What’s Your Problem: Insurance Annoyances, Project Management and Creating Fearless Content

Founder Problems Podcast

In this episode of the Founder Problems Podcast, Sarah Schumacher, Zach Oshinbanjo, and Lee Zuvanich forget to record the intro, discuss Zach’s construction management wins, insurance annoyance, and go down a couple rabbit holes (listing sites and project management). Sarah talks about the struggle to slow down long enough to delegate, and how rebranding never ends, while Lee shares his final fear frontier (making video content) and how the pursuit of perfection can be dangerous. We also share what seems like an obvious-in-hindsight fail for this very podcast business, because this is Founder Problems, after all.

Timestamps:

00:00 Introduction and Podcast Overview

00:58 Meet the Hosts

01:41 Zach's Recent Projects and Wins

03:23 Challenges in Nonprofit Management

11:11 Sarah's PM + Rebranding Journey

14:54 Tax Filing Woes

17:58 Project Management Insights

19:39 Onboarding New Team Members

22:00 Delegation and Documentation Challenges

23:07 Balancing Autonomy and Structure

26:15 Hiring Senior vs. Junior Talent

27:55 Personal and Professional Wins

29:57 Struggles with Content Creation

33:35 Embracing the Cringe

41:34 Final Thoughts and Encouragement

Mentioned In This Episode:

• Hofstadter's Law
• Parkinson's Law
• Decisive by Chip & Dan Heath
• Zyppy (Agency List)
• IRS 1065 Partnership Filing
• EIN (Employer Identification Number)
• CapCut (Video Editor)
• NeoCities (Website Maker)

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.