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Why Your Leadership Team Isn’t Aligned on What Actually Drives Value

This episode of the Strategy & Leadership Podcast explores why leadership teams struggle to align on what actually drives value. Anthony Taylor interviews Lee Benson, a multi-exit CEO, about how misalignment across teams leads to execution gaps, competing priorities, and missed growth opportunities.

Key insight: Every team must be aligned around a single Most Important Number that reflects the value they are responsible for creating. Without this clarity, organizations default to measuring too many things, creating friction and slowing execution.

This content is designed for mid-market CEOs, COOs, and leadership teams navigating growth, complexity, and strategic execution challenges.

Why Your Leadership Team Isn’t Aligned on What Drives Value with 9 Figure Founder Lee Benson

By Anthony Taylor - April 14, 2026

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What happens when a leadership team can’t agree on what actually drives value?

In this episode of the Strategy & Leadership Podcast, Anthony Taylor speaks with Lee Benson, a multi-exit CEO who has built and sold companies ranging from seven to nine figures and developed a practical methodology for aligning teams around what matters most.

Lee has spent decades working with leadership teams across organizations of all sizes, helping them close the gap between strategy and execution by focusing on one critical idea: every team must be aligned around a single Most Important Number that reflects the value they are designed to create.

In this conversation, Anthony and Lee explore why most leadership teams struggle to clearly define what drives value, how misalignment shows up across departments, and why measuring the wrong things creates friction, slows execution, and limits growth.

They also discuss the role of the CEO in driving value, how to cascade priorities across an organization, and why avoiding hard conversations around performance is one of the biggest barriers to alignment and results.

What You Will Learn in This Episode

Why most leadership teams are not aligned on what actually drives value

How to define the Most Important Number for your organization and teams

The hidden cost of measuring the wrong metrics across departments

Why misalignment creates execution gaps and slows growth

How strong leaders handle performance and accountability conversations

About Lee Benson

Lee Benson is a multi-exit CEO, founder, and leadership advisor.

He is the CEO of Execute to Win and the creator of the MIND Methodology (Most Important Number and Drivers), a framework designed to help organizations align teams, improve execution, and increase business value over time. Over the past 25 years, Lee has founded multiple companies with exits ranging from seven to nine figures and has worked with hundreds of leadership teams to accelerate value creation.

About the Strategy & Leadership Podcast

The Strategy & Leadership Podcast is hosted by Anthony Taylor, a strategic advisor who works with mid-market leadership teams ($30M–$300M) across North America.

For more than 15 years, Anthony has been in the room with leadership teams navigating growth, transitions, and the alignment challenges that come with scaling complex organizations.

On this show, he interviews CEOs, founders, and senior leaders about what actually works when strategy has to survive execution.

If you lead a team and want to get better at it, subscribe.

Strategy Resources for Leaders

Download the Strategic Alignment Toolkit
https://www.smestrategy.net/toolkit

Book a Strategic Alignment Review
https://www.smestrategy.net/contact

Learn more about SME Strategy
https://www.smestrategy.net

Connect with Anthony Taylor on LinkedIn
https://www.linkedin.com/in/anthonyctaylor

Produced by Rednyne Productions
https://www.rednyne.com

 

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