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Behind the Founder

Behind the Founder

By: Cherry Assistant
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Summary

Behind the Founder is where we breakdown how founders actually run their businesses. from hiring to scaling and hard decisions. Produced by Cherry Assistant.

2026 Cherry Assistant
Economics Leadership Management & Leadership
Episodes
  • Juggling fatherhood, acting, and a $60M business
    May 15 2026

    Hire amazing offshore staff: https://cherryassistant.com
    Work with South African talent: https://hirenile.com

    Episode 2: DhungJoo Kim (https://linkedin.com/in/dhungjookim) talks to Leonard Jackson (https://www.linkedin.com/in/leonard-jackson-mba-68b7b810/) about how to transform your life through taking action.

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    Leonard Jackson has starred in over 200 commercials while being a full time parent and building a company, Norfleet Transportation, that now does $60M+/year in revenue.

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    Chapters

    • 00:00 Introduction and Business Overview
    • 06:19 Revolutionizing the Factoring Process with AI and Digitization
    • 12:09 Implementing Entrepreneurial Operating System (EOS)
    • 38:03 Contacting Leonard and Final Thoughts

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    Behind the Founder is a Cherry Assistant Original Podcast // Brought to you by Cherry Assistant.

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    40 mins
  • How Andrew Baker Scaled a Financial Advisory Using Offshore Talent
    Apr 16 2026

    What does it actually take to scale a modern financial services company?

    In this episode of Behind the Founder, we sit down with Andrew Baker, founder of Financial Haus, to break down exactly how he built and scaled his business from the ground up.

    Andrew shares the real story, not just the wins, but the decisions, challenges, and systems that helped Financial Haus grow. From early client acquisition to building a scalable operation, this is a tactical look inside how founders actually execute.

    If you’re a founder, operator, or someone trying to build something real, this episode will give you a clear lens into what it takes.

    In this episode, we cover:
    • How Andrew got Financial Haus off the ground
    • The key inflection points that drove growth
    • Mistakes and lessons learned along the way
    • Systems and processes behind scaling
    • Advice for founders trying to break through

    Subscribe for more founder breakdowns and real conversations with people building serious businesses.

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    7 mins
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