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 opinion regarding the young man's situation, implying he believes the young man's misfortunes are due to his own negligence.