Future Little Rock Mayor Dr. Matthew Cunningham was born on July 5, 1782 in Pennsylvania. After receiving his medical degree from the University of Pennsylvania, he ended up in New York City.

It was there he met and married a young widow, Eliza Wilson Bertrand. After a brief stint in St. Louis, Dr. Cunningham was one of the first settlers of Little Rock in February 1820. He became the first physician in Little Rock.

In September 1820, Mrs. Cunningham and her children joined him. She became the first female in the Little Rock settlement. Dr. and Mrs. Cunningham had a son, Chester, who was the first white baby born in Little Rock. (Though not supported by any public records, there is some unsubstantiated thought that one of the African American slaves they had gave birth to a child before Chester was born.) The Cunninghams had several other children.  One daughter, Matilda, would marry Little Rock businessman Peter Hangar.  (The Hangar Hill neighborhood is named after Peter Hangar.)

In 1831, Dr. Cunningham was elected the first Mayor of Little Rock. He won the race 23 to 15 over Rev. W. W. Stevenson. The first City Council meeting took place at the Cunningham house on the block which is the southwest corner of what is now 3rd and Main Streets. Records are incomplete as to where on the block the Cunningham house was located, but a plaque is on 3rd Street near Main on the side of the Fulk Building which Cranford Johnson Robinson Woods is now renovating for their future office space.

Dr. Cunningham served one year as Mayor. He lived until June 15, 1851 and is buried at Mount Holly Cemetery. His wife, son, and the Hangar family are buried next to him.  His stepson – Charles P. Bertrand – also served as Mayor of Little Rock.