losing everything in a gamble

being bankrupt, becoming penniless

give away all, squander all money

lose one's courage

cajole or appease (by touching someone's chin), flatter

lose one's courage

give away a woman in marriage

to let slip an opportunity

an opportunity to pass away, or escape, or be lost

undertake a dangerous task

try to appease someone who is angry

hit with the hand, lend a hand or helping hand, support, pledge, shake hands

be pitch-dark

not letting a chance go