The Brainchild
MeetMeighan
Hey Babes! I’m Meighan Cole-Bailey — From Foster Care to CEO
I’m the founder and visionary behind Trucking in High Heels, and I wear many hats that all align with one divine purpose to empower others to see themselves the way GOD sees them: capable, chosen, and called.
I proudly call myself a System-preneur, not just an entrepreneur.
What does that mean? It means I don’t just build businesses I build systems that solve problems from the root, not the surface. I design sustainable models that create opportunity where there once was lack, transform communities that were overlooked, and make space for others to rise.
I’ve learned that real success isn’t measured in dollars it’s measured in impact. It’s in the lives changed, the barriers broken, and the doors opened for those who were once unseen, unheard, and left behind.
As I often say, “I’d rather spend my time creating solutions that address the fundamental causes of complex problems than curing just the symptoms.”
Because true impact isn’t just about profits it’s about purpose, people, and progress.
For me, being a CEO was never about a business or a bag it was about becoming the CEO of my life. It meant taking back my power, protecting my peace, and walking boldly in my purpose. It’s leading with vision, discipline, and self-worth not waiting for opportunities, but creating them.
That’s why my name, From Foster Care to CEO, became more than a title it became my testimony.
People used to say, “You don’t look like you were a foster kid,” and I’d smile and wonder what does a foster child look like? Because purpose doesn’t always look like what we’ve been through it looks like what we’ve overcome.
As a MWBE (Minority Woman-Owned Business Enterprise) and Business Enterprise Program (BEP) certified small business (fleet) owner, certified small business advisor, author, mentor and life coach, I am deeply passionate about helping others start, build, grow, and scale purpose driven businesses.
My journey began more than 20 years ago in the logistics industry, starting as a router and dispatcher for a large company. It was there I learned that with structure, faith, and service, you can move mountains and move people toward their destiny.
Now, every platform I stand on whether speaking, mentoring, or advising is a reminder that my story was never meant to end with me.
“My life’s work is about reaching back, lifting up, and helping others rise. I’ve learned that true success isn’t about what you achieve it’s about who you empower along the way.”
OurTeam
Anthony Bailey brings over 15 years of merchandising and warehouse experience, working with vendors such as Menards, Wacker In Tulsa, Oklahoma, he attended Tulsa Community College and studied business management. During his time in college, he catered events for several colleges in the surrounding area. Certified as a food handler, Anthony has always dreamed of opening his own family group home & restaurant establishment. Anthony is passionate about helping people and serving his community. He is presently the Fleet Manager and handles operations for CTMH Transportation & Ma Maw's Kitchen LLC.
Christopher Martin brings over 8 years of restaurant experience. He spent most of his younger years working at Rib Inn and Allison BBQ, both based in Chicago, Illinois. Christopher learned how to cook, prep and work the cash register for both establishments.
Christopher also has several years of management experience, including previously working as a manager at CDT Transportation LLC in Chicago, Illinois for over 15 years. He is presently the Fleet Manager and handles operations for CTMH Transportation & Ma Maw's Kitchen LLC.
