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.
In 1885, he was admitted to the bar and commenced practicing law in Sioux Falls, South Dakota. As an attorney, Kittredge worked as the Sioux Falls correspondent for the St. Paul Pioneer Press, a leading Republican newspaper, which enabled him to build personal and professional relationships that were beneficial during his political career.