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But if you have a job, several investment vehicles--some taxable, others not--investment income from real estate, stocks, bonds, CDs, and savings accounts, a couple of semi-honorary positions at universities and on corporate boards--some of which carry a stipend--partnerships in several for profit and non-profit organizations, and you also have expenses involved in each of those sources of income, some of which would be tax deductible because of the organization structure, or as business expenses, or for charity purposes, or because of the vehicle itself, and others which would not be tax deductible because of specific laws forbidding that type of deduction in that specific business, or because the industry itself does not allow deductions, so that the same type of expenditure could be deductible for one company but not for another, etc, it can get confusing.
Add to that that most people with that many investments and expenses don't spend a lot of time doing their own taxes, but instead hire a professional who may or may not know what they are doing (you wouldn't know until you got busted) and who is trying to impress you the boss the number of deductions he can find, and you have a lot of room for errors that the taxpayer has no clue he or she has committed until it all gets exposed.
I worked for a former senator one time who paid me low wages to do simple research around his office. I was hired in October, and earned well below the reporting requirement, so he paid or reported no taxes on me. He also gave me a present for my daughter when she was born, and that present would be valued at more than enough to put me over the wage limit, but not over the gift limit. So, was that gift part of my income, since I was his employee, or was it a gift to my daughter, making it exempt from payroll taxes? If he had been a cabinet nominee, and that came out, it could be interpreted in such a way to cost him the appointment.
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