Yet Another Proposed Listed Transaction – CRATs and Annuities

Compliance, Income Tax, Regulatory, Tax Controversy

On March 25, 2024, the IRS issued Prop. Reg. Section 1.6011-15[1], which designates certain transactions involving charitable remainder annuity trusts (“CRATs”) in tandem with single premium immediate annuity (“SPIA”) products as listed transactions[2]. Last year, I wrote an article in which the Tax Court decided against a taxpayer couple who undertook this exact transaction.[3] Now,…
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Excluding Gain on the Sale of Your Principal Residence

Income Tax, Tax

Under IRC §121, gain on the sale of a principal residence of up to $250,000 (or $500,000 for spouses, see below) may be excluded from gross income. This may seem pretty straightforward, and many times it is, but it also has numerous requirements in order to apply, as well as numerous exceptions that may apply.…
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Successor Trustee Liability for Unpaid Estate Tax

Cases, Court of Appeals, Estate Administration, Estate and Gift Tax, Estate Planning, Fiduciaries, Tax

In a previous writing, I discussed the potential of an executor to be personally liable for a decedent’s tax obligations.[1] That discussion was based on lessons learned from a Tax Court opinion,[2] outlining certain steps for executors to consider in minimizing exposure to such personal liability. In 2023, in a split decision, the Ninth Circuit…
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The 2024 Dirty Dozen – The IRS’s Annual Warning

Compliance, Current Events, Employment Tax, Income Tax, Regulatory, Tax, Tax Controversy

Every year, the Internal Revenue Service (“IRS”) releases its “Dirty Dozen.” The Dirty Dozen, as written previously about by my colleague, Devin Mills,[1] is a list of twelve prevalent scams the IRS bodes taxpayers to be weary of during tax season, as they “put taxpayers, businesses, and the tax professional community at risk of losing…
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Estate Planning with Partnership Interests: Income Tax Considerations

Estate Administration, Estate Planning, Fiduciaries, Income Tax, Tax, Tax Related Cases

Small businesses predominate the United States.[1] Many of those businesses operate through entities taxed as partnerships.[2] Those entities may be general partnerships, limited partnerships, LLC’s, or other state law entity types.[3] Many partnerships are formed as part of family and estate planning. Some benefits of the use of partnerships in estate planning include, but are…
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Insurance Arrangement Found to be Split Dollar Insurance Arrangement

Asset Protection, Compliance, Estate Administration, Estate Planning, Fiduciaries, Income Tax, Tax, Tax Controversy

Split dollar life insurance arrangements can take on a number of forms, and the exact structure of the arrangement determines the tax consequences, which can become complicated quickly. In a recent case out of the District Court of Ohio, the court held that an insurance arrangement between a single member C corporation, Peter E. McGowan…
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