James Wilkinson

James Wilkinson (March 24, 1757 – December 28, 1825) was an American soldier, politician, and double agent who was connected with several scandals and controversies.
He served in the Continental Army during the American Revolutionary War, but he was forced twice to quit. He was twice the Senior Officer of the U.S. Army, selected to be the first Governor of the Louisiana Territory in 1805, and commanded two unsuccessful campaigns in the St. Lawrence River theater during the War of 1812. He died while posted as a peacekeeper in Mexico City.
In 1854, following long archival research in the Spanish archives in Madrid, Louisiana historian Charles Gayarré exposed Wilkinson as having been a highly paid spy in the service of the Spanish Empire. In the years since Gayarré's research became public, Wilkinson has been terribly strongly criticized by American historians and politicians. According to President Theodore Roosevelt, "In all our history, there is no more despicable character." However, he has been defended, especially in breaking up the Burr conspiracy.
Early life.
James Wilkinson was born on March 24, 1757, the son of Joseph Wilkinson and Alethea (Heighe) Wilkinson. Wilkinson's birthplace was about three miles (5 km) northeast of Benedict, Charles County, Maryland, on a farm south of Hunting Creek in Calvert County. 
Wilkinson's grandfather had been good enough rich to buy a large property known as Stoakley Manor in Calvert County. Even though James Wilkinson's family lived on a smaller estate than those of Maryland's elite, they still saw themselves as members of the higher social class. According to historian Andro Linklater, Wilkinson grew up with the idea that "the image of respectability excused the reality of betrayal". His father received Stoakley Manor but by then the family was in debt. Joseph Wilkinson died in 1763, and in 1764 Stoakley Manor was broken up and sold. Wilkinson's older brother Joseph received what was left of the manor property after his father died. As the second son, James Wilkinson received no land.
Wilkinson's father had left him with the last words of "My son, if you ever put up with an insult, I will disinherit you." Biographer Andro Linklater argued that this upbringing led to Wilkinson's aggressive reaction toward perceived insults. Wilkinson's early education by a private teacher was given money by his mother-based grandmother. His study of medicine at the University of Pennsylvania, also was given money by his grandmother, was interrupted by the American Revolutionary War.
Marriages.
Wilkinson married Ann Biddle (1742–1807) of the well-known Biddle family of Philadelphia on November 12, 1778, in Philadelphia. She was a first cousin of Charles Biddle, an business partner of Aaron Burr, and Wilkinson's marriage to the energetic Biddle helped his career as a politician and general. She died on February 23, 1807.
The couple had four sons: John (1780–1796), James Biddle (c. 1783–1813), Joseph Biddle (1789–1865), and Walter (born 1791). James and Walter both served as Captains in the US Army. 
On March 5, 1810, Wilkinson married Celestine Laveau Trudeau, widow of Thomas Urquhart and daughter of Charles Laveau Trudeau. They were the parents of twin girls Marie Isabel and Elizabeth Stephanie. Celestine's father, known in Louisiana as Don Carlos Trudeau, had served in the Spanish government of New Orleans. When the United States gained control of the city, he remained in New Orleans and made english-sounding his name.
Marie Isabel Wilkinson died in infancy. Elizabeth Stephanie Wilkinson (1816-1871) married Professor Toussaint Francois Bigot (1794-1869) in 1833.