Break the Grip of Fear: Overcoming Failure with Lana Sheppard

Fear of failure is one of the most silent yet powerful roadblocks to leadership growth—and for purpose-driven leaders, it can be especially limiting. In Episode 64 of Entrusted to Lead, Danita Cummins welcomes mindset coach and author Lana Sheppard to unpack how limiting beliefs, perfectionism, and fear of judgment can hold us back from making clear decisions and building the impact we’re called to lead.

Lana shares her own journey through grief, entrepreneurship, and reinvention. After running and selling a successful payroll and bookkeeping firm, she turned her attention to coaching and authored the Give Up book series—helping leaders examine and release beliefs that no longer serve their vision.

Whether you’re stuck in perfectionism, overthinking your next move, or afraid to launch something new, this episode offers clarity, encouragement, and practical tools to help you break free from hesitation and lead with greater confidence.

Key Topics Covered:

• Why fear of failure is one of the biggest leadership obstacles
• The hidden connection between perfectionism and approval-seeking
• How to recognize and release limiting beliefs in business and life
• Tools for navigating big decisions with clarity and preparation
• The value of financial literacy and understanding your numbers
• How humility builds healthier teams and stronger leadership culture
• The difference between having a coach vs. a mentor—and why both matterFavorite Quote:

“Holding back your gifts because of fear is sometimes the greatest disservice to the people you’re meant to serve.” — Lana Sheppard

Resources Mentioned:

• Give Up: Ignition by Lana Sheppard
  • 📘 Paperback on Amazon
  • 💻 Kindle Edition

🌐 Connect with Lana Sheppard:

• Website: giveupbook.com
• LinkedIn: linkedin.com/in/lanasheppard

Call to Action:

💬 How do you overcome fear in your life and leadership? DM Danita or leave a review sharing your biggest takeaway from this episode. 

Ways to Engage:

• Share this episode with a team leader or friend who’s feeling stuck.
• Tag @danitacummins and @lanasheppard on social with your thoughts using #EntrustedToLeadPodcast.
• Rate and review the show on Apple or Spotify—it helps more leaders like you find us.