What if success wasn’t about climbing higher—but going deeper?

If you’ve ever hit a big milestone and still felt… off, you’re not alone. In this episode, entrepreneur and CEO Erik Simins shares the raw truth behind building companies, facing burnout, healing generational trauma, and redefining what legacy really means. From his early days grinding through 15-hour workdays to building powerful experiences with his daughter over tea at The Plaza, Erik’s journey is a masterclass in creating a life that aligns with your values, not just your ambition.

You’ll learn:

• What to do when success stops feeling like success
• Why legacy starts with asking your loved ones about their dreams
• How Erik cut the cycle of generational pain in his family
• Why integrity and energy are the most underrated leadership skills
• How to build something meaningful without losing yourself in the process

Whether you’re scaling your business or redefining what matters most, this episode will meet you right where you are—and help you take your next step with purpose.

We talk about:

• 00:00 Introduction
• 1:24 Meet Eric Simmons: Visionary Entrepreneur
• 2:37 Defining Success Beyond Wealth
• 07:07 Building Powerful Experiences
• 10:55 Impact and Legacy: Making a Difference
• 18:39 Leadership and Integrity
• 22:16 Balancing Multiple Personalities
• 23:07 Understanding Emotional Dynamics in Relationships
• 25:42 Legacy and Purpose: Breaking the Cycle
• 28:45 Advice for Young Entrepreneurs
• 32:36 The Importance of Adversity
• 35:58 Concluding Thoughts and Future Plans

📺 Watch the full video episode on YouTube: https://youtu.be/OO-NWymQ3M4

Connect with Erik

• LinkedIn: https://www.linkedin.com/in/empoweryourpeople/
• Website: https://workwolf.com/

Connect with Us

• LinkedIn: Robin Bailey and Al McDonald

• Website: Aria Benefits and Life & Legacy Advisory Group