I can't find the story from the book The Hard Thing About Hard Things, but it was similar to some of the stories in that random article that google just fed me.
Masters in US implies the OP has a past history of completing non-trivial projects. Built career is just a narrative that HR and investors like. Humans can learn quite fast lots of useful things. This is not a statement "everyone can become world champion" but rather, you don't need to become world champion to find contentment and happiness in life. Growth mentality is the key.
This sounds like glass half-empty type of view. While pessimists never get disappointed, it also skews ones perception of the world so that one does not see the inherent opportunities, nor does one act to embrace those opportunities. It's much better to ask "what is the best version of events" that could come out of this and try to act so that happens (even thought that will then lead to disappointments)
