In anticipation of our second Congregation Kol Ami Jazz Night on Saturday night, October 20, I reflect on my own involvement with and love for jazz, how I came to be such a devoted fan of this extraordinary art form, and how, as a rabbi and a Jew I connect to this music. I will have more to say during my short talk on October 20. Suffice it to say for now that jazz, music in general, and even more generally the arts serve to open windows as to not only our cultural sensibilities, but our social connectors; both within our Jewish community, and how we relate to other communities. In the case of Jazz I think it says much about the evolution of the relationship between the Jewish community and the African-American communities.