Hello there,
I can make your transactional emails to be sent after 2 days and check if the user don't have new order in past 40days to sent him another email for points reminder.
Please initiate a chat with me so we can discuss about the details.
Please visit my Freelancer profile, as you can see most of my projects are Magento, and there are a lot of satisfied clients, hope that you are the next one.
Best Regards,
Bojan