If assistant is provided with a PDF that contains both computer readable and non computer readable text, it seems that OCR is not engaged and text can be missed.
https://kagi.com/assistant/fe728a2d-563c-475f-bf20-5a98bd3462a7
I was expecting assistant to give information on the handwritten text at the top of the document.
Document for reference:
https://storage.courtlistener.com/recap/gov.uscourts.mad.282460/gov.uscourts.mad.282460.261.0.pdf