Yes it shows your openness. I definitely would discuss accommodations since it has been a chief complaint. A few things you can ask for if they don't offer:
- keyboarding time
- limit markups on capitalization and periods while working on this to try and encourage positive feelings towards writing and be sensitive to self esteem.
- allow grippers, slope writing desk/top, check for posture (fit in ground and proper pencil grip).

I also would discuss enrichment. The goal needs to be to balance his need to remediate writing while still meeting his gifted needs. Does this private school recognize gifted ness and have programs?