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Business and Investment Expense Documentation Even though there may be no question as to the deductibility of a business or investment expense, it may be disallowed by the IRS for lack of supporting documentation.   Annual Gift Tax Exclusion The Annual Gift Tax Exclusion provides a tax advantaged way to reduce your taxable estate and make generous gifts, as well.   Tax Aspects of Owning a Second Home Many taxpayers currently own or plan to purchase a second home. You may view your second home for personal pleasure only or as an investment for tax benefits and appreciation. Perhaps you are somewhere in between.