
Episode #5
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. Brad shares his unconventional journey from working in hospitality and marketing at Chick-fil-A to teaching himself how to code by trading beer and dinner for programming lessons. That determination led him into the startup world, where he spent years building software companies before launching Bob.pro to help businesses thoughtfully adopt AI. But this conversation goes far beyond technology. Brad opens up about how adopting his son transformed his outlook on life, why every entrepreneur needs intentional family rhythms, and how learning to slow down has become one of his greatest leadership challenges. Throughout the conversation, we explore entrepreneurship, business leadership, artificial intelligence, resilience, family, health, startup growth, and the mindset required to thrive through every season of business. Whether you’re building your first startup or leading a growing company, Brad shares practical lessons every entrepreneur can apply. In this episode you’ll learn: • Why failing fast accelerates entrepreneurial success • How AI helps businesses scale without replacing people • Why intentional family rhythms matter during busy seasons • The importance of slowing down to become a better leader • How prayer, meditation, and reading create mental clarity • Why quarterly fitness goals keep entrepreneurs motivated • How vulnerability builds stronger teams • Why commitment is essential when building a startup • How every season of entrepreneurship requires different priorities Brad also shares why adopting his son became the defining moment of his life, how teaching himself to code changed his career forever, and why his personal mantra “burn the ships” continues to guide every major decision he makes. If you enjoy conversations about entrepreneurship, founder mindset, artificial intelligence, startup growth, business leadership, resilience, personal development, and building meaningful businesses, you’ll enjoy this episode. This episode of A Founder’s Life is brought to you by Thankz, helping founders scale with reliable remote talent. Email founders@thankz.com with the subject A Founder’s Life for preferred pricing. Connect with Today’s Guest – Brad Springer Website: https://bob.pro LinkedIn: https://www.linkedin.com/in/bradspringer/ LinkedIn linkedin.com/in/leogestetner Website leogestetner.com/leo Subscribe Now! youtube.com/@afounderslife?sub_confirmation=1






