Establish the actual loss, discovery facts and reasonable recovery prospects before selecting the deduction year. Insurance and later restitution must be coordinated with prior reporting so the same loss is not deducted twice.

A specific business-owner situation

A bookkeeper diverts company cash over two years. The owner discovers the scheme later, files an insurance claim and may recover money from the employee. The amount stolen, deductions already recorded and recovery rights require separate reconstruction.

Illustrative example, not a client result.

What to establish before filing

  1. Trace diverted funds and any false expense entries.
  2. Document discovery and recovery prospects.
  3. Reconcile insurance, restitution and prior tax benefit.

Which fact changes the answer?

Theft of receipts already included in income differs from an amount omitted from the books. Rebuild the original entries before calculating the tax loss or deciding what to correct.

A mistake to avoid

Claiming a theft loss while leaving fabricated expenses deducted can count the same diversion twice.

Records that support the decision

  • Bank trace.
  • Investigation records.
  • Claim documents.
  • Affected ledgers and returns.

The decision to document

Ask for a year-by-year loss and recovery workpaper. Coordinate the investigation evidence with counsel and the preparer without inventing a deduction based only on the amount alleged.

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Related questions

Sources and editorial context

General educational information prepared with AI assistance. No individual professional review is claimed. Apply the relevant tax-year rules to the actual records. Editorial policy · AI disclosure.

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