Q: Should a person be ashamed to ask Hashem for his needs, for material matters?
A: Dovid Hamelech said, "I’m like a little baby," I’m like a little baby who is on his mother’s breast, and I’m asking and begging my mother to nurse me.
Now Dovid said this when he was far past that. He was already a man. But he said I’m nothing but a baby and all my needs I have to ask for. A little baby is not ashamed to beg. He yowls when he’s hungry. And a big person has to cry out to Hashem for everything.
A person has to cry out to Hashem for everything
Cry out to Hashem for a toothache, cry out to Hashem if you want that customer to yield and give you that good order, cry out to Hashem because we’re babies.
We have to realize we are nobody, we don’t have any power..."Ki aviv v’imi azavuni," we don’t have any parents. "V’Hashem yaasfeini," Hashem is our parent. That’s how we have to be at all times. Never be ashamed to ask Hashem. And ask Him for anything you want. This was said many times here.
The Gemara says the gates of tears are not locked. But it doesn’t mean that Hakadosh Baruch Hu doesn’t hear. If a man cries out from the walls of his heart, Hakadosh Baruch Hu listens. There’s a rule if a man cries out with kavana, Hakadosh Baruch Hu listens. — Bitachon and Emunah (#334)