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Heartland Express was founded in 1978 by Russell A. Gerdin.
Heartland Express went public in 1986. By 1988, the company had a fleet of more than 300 tractors and a net income of more than $5 million.
Heartland Express acquired Illinois-based Munson Transportation in 1994, doubling the size of the company. By the end of the following year, the company reported a net income of more than $20.5 million.
In 2013, Heartland Express purchased Gordon Trucking for $300 million. The acquisition made the company the fifth-largest asset-based trucking company in the United States.
In 2017, the company acquired Interstate Distributor from Saltchuk for $113 million. Heartland express acquired Millis Transfer in 2019 for $150 Million.
In 2022, Heartland Express acquired Smith Transport for $170 million. The company acquired the trucking assets of Contract Freighters, Inc. (CFI) from TFI International for $525 million later the same year.