The TBG Way

We’ve been there.

We are uniquely skilled at accelerating the success of leaders.

Our coaches have led teams and organizations across functions and sectors. We employ a research-based, experience-tested, and customized approach.

Our Approach

At The Bailey Group, we believe that leadership development begins with understanding the individual, team, and organizational dynamics at play.

Our approach integrates behavioral science with business acumen, creating tailored solutions that help leaders and their teams achieve sustainable, high-impact results.

Through executive coaching, leadership development, and board consulting, we empower leaders to navigate complex challenges, build high-performing teams, and foster cultures of accountability and innovation. Our deep expertise and personalized coaching ensure leaders are equipped to drive meaningful, long-term change.

Our Core Values

Courageous Authenticity

We embody courageous authenticity, creating the conditions for inclusive and safe environments.

Holistic approach

We take a holistic and systemic approach addressing root causes and their consequences.

Making an Impact

We leave everyone we work with in a better state. We measure the impact of our work.

What We’re Thinking

Read our current collection of useful articles related to relevant leadership development and executive coaching topics.

Stop Inviting Your Board Into the Weeds

Stop Inviting Your Board Into the Weeds

I’ve sat on several boards over the years, and I work with CEOs on their own...
Board Oversight or Board Overreach?

Board Oversight or Board Overreach?

I’ve been on several boards over the years – mostly nonprofit – and I’ve learned this...
From Bulldozer to Builder: Coaching a High-Potential Leader Through a Career-Defining Transition

From Bulldozer to Builder: Coaching a High-Potential Leader Through a Career-Defining Transition

The Situation A rising leader – sharp, driven, and with seven+ years at the same organization...
She Was Already a Strong Leader. Coaching Helped Her Lead at a Whole New Level.

She Was Already a Strong Leader. Coaching Helped Her Lead at a Whole New Level.

The challenge: Stepping into the enterprise leadership role After years of experience in human resources, this...
No Leader Is an Island: Why Community and Feedback Are the Real Leadership Skills of 2026

No Leader Is an Island: Why Community and Feedback Are the Real Leadership Skills of 2026

Sal Mondelli (With apologies to poet John Donne) You probably met “No Man Is an Island”...
Why Every CEO Needs an Executive Coach: The Data Behind Accelerating Success in 2026

Why Every CEO Needs an Executive Coach: The Data Behind Accelerating Success in 2026

We meet successful CEOs and C-suite leaders every day, and almost all of them got the...
What Is Executive Coaching, and How Does It Work?

What Is Executive Coaching, and How Does It Work?

Quick answer: Executive Coaching is a confidential, one-on-one partnership that helps leaders build self-awareness, work through...
Why Your Team Keeps Repeating the Same Conversations (And What’s Actually Blocking Progress)

Why Your Team Keeps Repeating the Same Conversations (And What’s Actually Blocking Progress)

You’ve explained it in the meeting. You followed up by email. Someone asked the exact same...
How Leaders Can Better Assess Fit, Potential, and Coachability

How Leaders Can Better Assess Fit, Potential, and Coachability

Most leaders trust their gut when it comes to people. Sometimes that works. After nearly 30...

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