Developing Confident Leaders: Coaching Strategies for CEOs, Executives, and Entrepreneurs

Today, our host, Bob Gauvreau, and our guest, John Little, discuss crucial leadership skills for entrepreneurs and CEOs. They explore the role of emotional intelligence (EQ) in building strong team connections and highlight the importance of trust—both transactional and transformational—for effective leadership.

John also dives into imposter syndrome, explaining how common it is across various demographics and sharing his framework for overcoming it: “Name It, Tame It, and Reframe It.” He provides practical advice for leaders to overcome self-doubt and lead with confidence.

Ultimately, the conversation highlights the importance of self-awareness and feedback in leadership development, emphasizing the shift from a results-focused mindset to a people-centric approach that drives long-term success and growth.

 

 

 

Episode Highlights:

• 00:00 Welcome to The Wealthy Entrepreneur Podcast
• 02:12 Emotional Intelligence and Leadership Skills
• 02:35 John Little's Career Journey
• 06:35 Challenges and Importance of Leadership
• 09:24 Generational Differences and Emotional Intelligence
• 16:51 Tools and Assessments for Leadership Development
• 22:38 Imposter Syndrome and Overcoming It
• 31:47 Developing Leadership Skills
• 34:46 Winners Edge Coaching Methodology

 

 

About the Guest:
John Little’s journey to leadership wasn’t defined by natural confidence or charisma but by overcoming deep-seated limiting beliefs and imposter syndrome. For years, he carried the fear of not being good enough or deserving of the roles he earned, only to later realize these struggles were universal among leaders at every level. Over his 25-year career leading people and businesses across multiple industries, he witnessed countless talented professionals holding themselves back—not from lack of skill, but from lack of self-belief. Determined to change this, John created the proprietary EMBRACE framework, a model designed to help leaders break free from self-doubt, cultivate authentic confidence, and strengthen trust, influence, and authority. Through one-on-one coaching, cohort-based programs, and organizational training, he has helped leaders accelerate their careers, elevate emotional intelligence, boost team performance, and, most importantly, recognize their own value and belonging. His mission is simple: to help people live more inspiring, influential lives so they can lead with courage, clarity, and authenticity—not just in their careers, but in their families and communities. For John, this isn’t just work—it’s a calling, and through coaching, keynotes, and podcasts, he is committed to helping others rewrite the narratives holding them back and step boldly into the leaders they were always meant to be.

 

 

Connect with John:

• LinkedIn: https://www.linkedin.com/in/bigjohnlittle
• YouTube: https://www.youtube.com/@thewinnersedgecoaching
• Winner’s Edge Coaching: https://www.linkedin.com/company/thewinnersedgecoaching/

 

 

 

Resources:

• Visit the Wealthy Entrepreneur Website: https://www.wealthyentrepreneur.co/ 
• Download The Wealthy Entrepreneur (digital book) for FREE: https://profitsimple.ca/wealthy-entrepreneur

• Like our Facebook Page at https://www.facebook.com/wealthyentrepreneurofficial

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