11th Cir.

JACKSON CROSSROADS LLC Greencone Investments, LLC Tax Matters Partner v. COMMISSIONER OF INTERNAL REVENUE

March 25, 2026 ·25-10744 ·Per Curiam · By Maria Santos

The Eleventh Circuit affirmed the Tax Court's decision sustaining 40% gross-valuation-misstatement penalties against LLCs claiming excessive conservation-easement deductions. The court found no error in the lower court's reliance on IRS expert testimony to determine significantly lower fair market values for the easements.

Jackson Crossroads LLC and Long Branch Investments LLC, affiliated with Greencone Investments, LLC, purchased agricultural land in Georgia in 2015 with the intent of creating conservation easements. In 2016, they donated perpetual easements on approximately 536 acres to the Oconee River Land Trust and claimed charitable contribution deductions totaling over $36.9 million. The IRS disallowed these deductions, asserting the easements were worth significantly less and assessing penalties for a gross valuation misstatement. The case proceeded to the U.S. Tax Court, where both sides presented conflicting expert testimony regarding the properties' 'highest and best use' and fair market value. The Tax Court sided with the IRS, valuing the easements at approximately $1.17 million and $1.57 million respectively, and sustaining the 40% penalty. The LLCs appealed to the Eleventh Circuit, challenging the valuation methodology and the rejection of their proposed uses for the land.

The Eleventh Circuit reviewed the Tax Court's decision for clear error, a standard that requires a definite and firm conviction of a mistake to overturn. The court focused on whether the Tax Court correctly applied the 'highest and best use' doctrine under Treasury Regulations. For Jackson Crossroads, the petitioners argued the land's highest and best use was a granite quarry, citing drilling results and speculative future demand. The Tax Court, and now the Eleventh Circuit, found this use not financially feasible. IRS expert Kevin Gunesch provided a discounted-cash-flow analysis showing that building the mine would result in negative cash flow and a net present value of negative $24.6 million due to high startup costs and market conditions. The appellate court noted that the property lacked necessary permits and entitlements, making the mining use 'too risky to qualify' as the highest and best use. For Long Branch, petitioners proposed an industrial distribution park. The Tax Court found this speculative, noting a lack of transportation access and insufficient market demand in 2016. The court credited IRS expert Laura Smith's testimony that such development was not feasible and that the 'megasite' plans were not reflective of fair market conditions at the time. Regarding valuation methods, the Tax Court selected comparable properties that were zoned for agricultural or residential use, rejecting petitioners' industrial comparables because the subject properties lacked industrial zoning and entitlements. The court affirmed that the Tax Court's choice between these contradictory sets of evidence was not clearly erroneous. Finally, because the claimed deductions exceeded 200% of the correct value, the 40% gross-valuation-misstatement penalty was mandatory, and the good faith defense was unavailable for gross misstatements of charitable deduction property.

The decision reinforces the Eleventh Circuit's strict scrutiny of conservation easement valuations, particularly where taxpayers rely on speculative future developments like mining or industrial parks without current permits or entitlements. Taxpayers claiming large deductions must now ensure their 'highest and best use' arguments are supported by concrete financial feasibility and market data rather than conceptual plans. The 40% penalty remains a significant risk when claimed values exceed actual values by more than double. The case is remanded to the Tax Court to enforce the penalty assessment, and no further appeal is indicated as the Eleventh Circuit affirmed in all respects.