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.