The piece of evidence that shows Gortsby is judgmental of the young man is:
“‘To lose an hotel and a cake of soap on one afternoon suggests wilful carelessness,’ said Gortsby, but the young man scarcely waited to hear the end of the remark.”
This statement indicates Gortsby's critical viewpoint regarding the young man's situation, implying that he believes the young man's misfortune is due to a lack of responsibility.