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As my coach, Reagan always asked me the right thought-provoking questions which guided me to reflect on and improve on my leadership brand and approach. Her coaching helped build confidence in my decision making and gave me the tools to effectively scale myself and effectively lead my team.
– Sr. Manager, Amazon
"I should know better. I should be better. I am a senior leader."
I’ve lived those words. Despite a 20+ year career at some of the world’s most influential companies—scaling my responsibilities, influence, income, and leadership impact—I’ve faced the same challenges you do.
I’ve presented to Jeff Bezos, led a 10,000-person organization, and navigated the relentless pressure of high-level executive roles. Yet, even with these successes, the constant decision-making, the strain of unclear direction, and unyielding expectations often left me drowning in work and responsibility.
From that struggle, I developed proprietary frameworks that empower senior leaders to scale their leadership, build stronger teams, and create lasting influence. Whether you're self-sponsored or backed by your organization, there’s a coaching path designed to help you lead with more clarity, confidence, and capacity.
If you're ready to transform your leadership experience and finally work smarter—not harder—let’s talk.
Do you find yourself drowning in back-to-back meetings with no time for strategic thinking?
Are you constantly pulled into minutiae, wondering why your bold vision remains out of reach?
Does the relentless pressure of decision-making leave you feeling isolated and exhausted at the top?
When you’re stuck doing it all yourself, the weight of endless decisions and unclear direction drains your energy and saps your team's morale. This unrelenting pace leads to burnout, misaligned priorities, and a persistent sense that you’re not operating at your true potential.
Reagan's programs have been built to answer these leadership questions and more. Read below to find the program that would be best for you and book a free call to discuss your custom career and leadership needs.
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This program was developed for senior leaders who want to scale their leadership capabilities as their company, department, or role is expanding. This allows executives to optimize their capability and time as a leader.
Gain a sharper strategic focus and clarity in your role.
Delegate effectively, empowering your team while freeing up your time for high-impact work.
Communicate with true influence, ensuring your vision is clearly understood and acted upon.
Experience renewed energy and confidence, reducing stress and elevating your leadership impact.
Working with Reagan helped me refine and evolve my critical thinking processes and allowed me to look at situations from a new perspective. I learned how to apply my skill set to broader and new areas, allowing continued growth through multiple roles in my large corporation. The most valuable thing about Reagan is she goes beyond the typical career planning and advice. What Reagan provides is more valuable than that. She teaches you how to think differently and approach problems, challenges, and day-to-day situations in an objectively different way.
- Senior Vice President, Affiniti
From my first kick-off coaching call with Reagan, I immediately appreciated her authentic and energetic style, and her ability to use her own corporate executive leadership experience to help me think creatively and holistically about a number of my career questions and challenges. I never felt as though I was just a client to Reagan, but that she truly cared about my development and was always in my corner. My sessions with her were deeply valuable to me, and I have (and will continue) to recommend her with great enthusiasm to anyone looking to grow, develop, and pursue a purpose-filled career journey.
– Attorney, Lockheed Martin
Reagan's coaching has helped us as co-business owners to understand our distinct differences and the value they bring to the success of our business. She has been instrumental in moving our small business forward. She has given us tangible homework and introduced us to business strategies that meet our goals. We always look forward to our coaching sessions for their practicality and the personable interaction with Reagan.
Co-Founder and Owner, Lizzie & Lou
Reagan Cannon is a international keynote speaker, leadership expert, and executive coach, with over 20 years of experience leading at the highest levels of Fortune 15 companies, including Amazon and AT&T. She has trained and coached thousands of high-performing leaders across six continents—helping them scale their leadership without burning out or bottlenecking their teams.
Reagan has transformed her own leadership journey through S.C.A.L.E.D. Leadership Development. With an MBA in Business Strategy, deep global expertise, and certification as an ICF ACC executive coach, she uses both strategic insight and real-world credibility to every engagement.
Now, she brings that
approach to your next event. Her most-requested keynotes dive deep into the core challenges senior leaders face—helping them lead through change and delegate with confidence.
high-impact, practical, even humorous
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high-impact, practical