In the Eyes of Hashem and Man

Gad and Reuven come to Moshe and recite a list of cities, and Moshe says nothing. They add that the land is green and their herds are large, and he is still silent. Only when they spell out their request does he answer. Why the hinting, and why did Moshe care how it looked even though they meant well? In Parshas Matos, being right in Hashem's eyes comes with a second requirement. Rabbi Asaf Prisman ends with a hall booked for a wedding, friends who stopped giving, and a surprise.