Because Madoka was born into wealth, money means something very different to him than it does to Chihiro, who is used to working hard and being independent.
Chihiro’s elementary school holds a parent/guardian observation day. Shounen Maid (Dub) Episode 7
Madoka faces the awkward situation bravely, and the perceptive teacher is able to see that Chihiro is in good hands. Both uncles end up making supportive gestures to help Chihiro pursue his future dreams. Because Madoka was born into wealth, money means