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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The Corporate Transparency Act is Here: What You Need to Know

Compliance

For the the most recent updates from FinCEN, see https://fincen.gov/boi/newsroom Update (3/4/2025): On February 27, 2025, FinCEN announced that it will not issue any fines or penalties or take any other enforcement actions against any companies based on any failure to file or update beneficial ownership information (BOI) reports pursuant to the Corporate Transparency Act…
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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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Chief Counsel Advice Memorandum Debunks Tax Avoidance Scheme Using Trust

Chief Counsel Advice, Compliance, Estate Planning, Fiduciaries, Income Tax, Regulatory, Tax

In a recent Chief Counsel Advice Memorandum[1] (“CCM”), the office of the IRS Chief Counsel debunks the income taxation, or lack thereof, found in promotional materials promoting a structure known as a “Non-grantor, irrevocable, complex, discretionary, spendthrift trust”, with a note that the structure may be referred to by several other similar but slightly different…
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The Importance of a Properly Prepared Form 709 Gift Tax Return

Estate Administration, Estate and Gift Tax, Estate Planning, Private Letter Rulings, Regulatory, Tax

In a prior article, I wrote about the importance of properly prepared Form 706 Estate Tax Return, discussing a Private Letter Ruling (“PLR”) that highlighted some common mistakes made on the Form 706.[1] In that article, I discussed issues related to the marital deduction and the allocation of a decedent’s unused Generation Skipping Transfer Tax…
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The Importance of a Properly Prepared Form 706 Estate Tax Return

Estate and Gift Tax, Private Letter Rulings, Regulatory, Tax

A recent Private Letter Ruling (“PLR”) issued by the IRS highlighted the importance of a properly prepared Form 706 Estate (and Generation Skipping Transfer) Tax Return (“706”).[1] The PLR granted the requesting Estate a 120-day extension to make a QTIP election (discussed below) as well as divide the QTIP Trust into a Generation Skipping Transfer…
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