One of my favorite things about putting the Boston gang (and historical figures in general) in alternate histories is because it’s fun to take these figures and imagine them in a totally different world and circumstances. How would this person’s story go in the 1940s? Or the 1980s? Or in the age of piracy, or ancient times?
However, my main reason for putting the Boston gang in alternate histories is because it’s fucking hilarious to imagine Charles Sumner in a lavender leisure suit a la Saturday Night Fever and no one can take that away from me.