About TIHH  



Meighan Cole, From Foster Care to CEO, believes that women and young girls should be accepted and looked after, not looked down on and frowned upon. Having firsthand knowledge of what it's like to feel rejected and unaccepted as a former foster child, female trucker and entrepreneur, in 2021, she founded Trucking in High Heels LLC. (TIHH) to provide a safe-haven, resources, empowerment, inspiration, and education to aspiring female entrepreneurs and females interested in the trucking industry. 

Meighan, a former foster child, has faced and overcome many obstacles in life and is determined through TIHH to EMPOWER aspiring foster kids who want to become entrepreneurs, entrepreneurs to move beyond their current belief systems, fear and, their past, to overcome obstacles, and to Keep On Trucking Babes.

Meighan, favors the underdog and has a love for children and at risk youth. She will teach women from all walks of life about entrepreneurship and the trucking industry. She will also teach them how to become "van-bosses" and van-trucking owner operators.

TIHH takes pride in coaching women & foster-care-preneurs to Six Figures in the Van Trucking transportation industry!

A WMBE (Woman Owned Minority Certified) small business owner, certified small business advisor and a life coach, Meighan is passionate about empowering others on how to start, build, grow, and scale their businesses.  She started in the logistics industry over 20 years ago as a dispatcher for a large company. In her Corporate America career, she worked for Verizon Wireless in financial services and the major accounts business department until 2011 when life took a turn for her family.

In 2012, she started her own transportation company after her grandmother suffered a debilitating stroke. With her family constantly struggling to find consistent transportation to take her grandmother to and from appointments in their rural hometown, she noticed that other patients like her grandmother struggled with finding accessibility to their appointments as well. Meighan saw a need and became determined to fulfill it.


To date, Meighan's transportation company provides over 55,000 rides annually to veterans, children and persons with disabilities. 


As a result of transitioning from full-time corporate employee to a full-time small business owner, Meighan, a single mother, gained the freedom to be more present in her children's lives and watch them grow and flourish. She also learned that the transportation industry can be lucrative and lead to financial freedom if you don't bite off more than you can chew.


Meighan's eagerness, community- driven mindset and determined personality has propelled her to learn how to scale, build, and grow her business so that she can leave her children with generational wealth and specialized knowledge. Since 2018, she has successfully assisted more than10 entrepreneurs with starting or up-scaling their small businesses. In 2020, she became an author ,certified small business and life coach.


Meighan gets excited when she hears other women share their passion and love for entrepreneurship. Here at TIHH, she will share her specialized knowledge, with other's about the transportation industry and  entrepreneurship. She believes in entrepreneurship sisterhood is important and that together women can build empires and build legacy for generations to come with the proper guidance and resources.


Trucking In High Heels Foundation is a 501c3 organization where proceeds will be donated to at' risk youth, and foster children that aspire to be entrepreneurs. Meighan, believes that sowing a seed into the future of foster children and youth simply makes the world a better place. She says she will always remember those in foster care and in need as it was a part of her story and life journey! 


Anthony Bailey brings over 15 years of merchandising and warehouse experience, working with vendors such as Menards, Cisco, Kraft and M&M. 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 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. Christopher is presently a Fleet Manager and handles operations for CTMH Transportation & Ma Maw's Kitchen LLC.



To cultivate and create opportunities for aspiring owner operators that want to get into the van trucking industry. To empower and mentor them in becoming successful entrepreneurs and small business owner's.