The first card, The Moon, indicates that your brother Damiano is going through a period of confusion in which it is difficult to make a clear and definitive decision. It is possible that there is something holding him back and he needs more time to make the right decision.
The second card, the reversed Five of Pentacles, indicates that although your brother may be in a moment of uncertainty, it is still important for him to follow his hunches and make an informed decision based on his current situation. The card also suggests that he should consider all the factors involved before deciding on the best course to take.
In conclusion, the cards seem to suggest that your brother should be careful in his choice and take the time to reflect on the situation before making a final decision. Therefore, the answer to the question is "No", since the cards suggest that it would be best if he thought about it a little longer before making a final decision.