I like your ideas about doing some journaling type things re: being law clerk. I think for him it would be best to let him use photos and Presi type things. I can't imagine his being willing to essay about it--although he might, if I offered to type. He does NOT like expository writing one bit (but does enjoy creative writing) and the main objective in this "internship" is for him to experience some success in the presence of adults who really enjoy his company.
Absolutely! The ideas of supporting him at home to build journaling/vocabulary/essay around this experience are to:
- leverage something he likes and is interested in to strengthen reflection and written expression skills (not to make the work burdensome or drain the fun out of what he is interested in)
- reflect on his internal experience of what he is interested in, about the internship
- become aware of what triggers a change, if at some point he may appear to lose interest in the internship (for example: social dilemma, sense of things piling up, boredom with repetition, too much (or too little) structure)
- if all goes well, have this positive experience to refer to, when he may, in future academic settings, be required to reflect and give written expression to his ideas and experiences.
I can't wait to see him in his little lawyer outfit: he is very excited about a white button-down and a red tie. It was his first response to the proposal.

Possibly he may have a penchant for dressing the part... playing a part... trying new roles... acting... has he participated in theatre experiences? Or might he like to?