a good laugh about this one! Then we get into the good, the bad, and the ugly: maintaining a sense of childlike wonder, the meta glasses takeover, and having the audacity to litter. THERE'S MORE WHERE THAT CAME FROM: SUBSCRIBE TO THE NEWSLETTER: Substa...
Making Out at the Party

Making Out at the Party

2026-09-2201:23:02

What's your stance on public displays of affection? Are you open to a steamy hookup at the bar? As someone with a long-term partner, I'm typically abstaining from engaging in PDA myself (sorry, we can do that at home!), but Evan and I agree that catching a pair of strangers locking lips is the sign of a good party. Then we dive into the good, the bad, and the ugly: betting on yourself, feeling like a cog in the corporate machine, and the lack of originality sweeping the culture — haven'...
If you're good at math, you probably have no original opinions. Anyone can solve a problem that someone else solved first, but not everyone can develop a totally and completely unique point of view. Some of us were actually born interesting! Adam and I agree that it's actually perfectly fine and completely normal to pull out your calculator to confirm the tip on the bar tab. Then we get into the good, the bad, and the ugly: moving in with a partner and building a space together, moving in wit...
Name something more luxurious than dining out for breakfast, we’ll wait! A dinner reservation is (of course) classic but ultimately unoriginal, lunch is mostly giving fast-casual corporate escape—but breakfast? Aris and I wholeheartedly agree that breakfast is where it’s at. Then it’s time for the good, the bad, and the ugly: having access to a bathtub, people who don’t share the sidewalk, and the general concept of chewing gum. THERE'S MORE WHERE THAT CAME FROM: SUBSCRIBE TO T...
Do you do all of your own stunts? For some (James), life is mostly about hitting sequences and mastering combos; for others (me), putting down moves plays a less significant role. On this week's episode, James and I dissect the importance of landing tricks. Then we get into the good, the bad, and the ugly: yo-yoing as a new favorite pastime (re: tricks!), the horrors of a failed sneeze, and the pick-mes riding around on their double-decker bikes. THERE'S MORE WHERE THAT CAME FROM: SUBSCRIBE T...
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