In this episode of the Chaotic Entrepreneur Podcast, we sit down with Bobby James, a seasoned entrepreneur and owner of a thriving IT services company for over 18 years. Bobby shares his journey from growing up inspired by his father’s hustling, to navigating chaos, embracing ADHD, and turning setbacks into monumental wins.
Bobby opens up about a pivotal career moment which was a layoff that ultimately led to landing a major client and tripling his income. He explains how he reframes chaos as a friend, leverages meditation and hiking for mental clarity, and prioritizes hiring the right people to help his business grow.
Whether you’re a founder, business owner, or someone navigating professional ups and downs, Bobby’s story is a lesson in resilience, strategy, and embracing the messy middle of entrepreneurship.
Listen in to learn how chaos can actually work for you and how one pivot can transform everything.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
The Joe Rogan Experience
The official podcast of comedian Joe Rogan.