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 clearly indicates Gortsby's critical viewpoint on the young man's situation and his implication that the young man's losses are a result of negligence.