Jess graduated from Winamac Community High School in 2007 and then pursued degrees in Agricultural Economics, Agronomy, and Farm Management at Purdue University. He returned to the family farm in 2011 and collaborated with his brother in law to start a retail fertilizer and chemical operation, Mill Creek Crop Care. Several years was spent on growing that business when he decided to focus more within the farm operations in 2017 and formed Mainstay Farming Partnership. Within the farm operation, Jess has been managing logistics and agronomics, along with business development. Mainstay Farming Partnership currently manages and grows non-GMO corn and soybeans, seed beans, popcorn, wheat, and organic production in north central Indiana.