In this cringe-worthy episode of Story Traders, Caleb and Josiah dive into some of their most embarrassing moments—the kind of stories that make you want to crawl under a table… but are too funny not to share.

Josiah kicks things off with a painfully awkward moment in front of a friend’s grandma—on her birthday, no less. Caleb follows with two epic fails of his own: a tech-related blunder at work and a hilariously misguided question he asked at a local brewery that still haunts him.

It’s an episode full of secondhand embarrassment, real-life awkwardness, and the reminder that sometimes, the best stories come from the worst moments.

In this episode of Story Traders, Caleb and Josiah are joined by Caleb’s brother-in-law, Elias, as they swap stories from their very first cruises—complete with travel blunders, onboard laughs, and unforgettable excursions.

Josiah kicks things off with a hilarious travel mistake involving the wrong airport. Caleb follows with a few cruise anecdotes, including some unexpected issues with tipping and what his wife had to miss out on while cruising pregnant. Elias wraps things up with a story about a cruise excursion that took an unexpected turn, proving that not everything on vacation goes exactly to plan.

From the airport to the open sea, this episode is full of first-time cruise chaos, sibling laughs, and ocean-sized memories.

In this episode of Story Traders, Caleb and Josiah dive into the daily grind with stories from their jobs—complete with odd coincidences, unexpected interactions, and texting gone wrong.

Josiah starts things off with a few surprising stories from his greenhouse business, including some wild run-ins and customer moments that prove just how small the world can be.

Then Caleb takes the mic with a series of hilarious workplace texting experiences—those moments when interacting with co-workers virtually turns an ordinary workday into an entertaining one.

It’s a funny and relatable episode full of real-life moments that remind us work isn’t always just business—it’s where some of the best stories happen.