Standing in the Fire
Standing in the Fire
Podcast Description
Dive into the fire with Kris, Garrett and John — three owners of Fireside.fm who know what it’s like to stand in the flames of entrepreneurship. In 'Standing in the Fire,' we tackle everything from the latest trends in podcasting to the realities of running a SaaS business. No scripts, no filters — just real talk about what it takes to keep the fire burning. Join us as we explore the triumphs, struggles, and surprising lessons learned along the way.
Podcast Insights
Content Themes
The podcast explores various topics related to entrepreneurship, podcasting trends, and SaaS business dynamics, with notable episodes covering tech wins and hiring challenges, as well as reflections on Black Friday marketing. Other focus areas include effective communication strategies, customer-centric development, and the realities of balancing multiple projects.

Dive into the fire with Kris, Garrett and John — three owners of Fireside.fm who know what it’s like to stand in the flames of entrepreneurship. In ‘Standing in the Fire,’ we tackle everything from the latest trends in podcasting to the realities of running a SaaS business. No scripts, no filters — just real talk about what it takes to keep the fire burning. Join us as we explore the triumphs, struggles, and surprising lessons learned along the way.
This week we start with the small wins. Two Momentum coworking members grew enough to upgrade to offices, and Fireside shipped Air, a clean new website theme built around your cover art.
Then John plants his flag: within a few years, chat will replace clicking around in web apps. He’s already stopped opening the dashboards for the tools he uses every day. Kris pushes back on behalf of the huge non-technical crowd that’s still asking AI to rewrite their emails.
From there it gets personal. Why working with AI all day makes people feel harder, what to do with all the open loops in your head, waking up with dread, finally sending the ask you’ve been avoiding, and real advice on getting better sleep. And John explains why he’s back on Claude after building a polished iPhone dice game in an afternoon.
In this episode:
- Why members who outgrow coworking might be the best proof it works
- Projecting success, and when it backfires
- Fireside’s new Air theme with light and dark modes
- The web UI is disappearing, and what replaces it
- Why AI-written tests are slowing everyone down
- Async AI work vs. synchronous people
- Using an AI project manager to clear the deck
- Sleep, caffeine, cortisol, and shutting your brain off
- Asking for what you want, even when it feels awkward
- Building custom tools that solve only your problem
- Just doing the thing instead of ruminating on it
Standing in the Fire is produced in South Bend, Indiana.

Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
For a complete disclaimer, please see our Full Disclaimer on the archive page. The Podcast Collaborative bears no responsibility for the podcast’s themes, language, or overall content. Listener discretion is advised. Read our Terms of Use and Privacy Policy for more details.