[2] On 27 April 1802 Dickinson published an advertisement for miniature portrait painting in the Connecticut Journal, a New Haven newspaper.

[1] In July 1804, Dickinson made a trip to New York City, where Edward Greene Malbone painted his portrait.

[2] He returned to Connecticut and began painting prominent local people as well as students from the Tapping Reeve Law School and the Litchfield Female Academy founded by Sarah Pierce.

Since this hotel was called "the grandest and most important public house in New York City", Dickinson was clearly doing well at this time.

[1] Dickinson stayed in Washington, D.C. from 1827 to 1830, painting portraits of many important political and military leaders.

[3] He also visited and worked in Albany, New York City, Charleston, Boston, Philadelphia, Baltimore, Washington, D.C., New Haven, Litchfield, Buffalo and parts of Canada.

The 1850 census records that the retired couple's neighbors in Litchfield included a shoemaker, cabinetmaker, carpenter, labourer, and a blacksmith.

[9] Dickinson's engraving captured the essence of the original, but was somewhat simplified due to the constraints of the miniature format.

There was great demand for pictures of Washington, and Custis allowed Dickinson to hire James W. Steel to produce an engraving copied from his miniature.

[5] A book published in 1834 was not complementary: I first saw him in Albany in 1805 and his painting was then indicative of talent, He became a very good colourist.

Examples of his work are also held by the Connecticut Museum of Culture and History, Yale University Art Gallery, and New Haven Colony Historical Society.