#033 Success ≠ Survival (ft. Ray Myers)

Entrepreneurship is all about solving problems—but what happens when you’ve built nine businesses, experienced both success and failure, and learned the hard lessons along the way? In this episode of Outsmart the Hustle, we’re bringing back Ray Myers, a seasoned entrepreneur, business coach, and visionary behind multiple successful ventures. Ray dives deep into his journey of scaling businesses, overcoming setbacks, and knowing when it’s time to let go. One of his guiding principles? “Always teach what you wish you had known.” This conversation is packed with wisdom for anyone looking to grow smarter, not harder—whether you’re in the early stages of entrepreneurship or scaling toward your next big milestone.

Key Takeaways:

• How Ray started his first business at the age of 14
• The mindset shifts required to scale your business
• Key lessons learned from scaling and selling multiple businesses
• The importance of hiring the right people and delegating effectively
• How to break free from burnout and keep pushing forward
• Tips on knowing when to sell and how to exit gracefully
• Why emotional honesty is the foundation of real growth

Connect With Us:

Connect with Ray Myers
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Outsmart the Hustle helps creative entrepreneurs build brands that convert—through strategy, storytelling, and high-impact content.

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