I'm going to ask for a gift from my brother for organizing and dealing with insurance and appointment scheduling for his health condition. Do you think he shouldn't give me one?
Do you think that's a reason for him to give you a gift?
Well, my brother was a big help when I had a financial crisis. He gave me some money and helped me organize things while my parents were busy with work.
Maybe you could just help him because he is your brother. I don't think he is obligated to get you a gift but he could do it if he wants to.
I will ask and if he says no, I'll ask again and again, and I'll ask my mother to nag him until he gives me a gift...
You should just help him out of the kindness of your heart and not expect to get something back in return.