Document generation error: "It seems there was an error on the server. Please try again"

[Josie25934944zn3n]

I'm using the Adobe Document Generation Add-in to generate a word document from JSON data, but after cilcking 'Generate Document' I am recieving an error message that says: "It seems there was an error on the server. Please try again."

This is what my template looks like: 

And here is my JSON data: 

beginning:

end: 

I have the template set up with repeating sections, and the JSON data is set up as an array (I think - I don't know much about JSON). This has worked in the past for me before, and I'm not sure why it isn't working now. 

Help would be appreciated. Thank you! 

[Josie25934944zn3n]

One more clarification:

When I generate a document with the JSON screenshots above, the document actually does generate - but the template is not populated.

When I take out {"entries": from the beginning and } from the end of the JSON data, then I get the server error message.