As a followup to this letter, Jason Kottke and others did some research on Jourdan Anderson’s further life. It looks like it was a good one:

At the time, Anderson and his wife Mandy were in their 70s and had been married for 52 years. Mandy had borne 11 children, six of whom were still living (Anderson’s letter, written in 1865, references five children, two of whom were “brought to shame by the violence and wickedness of their young masters”…not sure if they had died or not). The three children living with them in 1900 were all in their 20s, born several years after the letter was written.

Obviously, it could have been a life of family turmoil, but I prefer (in the absence of evidence to the contrary) to envision one of domestic happiness and calm. I also have this tiny little fantasy that every Christmas, Mr. Anderson sent a Christmas card to his former enslaver. “Still free.”