It depends on many factors. And it's important to be sure if any of this is a repayment of income that was taxed in an earlier year which is called a 'Claim of Right' in tax terms.
A deduction and the 'claim of right' are handled completely differently.
This link will help you decide if it's a personal loss or a business loss (seems more like this or the claim of right) which also has different ramifications.
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