There is a noticeable trend in the U.S. Tax Court of the IRS successfully challenging claimed charitable income tax deductions due to the donor’s failure to substantiate the deduction in accordance with the IRS’s stated instructions. These are cases where a ‘substantial compliance’ with the rules is not enough to preserve a charitable income tax deduction.

A trust owned 529 account can provide great flexibility while sheltering an irrevocable trust from high federal income tax rates. One of the problems with an irrevocable trust, and especially a dynasty-type irrevocable trust, is the high taxes that must be paid on the trust’s accumulated income. Obvious tax benefits can be achieved if the trustee has the authority to invest trust funds in a 529 account.

While a qualified charitable distribution (QCD) is made directly by the IRA custodian to the designated charity, a contemporaneous written acknowledgement (CWA) is still required from the charity for the QCD to be recognized for tax reporting purposes.

The failure to follow highly technical rules will cause a donor to lose a charitable income tax deduction. It seems that these rules are traps where the IRS tends to say ‘gotcha.’

It may make sense to opt out of the automatic GST exemption allocation for gifts that were made in 2021 in light of 2022’s market ‘meltdown’ for gifts that are soon to be reported on an extended federal gift tax return on October 17, 2022.

The federal government’s ability to seize a passport for the failure to report a foreign bank account was recently upheld by a Federal Appeals Court.

We often address the implications of a beneficiary designation in estate planning, e.g. IRAs; life insurance; transfer-on-death (TODs.) Yet another contract that can conflict with testamentary intent expressed in a Will or Trust is a provision in a limited liability operating agreement or partnership agreement that can interfere with, or frustrate,  a decedent’s testamentary intent. It is clear that a Will does not control the disposition of nonprobate assets. In re Estate of Maxwell, No 294357, Michigan Court of Appeals, November 9, 2010. Less certain is when the nonprobate ‘contract’ is not clear vis-à-vis the terms of a Will, or the implications of a specific devise.

While the concept of the clawback of lifetime gifts made by a donor to calculate the donor’s federal estate tax liability is already complicated, the IRS just made the calculation of that phantom federal estate tax liability even more complicated with its new includible exception Regulations.

While the concept of the clawback of lifetime gifts made by a donor to calculate the donor’s federal estate tax liability is already complicated, the IRS just made the calculation of that phantom federal estate tax liability even more complicated with its new includible exception Regulations.

If the transfer to a spouse or a charity under a charitable remainder unitrust cannot be quantified as to its present value, that transfer is not eligible to be claimed as a deduction for federal estate tax purposes.