Hi nmcnally ,
I see.
Unfortunately, that isn't possible. Only one Purchase Order will be created per WooCommerce Order, and emails aren't sent automatically. They must be sent manually PO by PO.
Again, it'd possible possible to implement these features with custom coding.
You also can create a thread in this Forum's Suggest a Feature section. If enough people are interested, we'll consider adding them in future versions.
Best Regards,
José Andrés