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July 14, 2025 38 mins

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How do you manage two startups, mentor other founders, AND show up for your family without losing your mind?

In this episode, we dive deep into the challenging world of running multiple startups while maintaining work-life balance. Brian Lee, founder of both Gildre and Roamli, shares his journey from corporate CPG to entrepreneurship, revealing practical strategies for managing time, delegating effectively, and staying sane while building two companies—all while being a new father.

This episode offers invaluable insights into:

  • Juggling Multiple Businesses: Brian reveals his strategies for managing the complexities of two companies, from segmenting his days to effectively delegating tasks and knowing when to pass the baton to team members.
  • The Entrepreneurial Family Man: As a new father, Brian candidly discusses how he balances the demands of his businesses with his family life, emphasizing the importance of prioritizing time and staying present.
  • The Power of AI for "Lazy" Entrepreneurs: Discover how Brian leverages AI tools like Zapier AI for automation and content generation, emphasizing using AI as a supplement, not a replacement, for human tasks. He shares practical examples of how AI helps him work smarter, not harder.
  • The Corporate vs. Entrepreneurial Path: Brian reflects on his transition from corporate life to entrepreneurship, highlighting the fulfillment and freedom that keeps him from looking back, despite the initial challenges.

Brian's ultimate "lazy entrepreneur" tip? It's all about intentionality and finding what works best for your effectiveness. He encourages listeners to define their "A, B, and C level" work and segment their time accordingly, rather than striving for an arbitrary number of hours.


Learn more about Brian Lee:
https://www.linkedin.com/in/brianconnorlee-gildre/
gildre.com


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