[4] He was literate, although it is not clear how he obtained his education, and by the time of his first accession to office he was a resident of an estate called "Discontent" in what is now Montgomery County.
Upon his death, all of his assets including land and enslaved persons were bequeathed on his nephew, who like Wootton's father was named Turner.
Under that Constitution, Wootton was elected to the first House of Delegates of Maryland and was selected as the first Speaker of that body, though he resigned his speakership during that first session.
These were the first new counties created by an elected body in what became the United States, and the first to be named after revolutionary war heroes, in this case Richard Montgomery and George Washington.
In addition, he worked to build a new market house in Frederick Town, a new church in Prince George's, and to expand poor relief.