Self-Directed IRA Prohibited Transaction Tax Court Rulings 2026
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Quick Answer
When a self-directed IRA owner (or a family member, or a company the owner controls) deals with the IRA's money or property, the Tax Court has treated the IRA as ended and paid out on the first day of that year (or taxed what left it as a distribution), with the 10% additional tax and, in several cases, a 20% penalty on top. Across six Tax Court decisions filed from May 9, 2013 through November 18, 2021, the amounts the IRS put in deficiency notices ran from $18,094 (a 2016 tax year) to $250,558 (2015) for one couple holding $374,000 of gold coins at home, and $243,229 for a 2006 personal guarantee of a loan to an IRA-owned company. As of November 9, 2026, our searches of the Court's public opinion system found no Tax Court opinion filed after November 18, 2021 that decides a section 4975(c)(1) prohibited transaction for an IRA. Two IRA opinions we found since then, filed October 18, 2023 and September 24, 2026, are about distributions (a hedge fund interest valued at $1,548,010 and $229,857 of withdrawals), not prohibited transactions. This is analysis of public documents, not investment, legal or tax advice.
Key Takeaways
- The statute is short. Section 4975(c)(1) lists six kinds of direct or indirect dealings, (A) through (F); section 408(e)(2) says the account then ceases to be an IRA on the first day of that taxable year and is treated as distributing all its assets at fair market value on that day.
- A personal guarantee of an IRA company's loan was a prohibited extension of credit in 140 T.C. No. 12 (filed May 9, 2013; 2006 deficiencies of $223,650 and $243,229) and again in 146 T.C. No. 7 (filed March 29, 2016; a 2003 deficiency of $180,129 on $432,076.41 rolled into IRAs).
- A salary from an IRA-owned LLC was a prohibited transaction in T.C. Memo. 2013-245, affirmed by the Eighth Circuit in No. 14-1310 on June 5, 2015. The salary was $9,754 for 2005; the IRA was worth $321,253 at the end of that year; the 2005 deficiency the IRS determined was $135,936.
- Coins bought through an IRA LLC but kept at the owners' home were taxed as a distribution at cost in 157 T.C. No. 10 (filed November 18, 2021): $374,000 of gold coins, deficiencies of $250,558 and $18,094, and accuracy-related penalties upheld.
- In the six decisions where a deficiency can be compared with the money moved, it equals 27% to 42% of that money, and every penalty amount stated in the opinions is 20% of its deficiency (our arithmetic, table below).
- Gap in the case law: none of these opinions decides paying IRA expenses from personal funds or living in IRA property. Those fall under subparagraphs (D) and (E) of the statute, and we found no Tax Court opinion deciding them.
CSV · 101 rows
Self-directed IRA prohibited transaction rulings: statute text and 14 Tax Court and Eighth Circuit decisions by citation, docket, judge, amount and penalty
101 rows: statute text (26 U.S.C. 4975, 408(e)(2), 72(t)), per-decision rows with docket, judge, date, amounts and holding, and 12 rows of our arithmetic.
The statute, word for word
Two provisions do the work, and a third says what the owner does and does not pay. We copied the text from the U.S. Code as published by Cornell's Legal Information Institute on November 10, 2026.
| Provision | Text (from the Code) | What it does |
|---|---|---|
| 26 U.S.C. 4975(c)(1)(A) | sale or exchange, or leasing, of any property between a plan and a disqualified person | Selling to, buying from or renting to your IRA |
| 26 U.S.C. 4975(c)(1)(B) | lending of money or other extension of credit between a plan and a disqualified person | Loans either way, and guarantees (Peek, Thiessen) |
| 26 U.S.C. 4975(c)(1)(C) | furnishing of goods, services, or facilities between a plan and a disqualified person | Doing paid or unpaid work for the IRA's property |
| 26 U.S.C. 4975(c)(1)(D) | transfer to, or use by or for the benefit of, a disqualified person of the income or assets of a plan | Using IRA property yourself; salary (Ellis) |
| 26 U.S.C. 4975(c)(1)(E) | act by a disqualified person who is a fiduciary whereby he deals with the income or assets of a plan in his own interest or for his own account | Self-dealing by the person directing the IRA |
| 26 U.S.C. 4975(c)(1)(F) | receipt of any consideration for his own personal account by any disqualified person who is a fiduciary from any party dealing with the plan in connection with a transaction involving the income or assets of the plan | Kickbacks and fees paid to you |
| 26 U.S.C. 408(e)(2)(A) | such account ceases to be an individual retirement account as of the first day of such taxable year | The IRA ends on January 1 of the year |
| 26 U.S.C. 408(e)(2)(B) | paragraph (1) of subsection (d) applies as if there were a distribution on such first day in an amount equal to the fair market value (on such first day) of all assets in the account | The whole account is treated as distributed |
| 26 U.S.C. 4975(c)(3) | shall be exempt from the tax imposed by this section with respect to any transaction concerning such account | The owner avoids the 15% and 100% excise taxes because the IRA is lost instead |
| 26 U.S.C. 4975(e)(6) | the family of any individual shall include his spouse, ancestor, lineal descendant, and any spouse of a lineal descendant | Who counts as family: not siblings |
| 26 U.S.C. 72(t)(1) | shall be increased by an amount equal to 10 percent of the portion of such amount which is includible in gross income | The 10% additional tax on a distribution before age 59 and a half, with exceptions in 72(t)(2) |
For background on who is a disqualified person and on the rest of the rules, see our guide to self-directed IRA real estate rules. This page is the case list.
Six decisions where the IRA was lost, or the deal was prohibited
Each row below is a Tax Court opinion downloaded from the Court's public opinion system (or, for the appeal, from the Eighth Circuit's site). Individual petitioners are private people, so we describe them and cite each opinion by its official citation and docket number.
| Citation, docket, judge, date | What the owners did | What the court held | Tax and penalty (amounts from the opinion) |
|---|---|---|---|
| 140 T.C. No. 12; dockets 5951-11 and 6481-11; Judge Gustafson; filed May 9, 2013 | Two Colorado couples had their IRAs buy all of a new corporation's stock; the corporation bought a business with a loan; the couples personally guaranteed it | Each guaranty was an indirect extension of credit to the IRAs, a prohibited transaction; the accounts ceased to be IRAs; the gain on the 2006 stock sale was taxed to the owners | 2006 deficiencies of $223,650 and $243,229; 20% penalties of $44,730.00 and $48,645.80, both held owed |
| T.C. Memo. 2013-245; docket 12960-11; Judge Paris; filed October 29, 2013. Appeal: No. 14-1310 (8th Cir.), filed June 5, 2015, affirmed | A Missouri couple's IRA bought 98% of a new used-car LLC; the husband was general manager and the LLC paid him $9,754 in 2005 | Paying the salary was a prohibited transaction under 4975(c)(1)(D) and (E); the Eighth Circuit affirmed | 2005 deficiency determined $135,936; penalty determined $27,187; IRA value $321,253 at the end of 2005 |
| T.C. Memo. 2016-11; docket 28054-12; Judge Holmes; filed January 19, 2016 | An Arizona owner who attended checkbook-LLC seminars moved properties between himself, his IRA, an IRA-held entity and an LLC he wholly owned | The owner conceded numerous prohibited transactions and the parties settled that issue; the opinion decides other items | About $230,000 of added 2009 income from the deemed distribution, per the notice of deficiency |
| 146 T.C. No. 7; docket 11965-10; Judge Marvel; filed March 29, 2016 | A Colorado couple rolled $432,076.41 into IRAs that bought a new corporation, which bought a business; they guaranteed the seller's loan | Guaranties were prohibited transactions; assets deemed distributed January 1, 2003; the 4975(d)(23) cure rule did not apply; a six-year assessment period applied | 2003 deficiency of $180,129 |
| T.C. Memo. 2018-49; docket 18520-16; Judge Morrison; filed April 10, 2018 | A Louisiana owner's IRA lent $40,000 to her father in 2005 | Both parties agreed this was a prohibited transaction that ended the IRA, so a 2013 transfer of the notes was not a distribution from an IRA | The IRS conceded the $98,000 inclusion and the 10% tax followed; of the $35,356 deficiency determined for 2013 only a $162 dividend item remained, and the penalty was not sustained |
| 157 T.C. No. 10; docket 1377-19; Judge Goeke; filed November 18, 2021 | A Rhode Island couple used IRA-owned LLCs to buy coins, then kept them in a safe at home; one spouse's IRA also had prohibited transactions | The coins were a taxable distribution at cost when the owner took possession; accuracy-related penalties upheld | Deficiencies of $250,558 (2015) and $18,094 (2016); $374,000 of gold coins and $37,380 of silver coins |
What each case turns on
- Guarantees (Peek and Thiessen). The IRA was not the borrower of record in a way the owners could ignore: the Court held that each personal guaranty “was an indirect extension of credit to the IRAs, which is a prohibited transaction.” In the later case the court assumed without deciding that the 4975(d)(23) cure rule applied and held it inapplicable because the guaranties were not in connection with a security or commodity.
- Salary (Ellis). The Eighth Circuit wrote that “Such transactions are prohibited even if they are made in good faith or are beneficial to the plan.” The IRA owner had the ability to direct the salary to himself.
- The investment itself. In the Ellis footnote the Tax Court found the IRA's purchase of the new company's shares was not itself prohibited because the company had no members yet, and the Eighth Circuit did not reach whether it was. The damage came from what the owner did next.
- Lending to family (2018-49). An IRA loan to a parent is covered because ancestors are in the statute's family definition. The tax result there favored the taxpayer only because the IRS conceded that the account was no longer an IRA in 2013.
- Home storage (McNulty). The opinion quotes what a checkbook-IRA website advertised: that IRA owners “could hold the coins at their homes without tax consequences or penalties so long as the coins were ‘titled’ to an LLC.” The record had no ownership certificates for the coins, and the Court treated the possession as a distribution.
What the 2015 to 2026 opinions add: distribution cases
A second group of cases is not about prohibited transactions but about the other way to lose IRA tax treatment: money leaves the account to the owner or to something the owner controls. These are the cases an owner of an LLC, SEP-IRA or hard-to-value asset also meets.
| Citation, docket, judge, date | Facts | Held | Amounts from the opinion |
|---|---|---|---|
| T.C. Memo. 2016-29; docket 1143-14; Judge Buch; filed February 24, 2016 | A SEP-IRA owner moved $125,000 to a joint account in 2011, then lent it to a third party | Taxable distribution; the 10% additional tax applies; the accuracy-related penalty does not | Deficiency $52,682; penalty of $10,536 not sustained |
| T.C. Memo. 2016-28; docket 13665-14; Judge Gustafson; filed February 24, 2016 | A custodian wired $50,000 of IRA money to a company that issued stock to the IRA more than 60 days later | There was no distribution; summary judgment for the owner | Deficiency $13,538 and penalty $2,708 determined, not owed |
| T.C. Memo. 2020-152; docket 22833-14; Judge Halpern; filed November 10, 2020 | A Nevada owner had $209,600 paid from a SEP-IRA into an LLC he controlled, which lent it in the SEP-IRA's name | Unfettered control meant the amount was income in 2012; 10% additional tax applies; penalty sustained | Deficiency $67,031; penalty $13,406 |
| 161 T.C. No. 6; docket 14783-18; Judge Copeland; filed October 18, 2023 | A decedent's estate: a brokerage custodian distributed an IRA's hedge fund interest when no year-end value was supplied | The interest was distributed in 2015; the later contribution was not a qualifying rollover; no abuse of discretion in denying a 60-day waiver | Custodian valued the interest at $1,910,903; Court held $1,548,010; deficiency $779,915; penalty $155,983 |
| T.C. Memo. 2026-93; docket 16983-24; Judge Lauber; filed September 24, 2026 | A California owner withdrew $229,857 from a brokerage IRA in 2021 and could not show the transfers came from elsewhere | Deficiency and penalty sustained | Deficiency $80,292 including the 10% additional tax; penalty $16,058 |
The 2023 case matters to anyone holding a private fund or an LLC interest in an IRA: the custodial agreement put the duty to supply a year-end value on the owner, and when none arrived the custodian reported a distribution. Our guide to Form 5498 and IRA fair market value shows where that value is reported, and our page on required minimum distributions from illiquid IRA assets shows the same valuation problem from the withdrawal side.
Roth IRAs that own a company
Two further opinions involve IRAs that owned a company, and the IRS used a different theory. In T.C. Memo. 2015-119 (Judge Kerrigan, filed June 29, 2015) the Tax Court held for the IRS against Summa Holdings, Inc. and its shareholders; 150 T.C. No. 7 (Judge Thornton, filed March 5, 2018) cites the Sixth Circuit's reversal of that decision (848 F.3d 779 (2017)) and held the owners liable for the section 4973 excise tax on excess contributions after $533,057 was routed from a family business through a foreign sales corporation into Roth IRAs. In that case the IRS “has not asserted that sections 408(e)(2) and 4975” apply. We list these so a reader searching for an IRA-owned company does not mistake them for prohibited-transaction rulings.
The numbers across the cases (our arithmetic)
The opinions state deficiencies and penalties as single figures; they do not split ordinary tax, the 10% additional tax and interest. Dividing each deficiency by the money at stake gives a rough measure of what an IRA mistake cost these owners (our arithmetic):
| Case | Money at stake | Deficiency | Deficiency as share (our arithmetic) | Penalty as share of deficiency (our arithmetic) |
|---|---|---|---|---|
| T.C. Memo. 2013-245 (2005) | $321,253 (IRA value, end of 2005) | $135,936 | 42.3% | 20.0% ($27,187) |
| 146 T.C. No. 7 (2003) | $432,076.41 (rolled into IRAs) | $180,129 | 41.7% | none stated |
| T.C. Memo. 2016-29 (2011) | $125,000 (SEP-IRA distribution) | $52,682 | 42.1% | none owed |
| T.C. Memo. 2020-152 (2012) | $209,600 (SEP-IRA distribution) | $67,031 | 32.0% | 20.0% ($13,406) |
| T.C. Memo. 2016-28 (2011) | $50,000 (wire from IRA) | $13,538 | 27.1% | none owed |
| T.C. Memo. 2026-93 (2021) | $229,857 (IRA withdrawals) | $80,292 | 34.9% | 20.0% ($16,058) |
| 140 T.C. No. 12, first couple (2006) | not given per account in the opinion summary | $223,650 | not computed | 20.0% ($44,730) |
| 161 T.C. No. 6 (2015) | $1,548,010 (court's value) | $779,915 | not comparable: IRS used $1,910,903 | 20.0% ($155,983) |
Worked example (our arithmetic). Take the IRA value in the Eighth Circuit case, $321,253. If a prohibited transaction on any day of the year makes the whole amount a January 1 distribution, the 10% additional tax alone is $32,125 (10% of $321,253), before ordinary income tax at the owner's rate, a 20% accuracy-related penalty if the understatement is substantial, and interest. The IRS-determined deficiency was $135,936, or 42.3% of the account. The opinions do not break that figure down, so we do not split it.
Why the Code treats it this way. Section 4975(c)(3) lets the IRA owner avoid the 15% and 100% excise taxes of section 4975(a) and (b), but only because the account stops being an IRA. In effect the owner trades an excise tax on the transaction for the loss of the whole account's tax deferral, and the loss is measured on January 1 even if the transaction happened in November.
What this search covers, and what it does not
We searched the Tax Court's public opinion system (DAWSON) for memorandum, Tax Court, and summary opinions filed between January 1, 2015 and November 9, 2026 using IRA-related phrases (prohibited transaction, self-directed IRA, 408(e)(2), 4975(c)(1), disqualified person, checkbook IRA, SEP-IRA, Roth IRA), downloaded the opinions returned, and text-searched them for section 4975 and 408(e). We added the 2013 decisions because later opinions cite them. Limits: the search is keyword based; bench opinions, unpublished orders and district court or appeals cases other than the Eighth Circuit appeal are not in the table; and an opinion that decides a prohibited transaction without using these words could be missing. One 2025 Tax Court memorandum that mentions section 4975 (T.C. Memo. 2025-1) is about two retirement plans from which a trustee diverted $5,307,688, not IRAs, so it is not in the tables.
What a reader can do with this
- Write down the six statute categories and test every planned act against them. Selling, lending, services, use, self-dealing and receiving consideration. The cases above map onto them: guarantee (B), salary (D and E), home storage (distribution).
- No personal guarantee on any loan to the IRA or its LLC. Two Tax Court opinions held guarantees prohibited, three years and a different couple apart (140 T.C. No. 12; 146 T.C. No. 7).
- Keep IRA-owned assets where the custodian or LLC keeps records, not at home. In 157 T.C. No. 10 the invoices named the LLC but the shipping labels named the owner, and the coins sat in a safe at the owners' residence.
- Do not take pay from an IRA-owned company without written advice. The salary in T.C. Memo. 2013-245 was $9,754; the account lost was $321,253.
- Give the custodian a year-end value for every hard-to-value asset. In 161 T.C. No. 6 the failure to supply it led to a Form 1099-R reporting a distribution.
- Check the year. The deemed distribution lands on January 1, so a transaction on December 15 reaches back to the first day of the year; the assessment period can be six years if the income was not disclosed (146 T.C. No. 7).
- Compare custodians before you hold real estate or an LLC in an IRA. See our reviews of Equity Trust Company and Strata Trust Company and our ranking of self-directed IRA custodians for real estate crowdfunding.
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FAQ
Sources, read and saved on November 10, 2026: 26 U.S.C. 4975, 408 and 72 (law.cornell.edu); U.S. Tax Court opinions 140 T.C. No. 12, T.C. Memo. 2013-245, T.C. Memo. 2015-119, T.C. Memo. 2016-11, 2016-28, 2016-29, 146 T.C. No. 7, 150 T.C. No. 7, T.C. Memo. 2018-49, 2020-152, 157 T.C. No. 10, 161 T.C. No. 6, T.C. Memo. 2025-1 and T.C. Memo. 2026-93, downloaded from the Court's public opinion system (DAWSON); and the Eighth Circuit opinion in No. 14-1310 (June 5, 2015). This is analysis of public documents, not investment, legal or tax advice.
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