We sent:

1. copies of DS's math tests from this year (he is accelerated two years in math) and still getting very high grades.
2, a report he wrote in first grade (it was actually typed, but we explained that the vocabulary was all his and he used words like viviparous.
3. a video of him talking about the Battle of Germantown (complete with his explanation of one of the generals being drunk ;O )
4. a couple of pictures showing things he has built with blocks, etc.(a cantilevered bridge and a huge train layout when he was 4).

I really stressed about what to send, but in the end I just went with what I could find easily and that seemed reasonable.

Also, I know they prefer handwritten, but if you have a kid who hates to write or has handwriting issues, that might be a challenge. If you send something that was typed, etc. be clear about who did the work. In my son's first grade report, I made it clear that the spelling and layout was not his. But the use of language was (I pretty much typed as he dictated).

Good luck.