There is a significant amount of gray area when interpreting tax regulations. There are several resources available to assist tax preparers in addressing these issues, such as the AICPA's "Statements on Standards for Tax Services."
You are asked by a new client to include an unsubstantiated amount as a deduction that will make a significant impact on the client's tax liability.
How would you address the situation?
Would you address the situation differently if your manager insisted that you include the amount?
Support your answers with your rationale and evidence to support it.