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Index/HR/Success Leaves Clues with Robin Bailey and Al McDonald
Success Leaves Clues with Robin Bailey and Al McDonald artwork

Success Leaves Clues: Ep250 - STUDIO SPOTLIGHT - Redefining Success, Legacy & Leadership with Erik Simins, CEO & Co-Founder at Workwolf

Success Leaves Clues with Robin Bailey and Al McDonald · 2025-05-29 · 38 min

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Topics in this episode

leadership podcastlead with integritySuccess Leaves Cluesredefining successbusiness mindset

Episode notes

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.

Related episodes across the Index

Other episodes covering the same guests and topics, from across The B2B Podcast Index.

  • Ep 162: How Coachability Turned a Struggling Shop Into a $7M Business with Thomas AndrewsThe Limitless Leadership Podcast · on leadership podcast81 / 100
  • 122: From Operator to Visionary - The Leadership Shift Nobody Prepares You For w/ Sonya WeigleNo Limit Leadership · on leadership podcast77 / 100
  • Gary Clarke, Qatar Airways: Leading the way in Talent & LeadershipLeadership BITES · on leadership podcast65 / 100
  • 115. Co-Writing a Book: My Journey to Becoming an Amazon Bestselling AuthorGo Get Great · on redefining success38 / 100
  • 101: 100 Episodes: The Journey, The Lessons & What’s NextBeyond Your Business · on business mindset
  • How to Become an Elite Real Estate InvestorJake & Gino: Real Estate Investing & Multifamily · on business mindset

More from Success Leaves Clues with Robin Bailey and Al McDonald

All episodes →
  • Success Leaves Clues: Ep 305 - How to Turn Marketing Into a Business Growth Driver with Alison Simpson, Retired President & CEO, Canadian Marketing Association71 / 100
  • Success Leaves Clues: Ep 301 - If Not Now, When? Reinventing Yourself in Midlife with Brenda Benard, COO at Benard + Associates44 / 100
  • Success Leaves Clues: Ep 296 How Healthcare Innovation Improves Patient Access with John Leombruno, CEO at OkRx 79 / 100
  • Success Leaves Clues: Ep295 - Building a Legacy Beyond the Exit with Nicholas Reichenbach, founder of Flow Water64 / 100
  • Success Leaves Clues: Ep 294 - The Mindset Behind Breakthrough Leadership with guest Hugh Chow, CEO at ventureLAB63 / 100
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