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CEO Coaching

A sounding board that has sat in the chair

Confidential, one-to-one coaching for chief executives — grounded in real operating experience, not theory. For chief executive officers, presidents, and owners preparing for the role.

Organization type

Swaps the examples and emphasis to fit your organization.

Who this is for

  • A sitting CEO or president who wants a confidential, experienced sounding board — someone who has sat in the chair and carries no agenda inside the company.
  • A newly appointed CEO navigating the first year — board expectations, a leadership team they inherited, and early decisions that set the tone.
  • An owner or executive preparing to step into the chief executive role, including through a sale, succession, or ownership transition such as an ESOP.
  • A CEO whose board has asked for development support as part of an annual evaluation or succession plan.

What we work on

The board relationship

Communication cadence, meeting preparation, framing difficult conversations, and building the trust that gives a CEO room to lead. Most CEO–board friction lives here, and almost no one teaches it.

Leadership team effectiveness

Clarity of roles, accountability, candor, and decision-making in the team below the CEO — including the hard calls on people who are no longer the right fit.

Accountability and culture

Building processes and culture around accountability, reward structures that reinforce the behavior you want, and leading by example — the tone starts at the top, and leaders are accountable for their own decisions and performance.

Strategy and execution

Turning a strategic plan into owned goals, a monitoring rhythm, and honest progress reporting — so the plan is followed, not filed.

Transitions

First-90-days planning, succession, ownership transitions, and turnarounds — the moments when the cost of a misstep is highest.

How it works

  • Confidential one-to-one conversations, typically monthly, with preparation and follow-up between sessions.
  • Grounded in your real agenda — the decisions, people, and board dynamics in front of you now — not a generic curriculum.
  • Drawn on more than 40 years of operating experience, including service as president and chief executive, a completed turnaround, and a 100% ESOP transition.
  • A free initial conversation to see whether the fit is right — for both of us.

A conversation first

Coaching only works when the fit is right. The first conversation is free and confidential — a chance to talk through what you're facing and decide whether working together makes sense.

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