Founder Problems Podcast
Founder Problems Podcast
Podcast Description
Unscripted, anti-hustle conversations with real founders working through real problems. Behind closed doors, founders aren’t talking about the highlight reels. Listen in as we help each other–and you–navigate the ups and downs of life as a business owner, whether you’re on your 1st startup or your 15th.
Podcast Insights
Content Themes
The podcast explores various themes related to the entrepreneurship journey, including personal struggles with mental health, decision-making processes for quitting, and different annual planning methods. Episodes feature discussions like those on knowing when to quit based on business cycles, balancing mental health alongside professional demands, and unique approaches to annual planning such as tarot cards and operational methods.

Unscripted, anti-hustle conversations with real founders working through real problems. Behind closed doors, founders aren’t talking about the highlight reels. Listen in as we help each other–and you–navigate the ups and downs of life as a business owner, whether you’re on your 1st startup or your 15th.
In this episode we share wins, struggles, and what we’re working on. Lee reports feeling prolific after launching two functional side apps, Sarah’s wins include improved team function and adding an AI-assisted manga review system to her website, and Zach celebrates a grant award deposit that creates stability. They discuss reliance on digital calendars, consulting-to-product startup paths, and why “boring” B2B is sometimes a safer bet.
Timestamps:
- 01:38 Founder Wins Roundup
- 05:47 Zach Grant Win
- 08:19 Sarah Struggles Focus
- 09:10 Kids and Screen Time
- 16:39 Zach Funding Headwinds
- 19:01 Lee ADHD Home Systems
- 22:20 Calendars and Whiteboards
- 26:26 Sarah Systems Audit
- 29:18 Lee Building Soma Base
- 33:04 Wrap Up and Takeaways
Mentioned In This Episode:
Founder Problems is a podcast by and for real-world, fed-up founders. Three entrepreneurs in the messy middle share hot takes, actionable steps, and resources to navigate the challenges of running a business—no promises of 10x growth or swooning investors. Every founder’s journey is different, so take what works and make it your own.
Learn more at founderproblems.com.

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