Randy Dewey

President and COO of CEO Coaching International



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Randy Dewey is the President and Chief Operating Officer 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.

Business Highlights:

  • Revenue Growth – Attained more than 350% growth over the past two decades, having developed a unique skill in sales and marketing to align company core capabilities with organic market opportunities and rapidly expanding the customer base.
  • Capital and Financial Partnerships – Kept the capital plan and financial foundation solid and sustainable as a critical stakeholder in businesses. Raised several hundred million dollars in debt and equity, combined with exceptional financial performance that has created over $1.8B in new corporate value.
  • Crisis Management and Turnarounds – Led several companies through very hostile situations, including Chapter 11 restructurings, and assisted many highly levered private equity situations through insolvency to triumph, then on to a successful exit.

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.

Randy received a Master of Business Administration (MBA) from Baker Center for Graduate Studies in Flint, Michigan. He lives in Orlando, Florida with his wife and 11 children, most of whom are raised and living independently around North America. He is passionate about business and making things happen.

Featured Podcast:

Listen to Randy Dewey’s podcast episode – How to Build a Battle-Ready Balance Sheet