Derek and Dan are recording from a car this time, which feels about right for an episode about adapting when life refuses to stay neatly arranged. They wander through AI, old technology habits, buyer’s remorse, productivity, comfort, and whether building the perfect setup can sometimes get in the way of actually doing the work. Eventually the conversation turns to why some people seem to come out of hard times stronger, which somehow leads to poker, pocket aces, bad outcomes, and the difference between making a bad decision and simply getting unlucky. By the end, Derek may not be in a better spot, exactly, but he’s learning how to embrace the one he’s in.
Chapters:
(00:00) - Intro
(00:18) - Falling asleep to Podcasts
(01:27) - Monitoring vitals
(02:48) - Opting out
(03:11) - Going all in
(03:47) - Open Source sucks
(04:39) - AI Confidential
(05:15) - The road not taken
(06:18) - Buyer's remorse
(08:33) - Chapter 10
(09:41) - Feeling frustration
(10:53) - Perfection kills productivity
(11:54) - The places we work
(13:08) - Why does tragedy made some stronger?
(14:59) - Poker
7 Oct 2026
You're Not Doing a Thing
Derek and Dan start out talking about where Derek sees himself fitting into Fritter Hollow, and quickly end up somewhere much bigger: interesting people, story mining, the Josh Project, collaboration, and why trying to do everything yourself might be killing some of the magic. Along the way they talk about meeting strangers through Facebook Marketplace, the idea behind Rabbit Hole Chats, the value of having other creative people in the room, and the strange modern tendency to confuse owning a pile of software with actually accomplishing something. Turns out buying another plugin may not make you a producer after all. Who knew?
Chapters:
(00:00) - Intro
(00:12) - Relationship guy
(02:58) - Rabbit Hole Chats
(05:36) - Benefits of working together
(06:55) - Why is it so hard?
(07:24) - Whare are all the bands?
(08:50) - The downside of DIY
25 Sept 2026
The Donut Problem
Derek and Dan start with a simple question about whether it’s fair to speculate about the deeper reasons behind someone’s behaviour, and end up somewhere much bigger. Using a hypothetical guy who buys a donut every morning, they explore hidden motivations, storytelling, curiosity, and why the most ordinary habits can sometimes lead to the most interesting questions.
Chapters:
(00:00) - Intro
(00:10) - Speculation
(01:42) - Objective vs. Subjective
(04:48) - Tidy endings?
(05:52) - Donut example
(07:05) - 3 levels
(08:07) - How to know if a story is worthy
(09:11) - The Fundamental Level
(09:43) - The value of understanding
Contact Fritter Hollow
Guest appearances
Does not typically book guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Host of Fritter Hollow?
Claim your podcast to manage its listing and keep your show details accurate.
Pod Engine is an independent podcast discovery and analytics service and is not affiliated with or endorsed by this podcast. Artwork and show content belong to their owners. Full legal notice.
Explore this show Podcast research with Pod Engine
