I have been there myself and know what it is like to struggle. I remember a time when $25 was our monthly grocery budget. I never asked for money, but it would have probably been nice to get it. I feel like I have been blessed financially now with our jobs, my kids are well taken care of and we have everything we could possibly want. My spouse is perfectly fine with it, but I worry about the perception of it.
Would you be grateful if it were you receiving the gift or would you feel like that person is flaunting their money over you?