Don’t forget. All tax deductible.
I don’t know if you can deduct the interest on a 37 million dollar loan on your investments unless it is real estate mortgages
But I do know you don’t have to pay capital gains tax on investments against which you only borrow, but do not cash out
Running for political office means opening up your wallet, or other people's wallets, and spending money: on ads, staff, office space, mail, public appearances and sundry other expenses. If you're planning on taking these costs as a business or personal expense on your taxes, however, the IRS will take a very dim view. The short version written in the tax code has always been simple: campaign expenses are not deductible. Out of Money, Out of Luck
Political campaigns may not deduct their expenses, a rule spelled out clearly in IRS Publication 529: Miscellaneous Deductions. This covers costs that may be deductible for an individual or a business, such as business-related mileage, advertising, insurance and salaries. A candidate may not claim or itemize personal expenses related to the campaign, or claim the money spent as a "loss" to offset business income.
Fees Aren't Free
Necessary expenses paid to run for office are not deductible, either. This would mean fees paid to a public registrar, sales tax paid on purchases, or any licenses required to set up a public appearance. If you've run afoul of the campaign laws and need some legal help, you can't deduct the cost of that, either. The general principle on deductions is that they must be expenses used to generate taxable income; since a political campaign generates only a win or a loss for a candidate, there shalt be no deductible expenses.