Nice to virtually meet you! Here's what you need to know about me.

Hi, I’m Deanna — a Career Ownership Coach® dedicated to helping individuals confidently navigate the path to business ownership and unlock new possibilities in their personal and professional lives.

With over two decades of experience in people-focused industries, I’ve had the privilege of working with clients from all walks of life — from high-profile leaders to everyday professionals ready to reimagine their future. My mission is simple: to empower you to explore the freedom, control, and fulfillment that come with entrepreneurial success.

I provide a safe, strategic, and supportive space where clients can step back, reflect, and uncover what’s truly possible — both in business and in life. Together, we clarify your goals, identify opportunities, and build a plan toward lasting independence, fulfillment, and growth.

My own journey has spanned the many different industries, each chapter teaching me the value of adaptability and courage in times of change. During the 2008 recession, I made a bold leap into a completely new career path as a flight crew instructor—and then again in 2024 as a small business owner and career coach- each one challenged me to grow and reminded me that incredible things happen when we push past fear.

Alongside my husband, Duncan Wooster — a military veteran, aviator and now Business Development Associate — I discovered that business ownership was the ideal vehicle to align our values, goals, and lifestyle. Today, as a veteran-owned and woman-led business, we’re passionate about helping others gain the same clarity and confidence as they design their own futures.

At the heart of my work is a simple belief:

Everyone deserves the chance to own their future.

“I started with just me and one truck, working out of my garage. I now have four employees, and I am in a commercial space. The earnings potential is pretty well limitless at this point. I am busy. I do have to spend time away from my family just as I did before. But now, if I want to stay home and cook my kids breakfast, I can. On nice sunny days, if I want to cut out early to take the kids swimming, I do. I don’t just have weekends to choose from anymore.”

BRANDEN BOWDEN, New Business Owner

Let’s start the discovery process with a free consultation. My goal is to help you discover what your future has in store, and I can’t wait to get started.

  • This field is for validation purposes and should be left unchanged.

By providing your email and phone number you are consenting to receive emails, calls and recurring SMS/MMS messages, including autodialed and automated calls and texts, to that number from The Entrepreneur’s Source. Messaging and data rates may apply. See Privacy Policy for details.