I would say two of my biggest challenges have been finding a job and staying abreast of learning everything you need to be successful. It's an interesting logistical challenge. However, I end up creating a lot of stress for myself as a result. I've learned over a long time of trying that project based learning is far better than just reading books.
I agree, George, skills need to be learned through practice. Josh Kaufman said it the best in his great talk about learning new things quickly: "you want to learn just enough (from books) that you can actually practice and self-correct".
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