The Shadow Side of Entrepreneurship: Stress, Money Shame & Why You’re Already OK | Tim Grimes

Get your FREE copy of Tim's book 'Money, Your Friend' here: https://www.radicalcounselor.com/money-book In this episode, I sit down with Tim Grimes—radical counselor, somatic coach, and bestselling author of Money, Your Friend—to tackle the side of entrepreneurship nobody puts on their Instagram highlight reel: the internal pressure, money shame, and chronic overthinking that silently sabotage even the most driven business owners. Tim breaks down why so many of us started this journey craving freedom but ended up more stressed than ever, and he shares the daily 10–15 minute practice from his book that helps you get radically honest about what you actually want and why you want it—not the Wolf of Wall Street version, but your truth. We go deep on somatic techniques for releasing stress through the body, the dangerous trap of becoming too passive with self-improvement and manifestation, why comparison culture on social media is making entrepreneurs anxious and broke, and why the real shift happens the moment you stop shaming yourself and accept that you’re already okay right now. Tim Grimes Tim Grimes is a radical counselor, somatic coach, and multiple-time bestselling author with over 20 years of experience working at the intersection of stress management, money psychology, and personal transformation. Known for his grounded, no-nonsense approach, Tim specializes in the “shadow side” of entrepreneurship—the internal pressure, fear, and shame that most business coaches don’t talk about. He is the author of Money, Your Friend, Relax More Try Less, and several other books on manifestation and self-improvement. Tim’s work helps entrepreneurs and individuals shift their relationship with money from fear-driven to grounded and calm—without toxic positivity or empty affirmations. Tim’s Social & Contact Links Website: https://www.radicalcounselor.com Coaching: https://www.radicalcounselor.com/radical-change-coaching Instagram: https://www.instagram.com/radicalcounselor Email: radicalcounselor@gmail.com About Justin: Justin Colby is the host of The Entrepreneur DNA and The M.O.R.E Show podcasts and a best-selling author. He is a serial entrepreneur and a seasoned real estate investor with over 20 years of experience. Driven by a passion to help entrepreneurs thrive, Justin created the Entrepreneur DNA community to support business owners in building wealth, systems, and long-term freedom. Through his podcasts, books, education platforms, and hands-on mentorship, he continues to help entrepreneurs scale with clarity and confidence. Connect with Justin: Instagram: @thejustincolby YouTube: Justin Colby TikTok: @justincolbytsof LinkedIn: Justin Colby Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.