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!

Podcasting since 2020 • 187 episodes

Pessimistic at Best

Latest Episodes

The Art of Escaping the Charity Solicitor

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 o...

October 06, 2026 • 1:29:41

Accidentally Sending a Risky Text to Your Boss

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...

September 29, 2026 • 1:23:21

Making Out at the Party

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 tha...

September 22, 2026 • 1:23:02

Using Your Calculator to Determine the Tip

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! Ad...

September 15, 2026 • 1:01:02

Peak Luxury is Going Out for Breakfast

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 t...

September 08, 2026 • 1:15:37

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