Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

Podcast

A Founder's Life:

Balancing Entrepreneurship, Family, Health, & Fun​

Why Every Entrepreneur Needs to Embrace Failure | Brad Springer | S7 E5

Building a startup has never been easy, but today’s founders have one advantage previous generations didn’t: artificial intelligence.

In this episode of A Founder’s Life, Leo Gestetner sits down with Brad Springer, Co-Founder of Bob.pro, to discuss entrepreneurship, AI, startup growth, resilience, and how founders can leverage technology without losing the human side of business.

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Guest Info

Brad Springer is the Co-Founder of Bob.pro, an AI implementation company helping small and mid-sized businesses leverage artificial intelligence to eliminate operational bottlenecks, improve customer experiences, and scale more efficiently. After beginning his career in hospitality and marketing—including several years with Chick-fil-A—Brad taught himself to code, broke into the startup world, and has spent more than a decade building and growing technology companies through multiple acquisitions and ventures.

Today, Brad works with organizations across North America to thoughtfully integrate AI into their operations while keeping people at the center of every transformation. A devoted husband, father, outdoor enthusiast, and lifelong builder, Brad believes entrepreneurship is built on resilience, intentional family rhythms, and the courage to embrace failure as the fastest path to growth.

About this Episode

Building a startup has never been easy, but today’s founders have one advantage previous generations didn’t: artificial intelligence.

In this episode of A Founder’s Life, Leo Gestetner sits down with Brad Springer, Co-Founder of Bob.pro, to discuss entrepreneurship, AI, startup growth, resilience, and how founders can leverage technology without losing the human side of business.

Highlights

  • Early Career: Started in hospitality and marketing before teaching himself to code and breaking into the startup world.
  • Entrepreneurial Breakthrough: Traded beer and dinner for coding lessons to earn his first software startup opportunity.
  • AI Mission: Co-founded Bob.pro to help small and mid-sized businesses implement AI without losing the human element.
  • Family Journey: Adopting his son became the most transformative experience of his personal and professional life.
  • Leadership Philosophy: Every season requires different priorities—family and business must work together, not compete.
  • Health Focus: Uses prayer, meditation, reading, quarterly fitness challenges, and intentional routines to stay grounded.
  • Core Advice: Fail fast, learn quickly, and use every setback as information to improve.
  • Personal Mantra: Burn the ships—fully commit to what matters and don’t leave yourself an easy way out.

Resources

Connect with Today’s Guest – Brad Springer

Website: https://bob.pro

LinkedIn: https://www.linkedin.com/in/bradspringer/

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