This story immediately reminded me of Scott Adams. He spent some time working on financial models before writing Dilbert. If you can stomach polarizing political viewpoints from a cartoonist, I would highly recommend reading his non-Dilbert books and giving his blog a thorough reading. His reflections on life touch on the role of luck, the limitations of prediction models, and framing worldviews from multiple perspectives as a way to narrow down on success, influence, and the very meaning of life.