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I work with senior leaders navigating the kind of complexity I managed as a diplomat: cross-cultural teams, high-stakes operations, emerging market challenges, and leading through uncertainty.

Who I Coach

  • Executives managing international or cross-cultural teams

  • Leaders expanding into emerging or unfamiliar markets

  • Directors and VPs in high-stakes, uncertain environments

  • Anyone navigating situations where traditional management frameworks don't work

What We Work On

  • Building accountability in loyalty-based cultures

  • Managing distributed teams across radical cultural differences

  • Reducing operational risk in unpredictable environments

  • High-stakes stakeholder management

  • Leading through chaos and uncertainty

  • Making sound decisions with incomplete information

  • Protecting team morale in difficult conditions

My Background

I spent 15 years as a U.S. diplomat managing budgets up to $590 million and leading teams of 10-30 people across Afghanistan, the Democratic Republic of Congo, South Africa, Zambia, and the Dominican Republic.

I navigated what most executives only read about in headlines:

  • Managing accountability where Western frameworks fail

  • Reducing financial risk in unstable environments

  • Building high-performing teams across radical cultural differences

  • Leading when traditional approaches collapse

I don't coach from theory or textbooks. I coach from real experience managing large-scale operations in environments where failure had serious consequences.

Coaching Programs

3-Month Executive Coaching

Investment: $3,500

  • 6 bi-weekly 1-on-1 sessions (60 minutes each)

  • Focused on your primary leadership challenge

  • Email support between sessions for urgent questions

  • Customized frameworks based on your specific situation

  • Action plans and accountability after each session

Best for: Leaders facing a specific, urgent challenge who want focused support

6-Month Executive Coaching

Investment: $6,500

  • 12 bi-weekly 1-on-1 sessions (60 minutes each)

  • Work on multiple interconnected challenges

  • Unlimited email support between sessions

  • Quarterly progress reviews and strategy adjustments

  • Priority scheduling and faster response times

  • Access to frameworks and templates

Best for: Executives in major transitions or sustained high-complexity roles who need ongoing support

My Approach

We'll work on your specific challenges using frameworks proven in the world's toughest environments. Sessions are practical, action-oriented, and tailored to your context.

Whether you're:

  • Entering unfamiliar markets where you don't know the cultural context

  • Managing teams who understand the environment better than you do

  • Making high-stakes decisions with incomplete information

  • Leading through uncertainty when the usual playbook doesn't apply

If you're navigating complexity that feels overwhelming, let's talk. I've led through worse—and succeeded.

Ready to Work Together?

Schedule directly on my calendar →here

WHY BOOK MICHAEL FOR YOUR EVENT?

When Michael takes the stage, he delivers more than motivation. Every session leaves audiences inspired, empowered, and ready to redefine what’s possible.

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CONTACT MICHAEL

Email: Info@michaeldillardspeaks.com

Tel: 615-592-5051

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