As the days go on, Holly and Paul get closer, and he accompanies her on a trip to Sing Sing prison where Holly meets with Sally Tomato, an alleged mob boss put in prison for tax fraud. For Holly, he acts as an accountant and instructs her on how to handle her finances and what she should do to save the little money that she has. On this particular visit to Sing Sing though, Holly also shows Sally Tomato Paul's manuscript for his newest novel, and he tells Paul to turn it into a novel, "Someday, Mister Fred, you take this book, turn it into a novel. Everything is there. Just fill in the details." As Holly remarks that it would surely make for some good laughs, Sally says to her, "No. No I don't think so. This is a book would break the heart."