Did You Know?

7 of the 18 clients interviewed for this Baltimore/Washington SmartCEO July 2008 article (PDF) were Wayne Caskey's.

Team Coaching

Maximizing Team Potential

Beneficial for CEO and entrepreneurial teams, this process focuses attention and discussion on the substance of opportunities and threats the team faces.

From Years of Experience

  • 13 years of Fortune 500 executive team experience, including strategic planning
    Observed effectiveness from the participant eye view
  • As CEO, led strategic planning in three start-up to mid-size settings
    Developed empathy for CEOs in such situations
  • As Coach, facilitated CEO executive teams in planning, communications, core values,and Open Space settings.
    Knows how to take a team where it is and move it to the next level

Reputation for Authenticity and Support

Wayne is known for his heartfelt support of his clients’ goals, respect for their values, and dedication to their growth. He holds a B.A. cum laude in economics from Harvard and a J.D. from Yale. He is a member of the elite Executive Coaching Summit and holds multiple certifications from coaching organizations. For five years he has written the Caskey's Corner column for smartCEO magazine.

Articles to Read

Getting Started

To learn more, or to schedule a complimentary sample session, contact Wayne Caskey.

Coaching Success Stories

Third generation CEO of a food distribution company that successfully integrated a major acquisition:

"Over the past three years, under your guidance, the effectiveness of my team has improved beyond my expectations. The change from year to year in the functioning of the 14 person strategic planning team has been tangible. You quickly grasped the individual and group personalities and challenged each of us to understand the importance of sharing core values, trusting each other and exhibiting unprecedented open communication. Your input has enabled us to focus on substance and success."

Entrepreneur of a fast-growth wealth management company with a staff struggling to keep pace:

"Your team coaching of our first strategic planning meeting helped us ever so much. Not only did we get a solid plan, but as CEO I received valuable feedback on my management style, and the whole team has enthusiastically embraced the plan because of the full participation you elicited."


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