121: What Great Leaders Know About Themselves with Jason Daily

Business Origin Stories for Entrepreneurs, Coaches, and Leaders

Business Origin Stories for Entrepreneurs, Coaches, and Leaders
121: What Great Leaders Know About Themselves with Jason Daily
Jun 23, 2026
Amy Schutte

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What happens when leadership growth becomes less about gaining skills and more about understanding yourself?

In this episode of Business Origin Stories, Jason Daily, founder of Anchored Leadership, shares the experiences and leadership principles that have shaped his work helping leaders unlock their full potential through self-awareness, communication, and coaching. Jason has coached more than 5,000 leaders across industries and continents, working with everyone from emerging managers to seasoned executives at organizations including Nike, ’47, Nationwide Insurance, Slack, and L Brands.

Before launching Anchored Leadership, Jason led executive coaching and high-potential leadership programs at OhioHealth. As a licensed speech-language pathologist, ICF-certified executive coach, and certified Enneagram Practitioner, he brings a unique perspective to leadership development that blends communication science, behavioral change, and practical leadership growth.

In this conversation, Jason shares his own origin story, from his early work helping patients recover communication skills after traumatic brain injuries and strokes to coaching leaders in Fortune 100 organizations and eventually building his own coaching practice. Along the way, he discovered that lasting leadership growth isn't about learning more tactics. It's about increasing awareness of who you are, how others experience you, and how you want to lead.

In this episode, we discuss:

• Why self-awareness is one of the most important leadership skills

• The gap between how leaders see themselves and how others perceive them

• Communication habits that create trust, clarity, and connection

• The shift from being the hero to becoming a coach

• How identity influences leadership decisions

• The role of executive coaching in long-term behavioral change

• Jason's personal journey through career transitions, entrepreneurship, and leadership growth

One of the most memorable moments of the conversation is Jason's discussion of "Scarcity Sam," the name he gave to a scarcity mindset pattern that quietly influenced many of his decisions. His willingness to examine those patterns offers a powerful lesson for any leader seeking sustainable growth.

Whether you're leading a team, scaling a business, or developing the next generation of leaders, this conversation will challenge you to think differently about leadership, communication, and personal growth.

Connect with Jason: www.anchoredleadership.com


Instagram: 

@amyschutte_

Work with us: www.hudsonandco.co



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