I am not sure what you mean by this or what kind of tax account you may be referring to.
On your federal income tax return, you may deduct payments of various types of state and local taxes that are imposed on you within limitations. These include real estate, state and local income taxes, and sales taxes (but not both sales taxes and income taxes). You may not deduct federal incomes taxes. You may not deduct interest or penalties.
A few states let you deduct federal income taxes on your state return.
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Only when you do not qualify to deduct your contribution from your total income an pay have to pay the income in the year of the contribution then you would have a post tax contribution amount in your IRA account after income tax cost basis in your IRA account.
No, you can not deduct Roth IRA contributions. You pay regular income tax on the money you contribute to a Roth IRA. The tax advantage is that the taxes have already been paid with it is time to withdraw the money. Additionally, you pay no income tax on the increase in account value from interest, dividends, etc.
When you qualify to deduct the amount on your income tax return for the year and do pay any income in that year on the amount then it would be deferred compensation. When you start taking the distributions form the IRA account you do not have any cost basis in the deferred compensation account so the distribution will be subject to income tax at that future time.
No
When that would happen you probably did not have enough in the escrow account to the taxes when the taxes were due. Usually an amount is taken from each monthly payment and added to the estimated tax amount that will be needed when they receive the tax bill and then they pay the tax amount out the amount that is supposed in the escrow account when the tax is due.