Link Content (Training Material) to Courses

We are implementing EBS Oracle Learning Management (R12.2.3). Currently we are using a very basic/offline home-developed solution for tracking & reporting our employee training information.

The training content (presentations, videos used for different courses) is stored either on shared network drives or share point. I need help/guidance with the below steps:

1. We are using Oracle APIs to upload existing course, class and enrollment data from our current system into OLM. We also plan to move all the training materials into the OLM Content server. Is there a dependency between these 2 activities? How can I link the training material to the respective course/offering? I am talking about close to 1000 courses and so creating learning objects and then creating an offering/class for each would not be a best option. Looking for recommendations on other ways to do this.