PDF Extract Timeout Error 500 without more details

The service has been working great most of the time but for this one attached PDF we cant process it.  After about 90 seconds of polling every 3 seconds for the job status we get this:

{"error"=>{"code"=>"REQUEST_TIMEOUT", "message"=>"The operation has timed out, please try after some time.;", "status"=>500}, "status"=>"failed"}

Unfortunately this message doesn't tell us anything about what might be wrong with the extract or what to do.  I also checked the console logs and it doesnt appear to actually log any of the PDF requests we have made, which is odd.  I would have thought there would be a log of API requests with details.

Anyway, anyone know why this PDF is causing issues?