Not easily, no.
The challenge is that you can only send webhooks with actions, not based on time.
And actions need user interaction.
What you could do is send a webhook to Make when the item is created, including the calculated due date, and then store the details in a Data Store. You could then have a Make task that runs periodically to check for any overdue items, and send an email. If a payment was made against any of them, you would also need to send a webhook at that point, so the data store could be updated.