Student or Learner
The following in red is confusing. It seems there's something missing there, but I'm not sure. What is it saying.
As he works, he goes back through journal entries that he's written on cross-country flights and in other spare moments. He believes the practice helps him record meaning data. ..... But it also helps him think through bigger life questions, track his progress toward long-term goals, and capture ideas and dreams about what might be.
In this context, "what might be" means "what might happen in the future".
I'm not a teacher of English, but I have spoken it for (almost) all of my life....