In 1878 Bowles was appointed as a colonel of the militia.[2] He was elected as the chief of police in 1879.[2]
He was elected to represent Adams County in the Mississippi House of Representatives from 1881 to 1894.[2][4][5] He was a Republican.[3]
In 1888 he proposed that the office of Justice of the Peace be abolished as the city already had two magistrates and other staff with the jurisdiction to do the same task.[6] Shortly after he proposed to repeal the Railroad Commission bill to save taxpayers money on the "useless" commission.[7] He also authored a bill to establish a colored insane asylum.[8]
In December 1891 the election for the position of representative for Adams County was contested by Charles R. Byrnes against Bowles.[9][10] Byrnes withdrew his contest on December 28, 1891, leaving Bowles as the Representative for Adams.[11]
In 1891 he was elected as the president of the Mississippi Colored State Bar Association, it was the first colored state bar in America.[12]
January 1892 he had the honor of being appointed to the Judiciary Committee a position that no other "colored man" had been appointed to since the Democrats gained control.[13]
He was called to run again in 1895 to serve Adams County in the legislature but declined due to new interests to do with his private business.[14]
He served on the School Board[15] and had been a city marshal.[2] He also was a large grocery merchant.[7]
He died December 26, 1899, at his home.[3]
He lived at 13 St. Catherine, Natchez, as noted on a historic marker.[15]
His wife, Laura E. (née Davis), preceded him in death by a couple of months dying August 17, 1899.[17]
He died with no close relatives,[3] so his will dispersed his estate to local friends and organisations.[18]