The Brainchild
MeetMeighan
Meighan Cole-Bailey — From Foster Care to CEO
A business strategist, speaker, author, transportation industry leader, and founder of Trucking in High Heels. With over 20 years of experience in transportation, logistics, and entrepreneurship, she helps men and women build sustainable businesses, gain industry knowledge, and walk confidently in their purpose.
Her journey did not begin in boardrooms or business schools. It began with resilience.
Growing up in the foster care system, Meighan learned at a young age how to persevere through uncertainty with limited resources. Those early experiences became the foundation of her resilience and fueled her passion to create opportunities, build businesses, and help others who may feel unseen step into their potential.
Her passion for transportation was deeply personal. In 2007, after her grandmother suffered a debilitating stroke, Meighan became her caregiver and experienced firsthand how difficult it could be for families to access reliable transportation for medical care. Determined to ensure her grandmother could attend her appointments safely, she purchased a van to transport her. What began as an act of love quickly revealed a larger need in the community and became the foundation for her work in transportation.
Today, she leads multiple businesses and initiatives focused on transportation, consulting, caregiving services, and community empowerment.
Through Trucking in High Heels, she provides mentorship, strategy, and guidance for men and women looking to enter or grow within transportation, logistics, and entrepreneurship.
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.
