After the war he returned home and entered into the law office of his brother, Sullivan M. Cutcheon, in Ypsilanti. At the time, Sullivan was Speaker of the Michigan House of Representatives and later became U.S. Attorney for the Eastern District of Michigan. He entered the University of Michigan Law School in 1865 and graduated in March 1866. He was admitted to practice in Washtenaw County in January 1866. In the Spring of 1866 he was appointed the state agent of the Michigan Soldiers' Monumental Association. When the association was inaugurated, in 1865, addresses were made on that occasion by Gen. Cutcheon, Hon. Austin Blair, (Michigan's war governor), Hon. Jacob M. Howard and Gen. Orlando B. Wilcox. In this work he traveled all over the state, making appeals to the people and securing their aid in this grand undertaking. In fall 1866, he moved to Ionia to resume the practice of law. In July 1867, he moved to Manistee. He was appointed a member of the State Board of Railroad Commissioners, 1867-1883. In 1866 he was also appointed president of the Michigan Soldiers' Home Commission, Governor Henry H. Crapo. He served as a Presidential elector from Michigan in 1868, casting votes for the ticket of Ulysses S. Grant and Schuyler Colfax.