When someone experiences prosperity, they have success and good fortune in their life.
When you are experiencing despair, you feel hopeless; you may believe that you are going through certain and sad defeat that you can do nothing about.
If you are desperate, you don't know what to do about a very difficult problem you are having; you are very worried about it and willing to do just about anything to make it better.
a bold outlaw (especially on the American frontier)
a state in which all hope is lost or absent
make steady progress
in fortunate circumstances financially
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