The original question to me was who will be the Sinatras, of the future.
Someone can have a long career, be very talented and successful without having "staying power" but to be listened to across generations is different.Who ARE the stand-out stars of the contemporary era? I'm not talking about who is popular, current popularity and real star power that results in longevity don't necessarily go hand in hand. So in terms of artists who are say, around 40 or younger, who are the genuine STARS?