I recently discovered a wonderful, ongoing debate about Judaism and the Jewish future between Jack Wertheimer, Provost of JTS and its Chief Academic Officer (who knew such a thing existed?) and Joey Kurtzman, senior editor at Jewcy.com. Wertheimer is the older, more traditional Jew; Kurtzman the younger, atheist, cosmopolitan Jew. Check it out – it’s excellent, challenging, and engaging (though in my opinion, Kurtzman is a bit out of his intellectual league).
The debate is part of an ongoing series of debates at Jewcy called Dialogue, which I highly recommend.