I’d choose Tony Robbins. I admire his success, but even more so his ability to connect with people, communicate directly and turn personal development into something practical and accessible. I’d ask him: After everything you’ve achieved, what do you believe is the most important thing you still have left to accomplish?” I’d be interested in what continues to drive someone who has already reached such a level of influence, and whether the definition of success changes when you move beyond achievement and towards legacy, contribution and the impact you leave on other people.