Pessimistic at Best

By Sam Georgson

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,

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FAQs about Pessimistic at Best:

How many episodes does Pessimistic at Best have?

The podcast currently has 180 episodes available.

Pessimistic at Best episodes:

March 03, 2026 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)
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Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
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Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
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1h 29min
February 24, 2026 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 CONOR
Instagram: @longliveconor
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THERE'S MORE WHERE THAT CAME FROM:
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Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
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Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
1h 6min
February 17, 2026 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!
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THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
55min
February 10, 2026 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
51min
February 03, 2026 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
39min
May 27, 2025 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
48min
May 20, 2025 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
57min
May 13, 2025 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
1h 14min
May 06, 2025 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
1h 24min
April 29, 2025 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 show
THERE'S MORE WHERE THAT CAME FROM:
FOLLOW THE PODCAST
Instagram: @pessimisticatbes
Facebook: @pessimisticatbest
Website: pessimisticatbest.com
FOLLOW SAM
Instagram: @samgeorgson
TikTok: @samgeorgson
Twitter: @samgeorgson
YouTube: @samgeorgson
Website: samanthageorgson.com
...more
1h 21min

FAQs about Pessimistic at Best:

How many episodes does Pessimistic at Best have?

The podcast currently has 180 episodes available.