About Doug Whittaker

The Whittaker Way: From Family Legacy to Personal Redemption

I was born into a family where entrepreneurship wasn’t just what we did, it was who we were. Five generations of Whittakers built businesses with their bare hands, turning dreams into reality around our dinner table discussions. My grandfather, a man of few words but endless wisdom, taught me that “if you take care of people, they’ll take care of you.” My father showed me how to combine vision with tenacity. But success in business, I learned the hard way, doesn’t guarantee success in life.

My journey took me from pounding nails at age five in our family aluminum business to building Digital Edge Learning, a thriving education technology company. Along the way, I spent over a decade as a teacher and vice principal, learning that relationships truly are the keys to success. But beneath the surface of professional achievement, addiction was quietly destroying everything I’d worked to build.

A Message of Hope for Every Entrepreneur Who Has Lost Their Way

Doug’s mission extends far beyond the pages of his book. As someone who has walked through the darkest valleys of addiction and business failure, he understands the unique challenges facing entrepreneurs in crisis. His story isn’t just about recovery, it’s about discovering that our greatest setbacks can become the foundation for our most meaningful work.

Whether you’re struggling with addiction, facing business failure, or simply seeking to align your work with your deeper values, Doug’s approach combines practical business wisdom with faith-based recovery principles. His goal is simple: to help others transform their pain into purpose and their setbacks into powerful comebacks.

Behind the Pages

Inspiration in Every Word Discovering the Book's Origins

The Entrepreneur's Recovery Playbook was born from the darkest chapter of my life. When addiction brought my thriving education technology company to its knees, I faced a choice: surrender to defeat or fight my way back with the same entrepreneurial spirit my family had instilled in me for five generations. This book chronicles that journey from rock bottom to redemption, offering both the raw truth of failure and the practical strategies for rebuilding with purpose and faith.

A Glimpse Of My Life