Send recurring Email including items URL, with read Receipt.

i have got n number of list items assigned to specific people based on Assigned by Column. I would like to send an automated email once every month with a notification or link to all the documents they own. similarly i would also like to cc me once those email are sent out, and have a read receipt once those assigned people view that email along with a followup or due date similar to outlooks followup flag for recipient?

i have gone through several articles and were only able to send email with individual items and couldn't figure out if we can add read receipt.