Private Mentoring for Executive Leaders

When Steaks Are High, Clarity Isn't Optional

Your Next Chapter Deserves Intentional Leadership.

This isn’t traditional consulting. It’s a strategic thought partnership that delivers impact for you and your organization.

The Art of Strategic Questioning

At the heart of my coaching methodology is a unique questioning, and action-oriented approach developed through decades of business leadership and refined by my Harvard Business School case-method training.

Unlike traditional coaching that follows prescribed methodologies, I approach each client's situation as a unique series of case studies waiting to be explored, understood, and addressed. My questions and adaptive frameworks help executives to break down complex challenges into manageable components while simultaneously illuminating connections and opportunities to take informed action. This approach transforms our sessions into dynamic, and collaborative investigations where you become the case subject, analyst, problem-solver, and emergent strategist.

The power lies not just in the answers and alternative approaches we discover together, but in how this process teaches you to develop your own strategic questioning skills — ultimately equipping you to demonstrate and pass these skills on to established and emergent leaders throughout your organization.

From the Executive Suite to the Coaching Chair

HI, IM CHRIS ANDERSON

Having served as both a group president and chief strategy officer, I understand the weight of decision-making and the isolation that often accompanies leadership roles. This firsthand experience allows me to quickly grasp the nuances of your business situation, anticipate obstacles before they emerge, recognize patterns that might otherwise remain hidden, and offer practical insights rather than textbook solutions.

My approach blends this real-world experience with sophisticated coaching methodologies, creating a powerful partnership that one client described as “one of the most valuable experiences of my professional career to date.”

Learn more about the proven frameworks I use to guide leaders through their most important challenges.

Where Strategy Meets Leadership

Most executives are stronger in either strategic thinking or leadership execution — few truly excel at both. The most successful organizations, however, require this integration.

My coaching helps you bridge this critical gap by revealing how your leadership style affects your strategic perception and options, demonstrating how strategic clarity empowers more confident leadership decisions, identifying where organizational structure and culture either support or undermine your strategy, and developing practical approaches to ensure strategic intentions translate into operational reality.

A good mentor doesn’t give you direction—they help you see your own more clearly.

What You'll Gain:

  • Clearer thinking and faster decision-making

  • Renewed confidence in your leadership instincts

  • Tools to manage high-stakes transitions with calm

  • A sounding board who knows what’s at stake

  • Perspective that connects daily actions to bigger outcomes

  • Expanded influence without sacrificing authenticity

Here’s what’s exactly included:

  • Monthly 1:1 strategic mentorship sessions

  • Leadership Circle Profile™ 360° Assessment

  • Personalized development roadmap

  • Strategic decision-making frameworks

  • Real-world case debriefs & executive tools

  • On-demand text/email access for time-sensitive support

Beyond Individual Growth

While my coaching begins with your development as a leader, its impact extends far beyond personal growth. The true measure of my work's success is its lasting effect on your organization.

My clients consistently report that our work together creates:

  • A cascading effect where their teams begin adopting similar questioning and problem-solving

  • Improved strategic clarity that aligns decision-making throughout the organization

  • Enhanced leadership bench strength as executives learn to develop their own teams more effectively

  • More agile responses to market changes and competitive pressures

  • Sustainable financial improvements that outlast our coaching engagement

“Chris’s coaching process made change a positive event. It eliminated fear and uncertainty, allowing me to achieve more than I thought possible.”

— Jim Whalen

“Chris’s coaching process made change a positive event. It eliminated fear and uncertainty, allowing me to achieve more than I thought possible.”

— Jim Whalen

“Chris’s coaching process made change a positive event. It eliminated fear and uncertainty, allowing me to achieve more than I thought possible.”

— Jim Whalen

Let’s Begin Your Next Chapter

If you’re ready to lead with greater clarity, confidence, and impact — I invite you to reach out. Together, we can uncover what’s next for you and your organization.