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Founder Problems Podcast

Founder Problems Podcast

By: Lee Zuvanich Zach Oshinbanjo Sarah Schumacher
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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.2025 Economics Leadership Management & Leadership
Episodes
  • AI Reality Check: Fears, Facts, and a Few Reminders
    May 21 2025

    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

    11:21 Positive Aspects

    21:10 Personal and Professional Uses of AI

    25:59 AI in Image Editing

    26:25 AI for Coding and Snippets

    27:03 AI in Personal and Work Life

    27:32 Custom Chat Bots and Automation

    28:39 Vibe Coding

    30:46 The Importance of Learning Fundamentals

    33:59 The Future of AI in Creative Fields

    39:49 AI's Ubiquity and Ethical Considerations

    45:01 Intentional Use of AI

    47:06 Final Thoughts and Takeaways

    Mentioned In This Episode:

    • Boston Dynamics Robot (Video)
    • Figure Robot (Video)
    • Cerebras
    • Generative AI: How will it affect future jobs and workflows? (McKinsey)

    Sarah’s AI Newsletter Series:

    • OK Fine, I’ll Talk About AI [Part 1]
    • How I Use AI [Part 2]
    • The Philosophical Baggage of AI [Part 3]

    Tools:

    • Otter
    • Reclaim
    • Fathom.video
    • ChatGPT Custom GPT
    • Claude Projects
    • ClickUp AI

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    49 mins
  • Don't Quit Your Day Job... Yet
    May 7 2025

    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 Job

    02:23 Balancing a Day Job and a Side Hustle

    06:06 The Glamour and Reality of Startups

    08:37 Transitioning from Day Job to Full-Time Startup

    13:17 Navigating Multiple Roles and Responsibilities

    17:57 Managing Time and Outsourcing Tasks

    20:45 Balancing Full-Time Work and Freelance Gigs

    21:17 Too Old for All-Nighters

    21:52 Navigating Pitch Competitions and Job Interviews

    23:04 Disclosing Side Hustles to Employers

    25:59 The Digital-First Lifestyle

    27:02 The Comfort of a W2 Job

    29:02 Entrepreneurial Challenges and Personalities

    30:24 Juggling Multiple Responsibilities

    34:26 Deciding Between Day Jobs and Startups

    40:40 Concluding Thoughts on Founders' Dilemmas

    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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    40 mins
  • Freelancing: A Minimum Viable Business
    Apr 23 2025

    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 a 'minimum viable business' mindset.

    Timestamps:

    00:56 Defining Freelancers

    02:23 Transitioning from Freelancer to Entrepreneur

    04:59 Personal Experiences and Definitions

    09:24 Challenges and Goals in Business

    11:45 Visionaries vs. Integrators

    17:27 Scaling and Business Strategies

    20:38 The Reality of Freelancing

    21:14 Career Pivots and Changing Mindsets

    22:06 The Importance of Saying Yes

    22:11 Customer Pursuit: Freelance vs. Agency

    23:16 Word of Mouth and Marketing Strategies

    26:11 Personal Branding and Networking

    30:03 Building in Public: Transparency in Business

    32:25 Mistakes and Pivots in Business

    39:58 Finding Your Zone of Genius

    41:58 Conclusion and Final Thoughts

    Mentioned In This Episode:

    • The E-Myth by Michael Gerber
    • Traction by Gino Wickman
    • Enneagram
    • Myers-Briggs
    • Culture Index
    • Zone of Genius

    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.

    Show More Show Less
    43 mins

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