Why wouldn't someone want to expand and reach the top of a business career?
For Neville Medhora, he realized that people at the very top are incredibly competitive by nature. He doesn’t believe he has enough of a chip in his shoulder to be at the very top nor does he desire that. The mountain also gets smaller at the top and he doesn’t want to be at the pinnacle.
Why thinking about your death could be a positive experience?
It may be scary for some people, but if you are able to break your life into a series of finite events, you'd start to wonder of all the ways you could fill your life before your eventual death. It is a way easier exercise when you know that your life is going to end.