Obermeier Truck Service was started by Leonard and Lois Obermeier in 1964 as Obermeier Trucking. Leonard was employed at Covington Quarry and Lois at Scott Air Force base at the time. Lois was pregnant with their first child, Jeff. They purchased a used coal delivery truck and thus was the beginning of Obermeier Trucking. Leonard would pick up coal at the Venedy Coal Mine or Bell Valley Coal Mine and deliver to various homes and businesses in Okawville and the surrounding area including the home of Lois’s parents Henry and Verdell Harre. The trucking business has outlived many of those businesses such as the Okawville Nursing Home, the prior Okawville Grade School, Blumhorst Bakery, and Wander Inn Tavern. Other customers such as the Original Mineral Springs and the Okawville High School continue to exist but have long since moved on to other forms of heating their businesses. In those days, Lois did all the bookwork for the business out of their home which they still occupy today.

Leonard expanded the operation to rock delivery by modifying his delivery truck with a tailgate. In 1967, while Lois was pregnant with their daughter Pam, they purchased the former Skyline Tavern property from Hubert Bull which is where the headquarters of the business still resides today. Lois left her job at Scott to sell insurance while still doing the business bookwork out of their home. With this property they began to stockpile rock, sand and lime and do local deliveries.

Jason, the current owner of the business, was born in 1971 which is a decade which saw the business grow dramatically to include multiple semis, tandems and lime trucks. The early 70’s saw them hire their first employees, John Stricker and Larry Bergmann who both stayed with the company for many years. Their services expanded to include grain hauling, lime spreading, and contract construction work. As the business continued to grow, it even changed names for a period of time in the 1970’s as Lois’s brother Don joined the company. They bought their first semi and became Obermeier – Harre Trucking. Don later left the business to farm, and the business returned to being Obermeier Trucking. Don would later return to drive for the company along with his farming before retiring in 2022?

1995 proved to be a very significant year for the business. First, they built what is currently the business headquarters and moved the office operations into that building. Another even more significant change was that Jason graduated from college and joined Leonard in overseeing the operation of the business. By 1996 they had purchased the first two of their new Freightliner tractors. One of which they still have today as a spare to the rest of their fleet. Leonard’s experience coupled with Jason’s enthusiasm has driven the company to where they are today. Customer’s have marveled over the years at Leonard’s ability to estimate the amount of rock needed without the use of a calculator or to spread a load of rock on their road so they did not even need to get a shovel out to smooth it over. He has passed these skills along to Jason and the other drivers. Jason has taken those skills along with a very customer positive attitude to grow the company into one with nearly 20 employees and a broad array of trucking services and products. Over the years the ownership of the business has transferred to Jason and became Obermeier Truck Service, LLC in 2009.

In 2024, Obermeier Truck Service, LLC acquired the assets of Doelling Trucking in Addieville. The additional site allows them to better serve the needs of the greater part of Washington and the surrounding counties.

The company has always had a significant amount of family involvement. Leonard and Lois continue to be significant participants in day to day operations. Their daughter-in-law, Laura, started working as a part time bookkeeper in 1981 and continued as a full time employee until her retirement in 2024. Over the years, Lois teamed up her insurance sales with her daughter Pam and husband Keith. Prior to that, Keith had driven truck for the business. Both Jason and Jeff spread lime and drove tandem as part of their summer employment while in high school and college. While attending McKendree, Jason would drive a semi to his classes and then deliver the load to St Louis after class. Upon his graduation from college in 1995, Jason joined the operation full time and continues to own and manage it today. Jason’s wife Dana joined the business in 2008 and manages the office operations. Jason and Dana’s son, Ryan, helps with deliveries at times. Their youngest son, Rex, has tremendous interest in the operation and already offers much advice to Jason on how things should be done.