Dre Baldwin is CEO and Founder of Work On Your Game who’s done 4 TEDxTalks and has authored 35 books after a 9-year professional basketball career.
This episode focuses on helping business owners and entrepreneurs tackle common mental hurdles—like self-doubt, lack of discipline, and fear of failure—that hold them back from achieving their full potential. Dre Baldwin shares powerful insights on building mental toughness, developing discipline, and fostering a confident mindset. Listeners will learn practical strategies for staying motivated and making confident decisions, empowering them to grow their businesses and set themselves up for a successful 2025.
Small Business Answer Man Show Notes:
Discussion on overcoming mental blocks that limit business growth, such as self-doubt and fear of failure
Dre Baldwin’s journey to mastering discipline, resilience, and confidence, and how these skills have shaped his career
Practical strategies for building a strong mindset and improving mental toughness in challenging times
Key habits and routines for maintaining motivation and focus as an entrepreneur
Tips for making decisions with confidence, even when faced with uncertainty
Insights on turning negative thoughts into opportunities for growth and progress
Advice on setting realistic goals for business success in the coming year
How to handle rejection and failure in a way that builds resilience
Actionable steps to cultivate discipline, consistency, and productivity daily
A look into Dre’s philosophy on "Work On Your Game" and how it applies to entrepreneurship
Dre emphasizes the importance of defining goals before offering advice, noting that without understanding a person’s specific goals, it’s impossible to provide meaningful guidance.
He illustrates the difference in goals using an example: two people in a gym may have different objectives—one aiming for the NBA and the other to become a YouTuber.
Dre outlines a framework for success: develop your skills, perform consistently, produce results, and ultimately achieve rewards aligned with your goals.
He also discusses the importance of discipline over motivation, explaining that motivation is fleeting, while discipline allows for consistent performance regardless of external circumstances.
Professionalism means delivering consistently to get paid consistently—this reliability cannot be built on motivation alone.
Dre shares three "future-proof" skills: strong communication, sales skills, and discernment, stating these will always be in demand.
He introduces his book The Third Day, which cover
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.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Special Summer Offer: Exclusively on Apple Podcasts, try our Dateline Premium subscription completely free for one month! With Dateline Premium, you get every episode ad-free plus exclusive bonus content.
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!