The use case here is that we utilize writers who need to push a certain amount of content for various clients each month. We're trying to implement cases for the first time so we have some visibility on the status of the work, but there's a lot of clients and there's a LOT of articles that need to be done per client. Each of the clients may be on a different plan, and each plan would be given a specific number of articles to be written. 

• Check a specific field in an "account" record
• If the field is one value, the customer needs a certain number of cases opened for them each month with due dates spread out throughout the month. If the field is a different value, they need a different number of cases opened for them each month.

Searches have led me to "timed workflows" but I haven't been able to make headway yet. My company is using Lightning but I'm fairly confident this scenario won't work in it without using the API. I do have access to the classic version. I'd love to be able to do this fully in the SF UI but can code some script if necessary.

How would you approach this?