Kenneth Philip Grubb (1895-1977) received his bachelor's degree from Northwestern University in 1916 and was enrolled in law school there when World War I was declared. In 1917, Grubb enlisted in the officer's training program at Fort Sheridan, Illinois and later volunteered for flying service. Grubb received flight training at the U.S. School of Military Aeronautics in Austin, Texas from November 1917 to January 1918 and at Ellington Field in Houston, Texas from January 1918 until April 1918. Grubb was assigned to a pursuit squadron under General Billy Mitchell's command in France, but the war ended shortly after his arrival there so he never flew in combat. Grubb was honorably discharged from the U.S. Army in February 1919 as a Second Lieutenant, Air Service, and resumed his education at the University of Wisconsin - Madison Law School, graduating in 1921.

Grubb then joined the Milwaukee, Wisconsin law firm of Quarles, Spence and Quarles where he would remain for 34 years, creating a name for himself as an adept trial lawyer with particular expertise in medical malpractice and workmen's compensation cases. Kenneth P. Grubb was one of the first Wisconsin lawyers to be selected for membership as a Fellow of the American College of Trial Lawyers, he was active in various professional organizations, and he served as President of the International Association of Insurance Counsel from 1948-1949. In 1955, Grubb was nominated to the federal bench by President Dwight D. Eisenhower and was sworn into office in June of that year. Judge Grubb served with great respect and distinction until his retirement in 1970. Kenneth P. Grubb died on March 11, 1977.