Clifton Shepherd

"I don't care if they are country folk or city folk they are peasants and might as well have the plague I didn't ask for excuses I asked you to kill them!" - Clifton regarding Duke's Boys

Clifton Shepherd was a big well known Oil baron and railroad investor in the west during the years of 1890-1898 and was constantly a victim of being robbed by Duke's Boys, he also had a rival of Curtis Calderon who was also a railroad investor that ran a crime family. Clifton put a lot of his money into hunting down Duke's Boys and Emmet Duke specifically.

It's Just Business
Around the year of 1892 Clifton had become quite rich with his oil which only allowed him to invest more into the railway system also allowing him to have more influence across the west, on his travels he eventually landed in the city of Bandera where he sought to relax and have leisure. Upon his arrival with his men as security he immediately was met by Curtis Calderon who knew he was coming and introduced himself to him, the two men would enjoy the city together talking regularly about business and other things. Curtis would eventually find out through conversation about a lot of Clifton's oil operations that made him money, this would allow Curtis to leave Clifton to the city to enjoy himself whilst he went after his operations. Curtis however would under estimate his security and was caught out by Clifton who then was incensed after he had heard about this, Clifton would practically start a war on Curtis which nearly left Curtis dead.

Loss of Investment
In the year of 1898 multiple of Clifton's oil carriages and payroll carriages would be stolen and assaulted which resulted in a lot of profit being lost from the man, Clifton would discover that it was Duke's Boys who were doing this however he did not know that they were working for the Calderon Family which prompted him to hunt this illusive gang. With some results Clifton's men would manage to kill one of the gang which only angered Emmet Duke even more with this, the Calderon Family would scout out an oil factory belonging to Clifton which they gave to Emmet Duke using his anger stating that he was there. The gang assaulted the factory blowing it sky high after realising he was not there.

Clifton's Death
Coming towards the end of 1898 Emmet Duke had lost the majority of his gang however the few left alongside Emmet decided to finish off loose ends which included the death of Clifton, this would occur when Clifton was in a business meeting with Peter Conley at the time which Emmet was hoping to kill both men however only managed to his Clifton. After his death most of his assets and shares were spread within his oil company and within the railroad company.