What’s Your Problem: Real Talk on Operations, Focus, and Embracing Limitations
Release Date: 06/04/2025
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...
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Let’s Talk Rebranding: Nobody Cares as Much as You Do
Founder Problems Podcast
In this extra long episode, Zach Oshinbanjo, Sarah Schumacher, and Lee Zuvanich dive deep and get practical on the art and chaos of rebranding. How do you know it’s time to rebrand? Sarah reveals the emotional journey of evolving cyclone press into , while Lee talks about pivoting his businesses into an AI startup. Whether you’re wondering what to do when someone trademarks 'your' name right out from under you or pondering the right level of investment for a startup brand (not $230,000), this episode provides actionable takeaways for founders. Timestamps: 00:00 Welcome to the Founder...
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From Rough Patches to Reality: When to Call It Quits on Your Startup
Founder Problems Podcast
In this episode of Founder Problems, hosts Zach Oshinbanjo, Lee Zuvanich, and Sarah Schumacher discuss the challenging decision of whether to shut down or pivot a business. Zach shares a recent realization, and they all reflect on their personal startup experiences, emphasizing the significance of community support, understanding opportunity costs, the role of luck, and maintaining a balance between perseverance and practicality. Zach offers advice on the logistical aspects of closing a business, offering insights on how to move forward effectively. Timestamps: 00:00 Welcome to Founder...
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Summer Break
Founder Problems Podcast
Just a quick note to say we're taking a short summer break and will return in July. 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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What’s Your Problem: Real Talk on Operations, Focus, and Embracing Limitations
Founder Problems Podcast
In this episode, Sarah Schumacher, Zach Oshinbanjo (and joining later, Lee Zuvanich) experiment with a new format about our own, recent founder problems: tedious admin work, the art of saying no, and staying afloat when founder brain pulls you in twenty directions. We discuss Sarah's quest for operational efficiency, Zach's strategic life overhaul, and Lee's struggle with octopus-esque multitasking, in hopes it will provide you with useful tips on leveraging technology, refining your focus, and being a pragmatic pessimist (or at least some commiseration). Timestamps 00:00 Introduction...
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All That AI BS: An Infodump of Facts, Fears and Futuristic Predictions
Founder Problems Podcast
In this episode of the Founder Problems Podcast, hosts Lee Zuvanich, Sarah Schumacher, and Zach Oshinbanjo dive into the contentious world of AI. They explore its potential harms (DOOM!) and benefits (being lazy!), including environmental impacts, corporate responsibility, and practical applications in both personal and professional settings. The conversation also touches on the importance of developing your own style and being intentional with AI use. Timestamps: 00:00 Introduction to AI Discussion 01:12 Fears and Concerns About AI 03:54 Environmental Impact 06:13 Corporate Responsibility...
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Don't Quit Your Day Job... Yet
Founder Problems Podcast
In this episode of the Founder Problems Podcast, Zach Oshinbanjo, Sarah Schumacher, and Lee Zuvanich discuss whether to quit your secure 9-to-5 for your startup idea. They examine the pros and cons of maintaining a day job while exploring side ventures, highlighting the importance of stability and a gradual transition while totally unable to hide their bias toward entrepreneurship (but do it strategically, please). Timestamps 00:00 Introduction to the Founder Problems Podcast 00:20 Meet the Hosts: Zach, Sarah, and Lee 00:56 Defining the Day Job 01:10 The Positives of Keeping Your Day...
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Freelancing: A Minimum Viable Business
Founder Problems Podcast
In this episode of the Founder Problems Podcast, Sarah Schumacher, Lee Zuvanich, and Zach Oshinbanjo navigate the murky waters of differentiating freelancers from entrepreneurs. They explore how freelancing can be a starting point for business-building, the difficulties (and risk) of scaling and delegation. The team also takes a detour into the need for personal branding and networking to avoid 'top hat' gimmicks. Key takeaways include the soul-searching exercise of using personal goals to determine business structure, leveraging personality types for optimal business roles, and starting with...
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Finding Silver Linings: What Doesn’t Kill You Makes You Better at Business (and Public Speaking)
Founder Problems Podcast
In this episode, Zach Oshinbanjo, Lee Zuvanich and Sarah Schumacher share how to turn your biggest facepalms and 'oh-no' moments into stepping stones. From last-minute grant scrambles to learning to cultivate optimism, they dive into personal stories and practical tips on finding the silver lining in every screw-up. They also make a diversion into public speaking tips, and give examples of how to spot red flags in business referencing a certain weird book. Timestamps: 00:00 Introduction and Hosts Introduction 00:45 Turning Disasters into Opportunities 01:29 Real-Life Examples of Finding Silver...
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Rented vs Owned: The Digital Real Estate Dilemma for Founders
Founder Problems Podcast
In this episode of the Founder Problems Podcast, Sarah Schumacher, Lee Zuvanich, and Zach Oshinbanjo discuss the idea of rented versus owned digital platforms. Because social media accounts are great until they decide to pull the rug out from under you. They break down the pros and cons, sprinkle in a few realistic warnings, and give practical tips on leveraging both types to boost your personal brand. They even discuss why having your own server in your basement is a terrible idea. Timestamps: 00:00 Introduction to Founder Problems Podcast 00:30 Rented Platforms: Pros and Cons...
info_outlineIn this episode, Sarah Schumacher, Zach Oshinbanjo (and joining later, Lee Zuvanich) experiment with a new format about our own, recent founder problems: tedious admin work, the art of saying no, and staying afloat when founder brain pulls you in twenty directions. We discuss Sarah's quest for operational efficiency, Zach's strategic life overhaul, and Lee's struggle with octopus-esque multitasking, in hopes it will provide you with useful tips on leveraging technology, refining your focus, and being a pragmatic pessimist (or at least some commiseration).
Timestamps
00:00 Introduction to 'What's Your Problem?'
00:38 Sarah's Week: Enhancing Operations
02:11 Zach's Week: Finding Focus
11:04 Lee's Week: Juggling Responsibilities
20:10 Takeaways and Final Thoughts
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.