His mother worked as a housekeeper for Richard D. Cudahy, a judge of the United States Court of Appeals for the Seventh Circuit.
He subsequently served from 1988 to 1989 as a law clerk for the Wisconsin Circuit Court in Milwaukee County.
[2] In 1996, Donald was appointed by Governor Tommy Thompson, a Republican, to a vacant seat on the Milwaukee County Circuit Court.
[4] Judge Donald was endorsed in this race by former United States senator Herb Kohl.
[5] On September 4, 2019, Donald was appointed by Democratic governor Tony Evers to a vacant Court of Appeals judgeship in Milwaukee.