In article , Ragnusen Ultred
wrote:

Q1: Do you think the ai-format file saved from Adobe Illustrator version
12.0.0 on Windows will be readable by a current version of Mac Adobe
Illustrator?

that's already been answered.

Q2: Do you know Adobe Illustrator well enough to suggest what steps are
necessary (if any) to print to a vinyl-cutout printer?

yes i do.