Following his graduation, Pitkin would practice law while serving as a school principal in New Orleans between the years of 1861 to 1863.[2] During the Civil War, he would find himself briefly serving as a private in Louisiana's Crescent Regiment, beginning on February 18, 1863.[3] However, after the fall of New Orleans, he publicly declared himself a Republican and Unionist, earning him a position in the Reconstruction.[4] He would participate in the Southern Loyalist convention, held in Philadelphia in 1866, and would serve as a Republican campaign speaker.[5]
Pitkin had a daughter on August 8, 1877, in New Orleans, Louisiana named Helen. She would go on to become a staff writer for the Louisiana paper, the Times-Democrat.[6]
In 1877 Pitkin was nominated to be marshal of the United States for the eastern district of Louisiana; he would hold the position for one year.[7] Later in 1882, he would take the position back up.[8]
The last government position that Pitkin would hold would be postmaster of New Orleans, which he served as between 1898 and 1900.[7][11] He resigned from this position amid a blackmail scandal involving his secretary.[4]
Pitkin died in New Orleans on July 4, 1901.[1][12]