Pessimistic at Best

About 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!

Publisher

Sam Georgson

Category

comedy · comedy · society & culture

Language

en

Explicit

Yes

First episode

17 Nov 2020

Latest episode

12 May 2026

Latest episodes

181 episodes in the feed.

1. 

   12 May 2026

   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 peo...

2. 

   5 May 2026

   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 sho...

3. 

   28 Apr 2026

   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 ...

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

77,279

Score snapshot 15 Sept 2025

Apple Podcasts (US)

5.0 / 5

18 ratings

Spotify

5.0 / 5

27 ratings

Podcast Authority Score: 78 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

79

Social presence

94

YouTube

76

Engagement

71

Contact Pessimistic at Best

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.