John Freeman is listed in the 1820 federal census for Deerfield, Massachusetts with one in the column for "Free Colored" men between the ages of 26 and 44. In December of 1822, the Deerfield, Massachusetts Overseers of the Poor wrote to the overseers of Petersham, Massachusetts to see if they would take him on. Deerfield's Dr. Stephen West Williams stated that due to a badly swollen knee, Freeman couldn't work and needed care. Petersham town officials responded in February of 2023, saying:
you say John Freeman an negro has become Chargable and he is a Pauper of this Town and you charge the expence to this Town- we wholly denye the said John Freemans Settlement belonging to this town....
They refused to pay any expenses regarding Freeman. He died in Deerfield in 1824, at the age of 36.