Dean has a personal philosophy in his life: If somebody else can do something that he's been doing, they should do it. And what he wants to do is find things that would represent a unique contribution to the world - the contribution that only he, and his portfolio of talents, can make happen. Those are the priorities in his life.
In 2011, at the time when Dean wasn't fully aware of cloud storage, he had lost his two external drives in one incident. He lost most of his valuable work portfolio but learned very crucial lessons in a very hard way - preparation and backup in whatever situation and circumstances. He is now more heedful, cautious and well-prepared for his work.