What is the quote that goes something like to make a fortune and lose it all in a single game of chance to start again and never speak a word of it?

Answer 1

If you can make one heap of all your winnings

And risk it on one turn of pitch-and-toss,

And lose, and start again from your beginnings

And never breathe a word about your loss;

Rudyard Kipling: "If---"

From the same poem comes the couplet seen by every competitor entering Centre Court at Wimbledon:

If you can meet with Triumph and Disaster

And treat those two impostors just the same;