Born in 1915 Jacksonville, he never truly knew his father as he was drafted and sent off to fight in WW1. There, his father died in the battle for the Somme along with tens of thousands of others. His mother never fully recovered and it was not an ideal time to be a young, unwed woman with a child. She bounced from boyfriend to boyfriend, each treating her as a doormat, or otherwise abusively.
Timothy turned to petty crime to make ends meet in his early teens. He had grown up near the waters around Jacksonville, so stealing boats and running some light contraband came naturally. He, and some friends, would steal boats around Jacksonville then sell them up and down the coast. Occasionally, they would be able to snag a larger vessel that they would take out to the islands.
On one of these trips, he and his friends were selling a small transport ship to a new contact. They each would have made a few thousand dollars, so they were willing to take a few extra risks. They sailed the ship into a small cove in the Bahamas and were ready to meet with the buyer, a man out of England, later that night. The man turned out to be a Ventrue seeking to build up a powerbase around the Bahamas as he saw war coming to Europe.
He could tell that Timothy was the, for lack of a better term, brains of the operation and Embraced him. He turned the others into ghouls and started a smuggling route disguised as a normal trade ship. While a small portion of the cargo would be legitimate, the bulk was set for the black market. Occasionally, they would even slip into occupied France and Germany.
Eventually, the war ended and his sire sought business opportunities in Ireland by running guns for the IRA. Timothy, on the other hand, went back to America and eventually settled in the Miami area just as the cocaine boom was starting up. He sells shifty boats to shifty people for big money.. he also sells legitimate boats to other people.
specializes in Yachts and high-speed Cigarette Boats