I have the “WooCommerce Subscriptions plugin” and “WooCommerce Subscription Downloads”.
I created a product of the type “Simple subscription”, with the name “Premium Membership” and defined that product as in more than 1000 downloadable products in which it is part of this subscription plan. I did this in each product, more than 1000, there in “General” -> “Subscriptions” configuration.
Ok, now my subscribers can find their downloads on their “My Account >> Downloads” page, but the list is HUGE! Instead of appearing on the “My Account >> Downloads” page, I want to appear the “Download” button on each product page if the customer has the “Premium Membership” subscription active.
I don’t know if it was possible to understand, but I couldn’t find options in the settings for this and no plugin to do that!
Reviewing your inquiry, however, a workaround may be to put all the download files into one ZIP file and have the product just have one ZIP file that is available to download all the the individual files.