He was admitted to the bar in 1885 and commenced practice in Sioux Falls, South Dakota. While establishing himself as an attorney, Kittredge became the Sioux Falls correspondent for the St. Paul Pioneer Press, a leading Republican newspaper, which enabled him to develop personal and professional contacts that proved useful during his political career.
He joined the bar in 1885 and began his practice in Sioux Falls, South Dakota. While building his reputation as an attorney, Kittredge served as the Sioux Falls correspondent for the St. Paul Pioneer Press, a prominent Republican newspaper, which helped him establish personal and professional connections that were beneficial to his political career.