All coaches
Randy Dewey
CEO CoachPE-Backed Operator
SENIOR COACH · M&A INTEGRATION & PE-BACKED SCALECertified coach

Randy Dewey.

Randy Dewey is the CEO at CEO Coaching International and has over 30 years of experience delivering rapid growth and expansion in many different countries worldwide.

30+
Years operating
3
Core specialties
3
Industries served

The operator behind the coach

Randy Dewey is the CEO of CEO Coaching International. He has over 30 years of experience delivering rapid growth and expansion in many different countries worldwide. He assisted Blackstone with many turnarounds to successful nine-figure exits in the first half of his career. In the second half of his CEO career, he worked in a private family office environment and within the public markets . The organizations ranged from start-ups to $750M in revenue.

He has led companies from a strategic perspective, with a clear focus on cash flow and re-investment to be a catalyst for growth and sustainability. Randy has raised several hundred million dollars in debt and equity financing and participated in 15 M&A transactions . The revenue growth averaged 350%, with half from organic means and the balance through mergers & acquisitions and joint ventures. He has excelled at bringing a blend of operational prowess, strategic vision, and financial foresight into every opportunity.

Randy is the author of a USA Today and Wall Street Journal bestselling business book, “When the Unthinkable Happens: How to Lead Your Team and Pivot Your Business for Growth and Opportunity.”

He has sat on 13 boards and participated in many nonprofit organizations that have focused on helping the less fortunate. He has invested in several companies and been an advisor to private equity firms.

Selected accomplishments

  • Randy Dewey is the CEO of CEO Coaching International.
  • He assisted Blackstone with many turnarounds to successful nine-figure exits in the first half of his career.
  • In the second half of his CEO career, he worked in a private family office environment and within the public markets.

Ready when you are. Book a 30-minute session.

We pressure-test one decision you’re sitting on

Request this coach

Working with Randy

Questions CEOs ask about Randy

Who is Randy Dewey best suited to coach?

Randy Dewey, CEO of CEO Coaching International, Founder and CEO of DeweyM Consulting, and Multi-Time Consumer Products CEO, is especially valuable to CEOs focused on M&A integration, PE-backed scale, and turnarounds.

What is Randy Dewey's operating background?

Randy Dewey is the CEO of CEO Coaching International. He has over 30 years of experience delivering rapid growth and expansion in many different countries worldwide. He assisted Blackstone with many turnarounds to successful nine-figure exits in the first half of his career. In the second half of his CEO career, he worked in a private family office environment and within the public markets . The organizations ranged from start-ups to $750M in revenue.

What is Randy Dewey's coaching style?

Direct, operator-driven, and rooted in real P&L experience. Randy Dewey coaches CEOs the way a former operator coaches, focused on the decisions that actually move the business, the metrics that expose the truth, and the leadership behaviors that compound over time.

Where is Randy Dewey based and how do engagements work?

Randy Dewey is based in the United States and works with CEOs across North America and internationally through 1:1 coaching, board observation, and on-site strategic offsites as part of the CEO Coaching International team.

What kind of results do CEOs see working with Randy Dewey?

Companies coached by CEO Coaching International for two or more years have averaged 22.8%/yr revenue growth and 37.5%/yr EBITDA growth, roughly 2-3x U.S. benchmarks. Randy Dewey coaches to the same operating standard: measurable growth, real leverage on the CEO's calendar, and a leadership team that can execute without you.

NEWSLETTER

THE CEO INTELLIGENCE BRIEF.

A free weekly newsletter for growth-focused CEOs, strategy, exits, and what's actually working.

  • One growth framework you can put to work this week
  • One real client result, what they did and what changed
  • One coach insight from inside live CEO sessions
  • One book or resource recommendation worth your time
  • One signal from the broader market that matters to operators
This field is for validation purposes and should be left unchanged.
Name(Required)

Unsubscribe anytime. We never share your email.

Request a session

A real person. Under 24 hours.

Tell us where to reach you and when, we’ll route you to the right coach.

Name(Required)
Phone (Optional)

By submitting you agree to be contacted by CEO Coaching International. No spam. Confidential.