Clarence P. Tooley, born in Evanston, Wyoming, on August 31, 1873, moved with his parents to Castle, Montana, at the age of 12. As a young man he located in Two Dot and invested in a chain of area general merchandise stores. Through this venture he was first associated with Ernest C. Baxter who became a life-long business partner. Beginning in 1905 Tooley and Baxter formed at least two ranching businesses; the Twodot Land and Livestock Company and the Tooley-Baxter Land and Livestock Company. Together these companies managed the Linton, Duffey, and Tice ranches totalling more than 20,000 acres. In addition to their ranching enterprises, Tooley and Baxter were also interested in banking. In 1906 they joined with Dr. Henry B. Tice to organize Tooley, Baxter and Tice Banking House, the second Musselshell Valley bank, located in Twodot. In later years beginning in 1917, the Bank of Wheatland County opened at Harlowton with C.P. Tooley as president and E.C. Baxter as secretary and cashier. C.P. Tooley was also active in other commercial ventures including the wool trade, the insurance business, and general land sales, as the secretary of the Golden Valley Land Company of Harlowton. A Republican, Tooley was elected representative from Meagher County in 1903 and served as the county's state senator during the years 1905-1911. During his legislative career he worked for the creation of Wheatland County and with the success of that effort he was selected as the county's first Republican nominee for state senate in 1918. However, on October 10, 1918, shortly before the election, Tooley died from pneumonia during the Spanish influenza epidemic. Following Tooley's death, his widow Harriet Waldorf Tooley continued his business activities. Born on February 17, 1877, in Hays, Kansas, Mrs. Tooley was a member of the first graduating class of the Montana State Normal College at Dillon in 1898. She and Senator Tooley met in Helena during a legislative session and were married on April 27, 1910. Harriet Tooley remained active in the Twodot Land and Livestock Company and the Golden Valley Land Company and became the Harlowton agent for numerous insurance companies. In addition, she continued buying and selling wool and at one time was recognized as the only woman wool buyer in the world. Harriet Tooley died in Great Falls on November 16, 1955.