When you click New Assignment in EnlightenAI and start creating, you’ll land on the same Assignment Details page you already know.

You can still add everything you normally would: assignment details, expected submission length, grade level, rubrics, prompts and descriptions, and readings & sources.

But now, if you scroll to the bottom of the Assignment Details page, you’ll see a new section where you can upload PDFs or images:

From here, you can click once and easily bring in the materials you already give your students, so your AI grading and feedback assistant can better understand the assignment context and provide higher-quality written feedback and more accurate scores.

All you need to do is click (or drag and drop!), and you'll be able to find the image or PDF you want to upload, and add it to EnlightenAI. For example, I can pull in this image for an AP US History DBQ:

Once you upload, you're not done! We know that you want to stay in control of how your AI grading and feedback assistant is using this information, so when you upload an image, EnlightenAI will automatically analyze it and show you the interpretation it is making:

You’ll see the description of what the AI interprets is happening in this image - basically, what does this image mean to your AI feedback and grading assistant? And, crucially, you have full control to edit and improve this interpretation.

This step is important: the description becomes the “shared understanding” that the AI uses when supporting students and when evaluating their work. Your AI feedback and grading assistant is essentially saying, “Here’s my interpretation of this image and its relevance,” and you, as the teacher, get to refine that interpretation so it matches your instructional intent.

For example, you might:

• Clarify the historical context of a photo

  
  

• Add the key takeaways students should notice in a graph

  
  

• Emphasize what matters most in a political cartoon (tone, symbolism, audience, message)

  
  

• Note the purpose of a lab diagram or labeled figure

  
  

• Call out misconceptions you anticipate students might have

  
  

  
  

If you're adding a PDF, rest assured that EnlightenAI will also be able to interpret the content easily; you can upload up to 10MB of text and images, and EnlightenAI will be able to parse and understand all of the contents. This is perfect if you need your AI feedback and grading assistant to read a PDF article and be able to understand all of the text that students were asked to read for an assignment.