Jeffrey has farmed in the Biggar/Landis area since 1994. His background includes a Bachelor of Commerce degree from the University of Saskatchewan. Jeffrey has served on the R.M. of Grandview Council and as Reeve. He has also served on The Board of the Biggar Museum & Gallery and the board of Great Plains College.
Jeffrey was Chair of the Agricultural Implements Board of Saskatchewan from 2007 to 2024 and Chair of the Agricultural Operations Board of Saskatchewan from 2018 to 2024.