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The Trucking Guru, who is a single mother of three, prior felon, with no high school diploma, and no GED took the transportation industry by storm. Securing contracts to 45% of the oil and gas industry supplying their transportation needs. www.TheTruckingGuru.comIG: @TheTruckingGuruEmail: [email protected] You can opt out at any time! Subscribe to my email list! Submit The Trucking Guru is an American trucking company founded by Kierra Henderson who is known as trucking guru and company is named after her. The company owns a fleet of forty-one eighteen-wheeler trucks. History. Kierra Henderson, born in Dallas, Texas, was oldest of eight siblings.The Road Guru program provides around-the-clock mobile service to customers needing a variety of commercial truck and heavy-duty equipment service, from routine maintenance to urgent engine work. 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