Category: Tax Exams, Appeals and Tax Court

The Most Important Trader Tax Court Cases Every Active Trader Should Know

July 4, 2026 | By: Robert A. Green, CPA

Reference article for active traders who want a practical roadmap to the leading trader-tax cases. Trader Tax Status is only one part of trader-tax law. Tax Court decisions also address Section 475 elections, mark-to-market accounting, documentation and attribution issues, and the line between traders, investors, and dealers. This article is intended as a practical roadmap to the principal trader-tax cases, not a comprehensive legal digest. See Trader Tax Status for the related tax benefits.

Bottom line

There is no minimum trade count in the tax law for Trader Tax Status. Courts apply a facts-and-circumstances analysis. GreenTraderTax uses approximately 720 total trades per year — counting buys and sells separately — as a practical planning benchmark based primarily on Poppe v. Commissioner, T.C. Memo. 2015-205. That figure is a planning benchmark, not a legal threshold.

Why this companion article matters

Most traders do not need a long legal digest. They need a clear reference piece that:

  • identifies the trader-tax cases that matter most,
  • separates practical planning benchmarks from legal authority, and
  • shows where TTS analysis ends, and Section 475 compliance begins.

Compliance note

Many trader-tax court cases are cautionary stories. The problem is often not one bad fact, but a combination of weak trading activity, poor documentation, missed or defective Section 475 elections, and inadequate representation during IRS exams or appeals. The best strategy is to claim TTS only when the facts support it and to follow Section 475 election procedures exactly.

Quick answers for active traders

Is there a minimum trade count for TTS?

No. Courts weigh volume, frequency, continuity, holding periods, and short-term trading intent.

Is 720 trades per year a legal threshold?

No. It is GreenTraderTax’s planning benchmark based primarily on Poppe.

Is Section 475 the same as TTS?

No. TTS depends on activity. Section 475 requires a separate, valid, timely election by the correct taxpayer.

Only traders eligible for TTS can elect and use Section 475 MTM accounting. TTS and Section 475 are critical issues in many IRS exams and in tax court cases involving traders. In many cases, taxpayers deducted significant ordinary losses they were not entitled to deduct because they either did not qualify for TTS, a prerequisite to using Section 475, or failed to properly elect Section 475.

For existing taxpayers, Section 475 generally involves two steps. First, file a Section 475 election statement for the current year with the prior-year tax return or timely extension by the applicable deadline. Second, perfect the election by filing Form 3115, Change in Accounting Method, with the current-year tax return. A copy of Form 3115 must also be filed with the IRS National Office in Ogden, Utah, at the same time the tax return is filed.

If you miss the applicable election requirements, you generally cannot use Section 475 ordinary gain-or-loss treatment for that year. See more information on how a new entity can make an internal resolution under Section 475 in the checklist below. 

GreenTraderTax Planning Benchmarks

GreenTraderTax uses approximately 720 total trades per year, counting buys and sells separately, as a practical benchmark. Courts also focus on how trades are spread through the year, holding periods, trading days, frequency, business intent, time spent per day, sporadic lapses, operations, account size, and whether the strategy seeks short-term market swings rather than long-term appreciation. See Trader Tax Status: How to Qualify for a fuller discussion of all TTS factors.

GreenTraderTax also considers continuous business activity (CBA) when evaluating close cases. CBA may help support TTS when transaction frequency is a little short, but it is not a replacement for the core benchmarks of trade volume, frequency, trading days, and average holding period.

TTS foundation cases

Case Main issue Practical point
Liang v. Commissioner, 23 T.C. 1040 (1955) Whether the taxpayer’s securities activity rose to the level of a trade or business rather than investing Early foundation case: traders seek to profit from short-term market swings, not long-term appreciation
King v. Commissioner, 89 T.C. 445 (1987) Whether trading activity was substantial enough to be a trade or business TTS depends on substantial activity and business-like trading, not investor behavior
Mayer v. Commissioner, T.C. Memo. 1994-209 Whether the taxpayer’s activity was frequent, regular, and continuous Courts look at the full trading pattern, not labels or intent alone
Hart v. Commissioner, T.C. Memo. 1997-11 Whether the taxpayer’s activity was continuous and business-like Sporadic or limited activity weakens TTS
Kay v. Commissioner, T.C. Memo. 2011-159 Whether holding periods and trading pattern supported trader status Longer holding periods and investment-like patterns weigh against TTS

Key benchmark and caution cases

Case Main issue Practical point
Poppe v. Commissioner, T.C. Memo. 2015-205 Whether the taxpayer qualified for TTS, and separately whether he made a valid §475 election Best practical benchmark case for TTS: about 720 trades per year, regular activity, and substantial time commitment supported TTS; strong TTS facts do not cure a defective §475 election — Rev. Proc. 99-17/Form 3115 compliance matters
Assaderaghi v. Commissioner, T.C. Memo. 2014-33 Whether 535 trades were enough to constitute a trade or business Trade count alone is not enough; pattern, continuity, and regularity matter more than raw totals
Nelson v. Commissioner, T.C. Memo. 2013-259 Whether the taxpayer’s activity was substantial and continuous enough for TTS Useful for the distinction between volume and substance; active trading still fails if the overall activity lacks sufficient business character
Endicott v. Commissioner, T.C. Memo. 2013-199 Whether options trading with longer holding periods qualified for TTS Holding periods of roughly 1 to 5 months were weighed against the trader status; the IRS argued that the taxpayer’s 35-day average holding period was too long.
Holsinger v. Commissioner, T.C. Memo. 2008-191 Whether the taxpayer was trading for short-term swings or investing Longer holding periods and investment-like behavior weaken TTS
Crissey v. Commissioner, T.C. Summary Opinion 2017-44 Whether an active day trader with more than 500 trades qualified for TTS Favorable day-trader fact pattern, but nonprecedential; not authority for a 500-trade minimum
Obayagbona v. Commissioner, T.C. Summary Opinion 2016-72 Whether trader facts could overcome failure to make a proper §475 election Summary Opinion / nonprecedential: trader facts do not cure an election defect; valid, timely election required

Section 475 election and mechanics cases

Case Main issue Practical point
Chen v. Commissioner, T.C. Memo. 2004-132 Whether the taxpayer properly made a §475(f) election Election mechanics matter; taxpayers must follow procedural rules exactly
Knish v. Commissioner, T.C. Memo. 2006-268 Whether the taxpayer was entitled to §475 treatment without proper compliance No proper election, no §475 treatment
Arberg v. Commissioner, T.C. Memo. 2007-244 Whether trading activity conducted through an account could support the claimed §475 treatment Ownership, attribution, and account structure matter; the correct taxpayer and correct records are critical
GWA, LLC v. Commissioner, T.C. Memo. 2025-34 Whether a selective or mismatched §475 election was valid in a partnership / basket-option / disregarded-entity setting Narrower than many summaries suggest: the correct taxpayer must make the election; §475 cannot be selectively applied to only part of a securities-trading business

The six featured cases

1. Poppe — the best practical benchmark case

Poppe v. Commissioner, T.C. Memo. 2015-205 remains the clearest modern case for GreenTraderTax’s trade-count benchmark.

The Tax Court described approximately 60 trades each month, or roughly 720 trades during the year, and found the taxpayer’s activity sufficiently frequent, regular, and continuous to constitute a trade or business.

Poppe was not a complete taxpayer win, however. Although the court found a qualifying trader fact pattern for TTS purposes, it rejected the taxpayer’s claimed Section 475 treatment because he failed to prove a valid prior election under Rev. Proc. 99-17, including an executed Form 3115 and proof it was timely filed or mailed. The court also rejected the taxpayer’s substantial-compliance argument.

Practical takeaway

Poppe supports using roughly 720 total trades per year as a planning benchmark, but it also reinforces that TTS and Section 475 are separate issues.

2. Crissey — helpful, but not a 500-trade rule

Crissey v. Commissioner, T.C. Summary Opinion 2017-44 is often cited because the taxpayer reportedly made more than 500 trades and prevailed.

That makes Crissey attractive to traders looking for a lower numerical benchmark, but it must be used carefully:

  • it is a Summary Opinion,
  • Summary Opinions are nonprecedential, and
  • the opinion does not clearly state whether the trade count refers to executions, sales, or round trips.

Based on the reported trading period, it appears the taxpayer’s active trading may have begun partway through the year, implying a monthly pace of 50 or more trades. That is an inference from the facts, not a stated holding.

Practical takeaway

Crissey supports a favorable day-trader fact pattern. It does not establish a 500-trade threshold.

3. Assaderaghi — pattern matters more than totals

Assaderaghi v. Commissioner, T.C. Memo. 2014-33 shows why trade count alone is not enough.

Although the taxpayer made 535 trades, the court found the activity too irregular and not sufficiently continuous. The court also noted the taxpayer’s full-time engineering job, the lack of persuasive evidence regarding many of the holding periods, and that the activity was not sufficiently substantial overall to constitute a trading business.

Pattern Matters More Than Totals

Assaderaghi is the cautionary case for traders who focus only on annual trade count. A respectable total does not carry the day if the trading is clustered, continuity is weak, holding periods are not demonstrated, or the taxpayer’s overall activity does not appear to be a real trading business.

Practical takeaway

A trader with steady year-round activity has a stronger TTS fact pattern than a trader with a similar annual total concentrated into short bursts.

4. Nelson — substantiality and continuity still control

Nelson v. Commissioner, T.C. Memo. 2013-259 is better understood as a substantiality-and-continuity case than a pure documentation case.

The court focused on limited trading days, significant gaps in activity, and the taxpayer’s full-time nontrading work. Although the opinion also noted uncertainty about which trades were attributable to the taxpayer, the court made clear that she would lose even assuming all trades were hers.

Nelson also helps illustrate the difference between volume and substance. Volume is the number of transactions; substance looks at the size, materiality, continuity, and overall business character of the trading activity.

Practical takeaway

Even more than 500 trades can fail if trading days are limited and the overall activity pattern is not sufficiently regular and continuous.

5. Obayagbona — trader facts do not fix a bad election

Obayagbona v. Commissioner, T.C. Summary Opinion 2016-72 is also a nonprecedential Summary Opinion, but it remains useful as an educational example.

The lesson is straightforward: taxpayer arguments for trader status do not cure a defective or late Section 475 election.

Practical takeaway

TTS and mark-to-market treatment are separate. Qualifying as a trader does not automatically produce ordinary-loss treatment.

6. GWA — a technical but important Section 475 case

GWA, LLC v. Commissioner, T.C. Memo. 2025-34 arose in a partnership / basket-option substance-over-form context, not a typical individual active-trader TTS dispute.

Its Section 475 lesson is narrower and more technical than many summaries suggest. The Tax Court treated the trading activity of the disregarded entity as attributable to its owner, and it rejected an impermissibly selective Section 475 election that did not cover the taxpayer’s full securities-trading business.

The Tax Court also rejected the selective election problem because the election was not made with respect to the taxpayer’s entire business as a securities trader, and a taxpayer trading only securities cannot elect mark-to-market treatment for less than all of its securities-trading business.

Practical takeaway

The correct taxpayer must make the election, and the election cannot be selectively limited to only part of the securities-trading business.

Holding periods and the 31-day benchmark

Holding periods are one of the best indicators of whether a taxpayer is trying to capture short-term market swings.

GreenTraderTax uses an average holding period of 31 days or less as a practical benchmark. The IRS argued in Endicott that the average holding period of 35 days was too long. Traders should not read the cases as creating a simple safe harbor: courts still examine the full pattern of activity, including volume, frequency, continuity, trading days, and short-term trading intent.

Cases such as Holsinger v. Commissioner, T.C. Memo. 2008-191, Kay v. Commissioner, T.C. Memo. 2011-159, and Endicott v. Commissioner, T.C. Memo. 2013-199 support the broader point that longer holding periods weigh against trader status.

Practical takeaway

Shorter holding periods generally help, but courts still examine the full trading pattern.

Section 475: separate from TTS

One of the biggest trader-tax misunderstandings is confusing TTS with Section 475.

  • TTS is based on activity.
  • Section 475(f) requires a separate, valid, timely election by the correct taxpayer.
  • A trader can have a strong TTS fact pattern and still lose Section 475 treatment if the election was not made properly or on time.

Rev. Proc. 99-17 provides the exclusive procedure for traders in securities or commodities to make a Section 475 election.

For election timing and filing mechanics, see our Section 475 election-deadline guide.

How traders should use these lists

  • Start with the table of key benchmark and caution cases for planning and client education.
  • Use the foundation and Section 475 tables as deeper reference lists when comparing fact patterns.
  • Treat the cases as practical guidance, not numeric formulas.

Four practical reminders

  • TTS depends on actual trading activity.
  • 720 trades is a planning benchmark, not a legal threshold.
  • Section 475 requires eligibility and a valid election by the correct taxpayer.
  • Segregate trading and investing: Keep trading-business positions separate from long-term investment positions, with clear records identifying which positions belong to each category.

2026 TTS Planning Checklist

Use these as planning targets, not legal requirements.

  • Trade count: Approximately 720 total trades per year.
  • Counting method: Count buys and sells separately.
  • Monthly pace: Around 60 trades per month.
  • Continuity: Spread trading across the year; avoid clustering activity into short bursts.
  • Trading days: Be active on a high percentage of available market days; our benchmark is 75%.
  • Holding period: Preferably 31 days or less on average as a planning benchmark.
  • Strategy: Focus on short-term market swings rather than long-term appreciation.
  • Documentation: Maintain trade logs, brokerage statements, expense records, time records, and business records.
  • Segregate trading and investing: Keep trading-business positions separate from long-term investment positions, with clear records identifying which positions belong to each category.
  • Other factors: See How To Qualify for TTS.
  • Section 475 deadline for existing traders: For 2026 treatment, attach the election statement to the timely filed 2025 return without extensions, or to a timely extension request, as required under Rev. Proc. 99-17, Section 5.03(1).
  • Section 475 for true “New Individual” Taxpayers: A new trader is not a new taxpayer if they have filed a prior-year individual federal tax return. Under Rev. Proc. 99-17 § 5.03(2), a true new individual taxpayer (e.g., a student or immigrant with no previous filing history) makes the election within 2 months and 15 days of starting operations. 
  • Section 475 Entity Deadline Reset (75-Day Rule): If an existing individual misses the April 15 deadline, they can form a new entity (Partnership or S-Corp) later in the year to reset the clock. The new entity “adopts” Section 475 from inception via an internal books-and-records resolution within 75 days of inception—bypassing the need to file a Form 3115. 
  • Correct taxpayer: If the entity is disregarded, the owner is generally the taxpayer who must make the election. The GWA court emphasized that, after a single-member LLC has disregarded status, elections are made by the single member, not by the disregarded entity itself.

When to get professional help

Traders should seek qualified tax advice before filing returns, making Section 475 elections, responding to IRS notices, or petitioning the Tax Court. Many trader-tax losses are avoidable compliance failures, not unavoidable legal defeats.

Final takeaway

The planning lesson is simple: build the TTS fact pattern, document the trading business, and make any Section 475 election on time and by the correct taxpayer.

Related content

In Essence

Trader Tax Status is not based on a single magic number; it depends on the trader’s overall activity pattern. Use the cases as guardrails, not safe harbors, and treat Section 475 as a separate compliance step that must be done correctly and on time.


The Hedge Fund Medicare Tax Gap: Can Active Limited Partners Avoid SE Tax and NIIT?

November 17, 2025 | By: Robert A. Green, CPA | Read it on

Editor’s note: This article was first published on Nov. 17, 2025. Since then, the Fifth Circuit has issued two opinions addressing the limited-partner exception to self-employment tax under IRC § 1402(a)(13). The court’s January 2026 opinion was taxpayer-friendly and focused on state-law limited liability. The court later withdrew that opinion and issued a substitute opinion on Aug. 12, 2026, adopting a narrower, management-based standard. The Aug. 12, 2026 substitute opinion is now the operative Fifth Circuit decision.

Core point: A partner who significantly manages or runs the business should not assume that a state-law limited-partner designation protects their distributive share from self-employment tax and Medicare tax.

Update Aug. 17, 2026: Fifth Circuit Withdraws January Opinion And Narrows The Limited-Partner SE Tax Exception

On Aug. 12, 2026, the Fifth Circuit withdrew its January 2026 opinion in Sirius Solutions L.L.L.P. v. Commissioner and issued a substitute opinion under the caption K Alain LLLP v. Commissioner. Although the court denied the government’s petition for rehearing en banc, it abandoned the broad state-law test described in our Jan. 25 update below.

The January opinion held that limited liability under state law was sufficient for a partner to qualify for the self-employment tax exclusion under IRC §1402(a)(13). The substitute opinion instead defines a limited partner as “a partner who plays no significant role in managing or running a business.” Therefore, state-law limited-partner status alone is no longer sufficient in the Fifth Circuit; courts must examine the partner’s actual role in the business.

However, the Fifth Circuit did not fully adopt the Tax Court’s passive-investor test in Soroban. The court concluded that a limited partner may participate in some non-managerial business activities without losing the exclusion. Its new dividing line is managerial versus non-managerial activity—not simply active versus passive participation or material versus non-material participation under the passive-activity rules.

This flip-flop substantially narrows the taxpayer-friendly January decision and creates a new factual question: When does a partner’s involvement become a “significant” role in managing or running the business? Active partners who manage a hedge fund, private equity firm, registered investment adviser (RIA), or professional services management company should not assume that their state-law LP designation protects their distributive share from SE tax. Partners engaged only in non-managerial activities may have a stronger argument for the exclusion, although the extent of that protection remains uncertain.

Under the Tax Court’s Golsen rule, the substitute decision directly governs Tax Court cases appealable to the Fifth Circuit, which covers Texas, Louisiana, and Mississippi. Appeals involving Denham Capital Management and Soroban Capital Partners remain pending in the First and Second Circuits, respectively. Until the appellate courts, Congress, or Treasury provide greater clarity, relying on limited-partner status to avoid both SE tax and NIIT remains uncertain and potentially risky. An S-corporation management-company structure continues to offer a more established approach to managing payroll and Medicare taxes, subject to reasonable-compensation requirements.

The Jan. 25, 2026 update below is retained as a historical record of the Fifth Circuit’s original ruling. That opinion was withdrawn and replaced on Aug. 12, 2026, as explained in the update above. It is no longer controlling law.

Update Jan. 25, 2026: Fifth Circuit Rejects IRS Functional Test—Limited Impact Outside Three Southern States

In Sirius Solutions L.L.L.P. v. Commissioner, No. 24-60240 (5th Cir. Jan. 16, 2026), the Fifth Circuit Court of Appeals vacated a Tax Court decision involving the limited-partner exception to self-employment tax under IRC §1402(a)(13). The court held that qualification for the exception turned on limited liability under state law—not on whether the partner was a passive investor or materially participated in the business.

In doing so, the Fifth Circuit rejected the functional, passive-investor test applied by the IRS and the Tax Court in Soroban Capital Partners and Denham Capital Management. Instead, the court relied on the statutory text and the historical meaning of “limited partner.” In a footnote, the court expressly reserved the question of how—or whether—its reasoning would apply to interests in other entities, such as LLPs and LLCs.

The Fifth Circuit covers Texas, Louisiana, and Mississippi. Under the Tax Court’s Golsen rule, the Tax Court would have been required to follow Sirius in cases appealable to that circuit. Outside the Fifth Circuit, the Tax Court could continue applying the functional, substance-over-label analysis reflected in Soroban, Denham, and Castigliola.

This geographic limitation was important because many hedge-fund management companies operate outside the Fifth Circuit, particularly in the Second Circuit, which includes New York and Connecticut; the Ninth Circuit, which includes California; and the Third Circuit, which includes Delaware. Consequently, the original Sirius decision did not alter the enforcement environment for most hedge-fund managers, who remained exposed to IRS challenges and unfavorable Tax Court precedent when relying on limited-partner status to avoid SE tax.

Even under the original Sirius ruling, planning based solely on limited-partner classification remained uncertain outside the Fifth Circuit. For management companies seeking a more durable approach to Medicare tax exposure, an S-corporation management structure continued to offer a more established and defensible solution without depending on unresolved statutory gaps in IRC §§1402 and 1411.

Original Blog post on Nov. 17, 2025: Executive Summary

The IRS has recently cracked down on hedge-fund, private-equity, and professional-service management companies that tried to use limited partner status to avoid the 3.8% Medicare-related tax on management-company profits. In several high-profile cases—including Soroban, Denham, and Castigliola—the Tax Court held that partners who actively manage the business are not “true” limited partners under §1402(a)(13) and therefore cannot use LP status to sidestep self-employment (SE) tax.

This white paper explains the structural gap in the tax code that created this issue, why management-company partners fall into the gray zone between SE tax and the Net Investment Income Tax (NIIT), and how the courts and IRS now apply a functional test that looks at what partners actually do, not what their partnership interest is called.

For fund managers, RIAs, and active partners in management companies, the takeaway is clear:
LP status alone does not shield active partners from SE tax, carried interest remains NIIT income, and S-Corporations are the only reliable structure for reducing Medicare taxes.

The paper also clarifies how these rules affect TTS traders, Section 475 income, and investor-level LPs.

White paper: In recent years, several hedge-fund, private equity, and professional service management companies attempted to use limited partner classifications to reduce or avoid the 3.8% Medicare-related tax on management company income. The IRS challenged these positions, and the Tax Court repeatedly ruled that active service partners were not “true” limited partners for purposes of the §1402(a)(13) self-employment (SE) tax exclusion.

This article explains how the statutory gap arose, why management company partners fall into it, how recent cases have resolved these disputes, and what today’s fund managers and traders should understand when structuring their entities.

Partnership tax rules can produce unexpected results when older definitions collide with modern fund structures. The idea of an “active limited partner” highlights this problem. Under IRC §1402(a)(13), a limited partner’s distributive share is generally not subject to self-employment (SE) tax.

At the same time, income from a business in which a taxpayer materially participates is not subject to the Net Investment Income Tax (NIIT) under IRC §1411. When a partner is legally designated as a limited partner but actively participates in the management company, these two rules conflict with the management company’s ordinary income being treated neither as SE income nor NIIT income.

Who This Affects

  • This issue directly applies to partners in management companies—hedge fund managers, RIAs, private equity sponsors, and professional service partnerships.
  • It applies less to sole-proprietor traders with TTS and Section 475, whose trading income is not SE income under long-standing IRS guidance. Trading gains are subject to NIIT.
  • Investors in hedge funds and private equity funds can benefit from this content, too. 

Key Lessons

  • Active managers cannot rely on LP status to avoid SE tax.

  • Carried interest is always NIIT income—never SE income.

  • TTS/475 traders avoid SE tax but still owe NIIT.

  • S-Corporations are the only well-established way to reduce Medicare taxes.

  • IRS and Tax Court apply a substance-over-label “functional test.”


Primer on Self-Employment (SE) Tax

SE tax includes Social Security (12.4%) up to an inflation-adjusted wage base ($176,100 for 2025), and uncapped Medicare (2.9%) taxes, totaling 15.3% on net earnings from self-employment. For employees, there are similar payroll taxes: employees pay half of the Social Security and Medicare taxes, and employers pay the other half. 

Two Paths for the 3.8% “Medicare” Tax

The 2010 Affordable Care Act (ACA) created two parallel mechanisms for imposing a 3.8 percent Medicare-related tax on investment income of high-income taxpayers:

  • The Self-Employment Medicare Tax (2.9% base + 0.9% Additional Medicare Tax = 3.8%) applies to net earnings from self-employment — active trade-or-business income under IRC § 1402.

  • The Net Investment Income Tax (NIIT) (3.8%) applies to unearned or passive income such as capital gains, Section 475 ordinary income for traders, interest, dividends, rents, and Schedule K-1 investment profits under IRC § 1411. NIIT also applies to passive activity income and loss from pass-through entities and investment and trading companies.

  • The NIIT is calculated on the lesser of net investment income (NII) or the amount your MAGI exceeds thresholds: $200,000 for singles, $250,000 for married filing jointly. These thresholds are not indexed for inflation. 

  • Example: a single filer with $500,000 of net trading gains (NII) and MAGI of $600,000. The NIIT threshold for a single filer is $200,000. 
    Calculation: MAGI $600,000, NII $500,000, Threshold (Single): $200,000
    Amount MAGI exceeds threshold: $600,000 − $200,000 = $400,000

    The NIIT is owed on the lesser of:
    •NII: $500,000, MAGI excess: $400,000
    So, the taxable amount for NIIT is $400,000.
    NIIT owed: $400,000 × 3.8% = $15,200.

Congress intended that no income should escape both Medicare taxes — a principle reflected in the legislative history of §§ 1402(a), 1411, and ACA regulations. In practice, however, the statutory definitions sometimes leave a gap for active limited partners.

Earned income should be subject to SE tax, and unearned income should be subject to NIIT. Understanding how Congress drew the line between earned and unearned income helps explain why the limited-partner exception exists.

The Limited-Partner Exception

IRC § 1402(a)(13) excludes a limited partner’s distributive share of partnership income (other than guaranteed payments for services) from net earnings from self-employment.

This rule — dating to the 1954 Code — was designed for passive investors in state-law limited partnerships. It assumes such partners do not materially participate in operations and therefore should not owe self-employment tax. The ACA’s NIIT was not started until 2013.

The “Active Limited Partner”

Modern hedge-fund and private-equity management companies, as well as law firms, blur this distinction. Many managers hold limited-partner (LP) interests for liability protection yet actively manage the business daily.

Partners who materially participate in the partnership’s business but hold only limited-partner interests under state law fall into a statutory gray area:

  • Under § 1402(a)(13), their distributive share is excluded from SE income because limited partners are not considered to earn SE income unless they receive guaranteed payments for services.
  • Under § 1411(b) and Treas. Reg. § 1.1411-4(g)(7)(i), non-passive participation income is excluded from NIIT, which was set up to catch passive activity pass-through and investment income.

This overlap can leave ordinary business income neither SE income nor passive activity NIIT income. I next discuss how hedge fund and private equity firms deal with this issue, as these were the types of companies that recently lost in tax court over it. 

Management Company LP vs. Fund LP: Why the Distinction Matters

In all major cases involving the limited partner exclusion—Soroban, Denham, and Castigliola—the individuals claiming §1402(a)(13) exclusion were owners of the management company (Castigliola is a law firm), not passive investors in a hedge fund or private equity fund LP.

The management company is the entity that provides investment advisory, trading, or portfolio management. Its income—management fees, incentive allocations, and operational revenue (for the law firm)—derives from the partners’ active services.

By contrast, investor fund LPs hold pooled capital and generate investment returns, including capital gains, Section 475 trading income, dividends, interest, and Section 1256 gains.

These investor LPs are the intended beneficiaries of §1402(a)(13), which excludes passive investment income from SE tax. However, this fund LP income is subject to NIIT for the passive investors. 

This distinction is critical: the §1402(a)(13) exclusion was designed for passive investor LPs, not partners in service‑providing management companies.

Courts consistently look to the partner’s functional role, not their state‑law label. When an individual materially participates in generating the partnership’s business income, the limited‑partner exclusion does not apply—even if their interest is titled as a limited‑partner interest under state law.

Treasury and IRS Awareness

The Treasury Department acknowledged this coordination problem in the preamble to the Final NIIT Regulations (T.D. 9644, 2013), promising future guidance to reconcile §§ 1402 and 1411. Over a decade later, no such guidance has been issued.

Chief Counsel Advice 201436049 and Proposed Reg. § 1.1402(a)-2 (62 Fed. Reg. 1702, January 13, 1997) both indicate that the term “limited partner” in §1402(a)(13) should be interpreted more narrowly than its state‑law label. These authorities emphasize evaluating what a partner actually does in the business, not just how their interest is titled.

However, neither source definitively resolves how the SE‑tax exclusion applies when a partner is legally a limited partner but materially participates in the partnership’s operations.

Cases such as Castigliola v. Commissioner, T.C. Memo 2017-62, reinforce this functional approach. In Castigliola, law firm partners who were legally designated as limited partners were nevertheless treated as engaged in a trade or business for SE tax purposes because they actively provided services and materially participated in the operations.

The decision makes clear that the substance of a partner’s activities, rather than the state‑law title attached to their interest, governs the application of the SE‑tax rules. Still, the broader issue remains unsettled because the Treasury has not issued comprehensive regulations coordinating §1402(a)(13) with the NIIT rules under §1411.

📊 Management Company vs. Fund LP — Structural Diagram

The management company is a service business. The fund LP is the investment vehicle.

Management Company (LP or LLC)
• Provides investment advisory + management services
• Earns management fees + incentive/performance allocations (carried-interest)
• Partners are service providers
• Income is business income (SE-tax analysis applies)
• Carried-interest in capital gains, Section 475 trading income, and portfolio income are subject to NIIT, not SE tax

⬇️ Manages ⬇️

Fund LP / Master Fund / Feeder Fund
• Pools investor capital
• Generates investment income (capital gains, interest, dividends)
• LPs are passive investors
• Income is investment income (NIIT applies)

📘 Case-Law Spotlight: How Courts Treat “Active Limited Partners” in Fund Managers

🟦 Soroban Capital Partners LP v. Commissioner (2024)

  • Soroban Capital Partners LP is the management company/RIA, not the hedge‑fund investment vehicle. It earns management fees and incentive allocations and manages multiple fund entities.
  • Individuals classified as limited partners of the management company were full-time investment professionals responsible for generating the firm’s advisory and management‑company income.
  • They claimed the §1402(a)(13) limited partner exclusion to avoid SE tax on their box one ordinary business income.
  • Tax Court held they were not limited partners “as such” under §1402(a)(13) because they were active service partners in the management company.
  • Their distributive shares of ordinary business income were subject to self-employment tax.
  • See “Sec. 1402(a)(13) and limited partnerships,” The Tax Adviser, March 1, 2024 (Beavers emphasizes a functional test—partners who are “limited in name only” do not qualify for the §1402(a)(13) exclusion).

🟦 Denham Capital Management LP v. Commissioner (2024)

  • Denham Capital Management LP is the management company, not the private‑equity fund vehicle. It serves as the General Partner (GP) and investment adviser to a family of sector-focused investment funds.
  • Partners labeled as limited partners were actively engaged in investment advisory, due diligence, portfolio management, and operational oversight.
  • IRS challenged the use of §1402(a)(13), arguing these partners were materially participating in a financial‑services business.
  • Tax Court applied Soroban, concluding these individuals were not limited partners “as such” because they were service partners in the management company.
  • Result: their distributive shares of management‑company ordinary income were included in net earnings from self-employment, even though the entity was organized as a Limited Partnership (LP).

Key Principle from Both Cases

A partner’s functional role and actual services, not their state‑law title, determine whether the §1402(a)(13) limited‑partner exclusion applies.

📘 Call-Out: “Limited in Name Only” — Functional Test Explained

Beavers (The Tax Adviser, March 2024) emphasizes that §1402(a)(13) must be applied using a functional test. A partner qualifies as a “limited partner” only if they are genuinely passive in the partnership’s operations.

If the partner provides services, manages operations, or materially participates in generating revenue, they are “limited in name only,” and the §1402(a)(13) exclusion does not apply. This principle aligns with the holdings in Soroban, Denham, and Castigliola, which all rejected limited partner labeling when the partners were active service providers.

📘 Call-Out: When a Fund Management Company Has Box One Income — TTS and Section 475 Only

Most hedge funds do not qualify for Trader Tax Status (TTS) because their trading activity does not rise to the level of an active trading business. Without TTS and a Section 475 election, gains remain capital gains reported in K-1 boxes 8–13, not box one ordinary business income/loss.

A hedge fund investment vehicle reports box one ordinary business income only if it:

  1. Qualifies for TTS, and
  2. Elects Section 475(f) mark-to-market (MTM) accounting. When a hedge fund uses Section 475 MTM accounting, its trading gains are ordinary income.

Section 475 trading gains are not earned income subject to SE tax; instead, they are unearned income subject to NIIT.

TTS trading business expenses in box 1 reduce SE income for purposes of SE tax. It’s quirky: TTS business expenses are treated as SEI, and Section 475 ordinary income and capital gains are NII.

IRS Tax Topic 429 states, “gains and losses from selling securities as a trader aren’t subject to self-employment tax.” Traders are not considered to be in the trade or business of providing services. Expert treatises make clear that traders with trader tax status, even when reporting ordinary income under Section 475 MTM, do not pay SE tax on that income, distinguishing them from dealers and other service businesses.

Section 475 ordinary income is subject to NIIT under §1411A Section 475(f) election is available only to traders who qualify for TTS, and TTS, by definition, requires self-directed, active trading. 

Even though TTS traders conduct an active business, the NIIT law explicitly treats trading in financial instruments as investment activity for NIIT purposes. Regardless of the taxpayer’s material participation in a TTS fund LP, TTS/475 income remains NIIT income.

In short, TTS/Section 475 income is always NIIT income because NIIT classifies trading in financial instruments as investment activity—even when the taxpayer is conducting an active trading business.

Carried Interest and the NIIT

Carried interest is a profit interest that allocates a portion of the fund’s investment gains to the managing partner. It is categorically different from:

  • Management company box one ordinary business income (the management fee), and

Carried interest income retains its underlying character at the fund level and is reported in K-1 boxes 8–13. These items include:

  • Long‑ and short-term capital gains,
  • Qualified dividends,
  • Interest income, and
  • Section 1256 contract gains or losses,

Under IRC §1411(c)(1)(A)(iii) and Treas. Reg. §1.1411‑4(a)(1)(iii), these categories of income are always included in net investment income (NII). This rule applies regardless of whether the partner is:

  • A limited partner or general partner,
  • Active or passive,
  • Involved in investment management or not.

Because carried interest flows from investment activity and not services, it is:

  • Always subject to the 3.8% NIIT, and
  • Never subject to SE tax.
  • It doesn’t work to claim an “active limited partnership”; it’s NII either way.

In the classic “2 and 20” compensation structure, the management company charges a 2% management fee. It receives a 20% incentive allocation (carried interest) of the fund’s investment income (usually based on new-high-net profits).

The IRS has periodically challenged carried interest as a disguised incentive fee, and some members of Congress have frequently proposed legislation to repeal or further limit carried-interest treatment. Understanding these dynamics is essential when analyzing how carried interest interacts with NIIT and SE tax.

The OBBBA did not change or extend the carried-interest rules created under the TCJA. The three-year holding period under IRC §1061 remains in place, and none of the proposed tightening measures made it into the final bill. As a result, carried interest continues to receive long-term capital gains treatment under the TCJA rules, and OBBBA leaves the existing regime unchanged for private-equity and fund managers.

Even active fund managers pay NIIT on carried interest. The only income potentially affected by the “active limited partner” issue is ordinary business income from the management company or General Partner entity.

Choice of Entity for Traders and Hedge Funds

Entity selection determines how a hedge fund manager’s compensation flows through the tax system.

Many hedge funds adopt a classic structure:

  • A fund LP or LLC that holds investor capital and generates portfolio gains; and
  • A GP/management company responsible for investment management and business operations.

Managers commonly participate in the fund in two separate capacities:

  • Through the GP entity, receiving management‑company income and performance allocations; and
  • Sometimes, as personal investors holding a limited‑partner interest in the LP. Many managers invest personal capital to demonstrate commitment to investors, although the amounts vary widely, and some managers do not invest personally at all.

When managers do invest personally, they may receive a separate investor K-1 reporting only investment results—capital gains, dividends, interest, and Section 1256 gains—never management fee income or carried interest allocations.

Separately, the GP/management company—whether an LLC taxed as a partnership or an S‑Corporation—issues its own K-1 to the manager for GP-level business income. This K-1 is distinct from and unrelated to any investor-level K-1.

(As always, legal entity selection involves governance and liability considerations. Managers should seek counsel experienced in fund law in their state of residence.)

📘 Call-Out: GP / S‑Corporation Election for Payroll‑Tax Optimization

Electing S‑Corporation status at the GP/management‑company level enables managers to:

  • Pay themselves reasonable compensation, subject to payroll taxes, and
  • Receive remaining S‑Corp profits free from Social Security and Medicare taxes.

For S-Corp management businesses, many practitioners use a 25–50% benchmark when evaluating reasonable compensation, but the IRS requires pay to reflect fair market value for services performed.

Remaining profits distributed as S‑Corp dividends are not subject to payroll tax, offering substantial savings compared to partnerships, where active limited partners face increasing scrutiny and SE tax exposure.

This widely accepted planning strategy allows owners to reduce Medicare taxes by receiving income in the form a distributions rather than wages. This method offers a clear, established, and IRS-tested approach to managing payroll‑tax exposure. 

It’s a different matter for trading S-Corps eligible for TTS; they don’t have underlying earned income and therefore don’t need reasonable compensation. They use officer compensation to unlock health and retirement plan deductions.

The Bottom Line

Partner Type

SE Tax

NIIT

Notes

Passive limited partner

Investor LP portfolio income and capital gains are subject to NIIT

Active general partner

Business income is subject to SE tax

Active limited partner (stat. gap)

✅*

*Disputed position under current law

See CCA 201436049 and T.D. 9644 (2013) for IRS and Treasury recognition of unresolved issues. Congressional or regulatory guidance is pending.

Guaranteed payments for services remain subject to SE tax regardless of partner status or participation level.

Outlook

Until Treasury finalizes regulations harmonizing §§ 1402 and 1411, high-income partners who actively manage funds yet hold limited-partner interests occupy a legally ambiguous zone. Practitioners should carefully evaluate both state-law entity status and material participation, as future guidance may reclassify such income for SE or NIIT purposes.

For hedge-fund managers, traders, and their advisors, the safest approach is to treat active management-company income as SE income. Using limited-partner status to avoid SE and NIIT remains risky under the current law.

Disclaimer:
This article is for educational discussion only and not individualized tax advice. It summarizes federal tax law as of 2025 and provides no assurance of outcome in any particular case. Consult your tax advisor about your own entity classification, self-employment exposure, and NIIT obligations.

Sources and Citations

1. Denham Capital Management LP v. Commissioner (T.C. Memo 2024-114)
Full opinion (PDF): https://kpmg.com/kpmg-us/content/dam/kpmg/taxnewsflash/pdf/2024/12/tc-memo-2024-114.pdf
KPMG summary: https://kpmg.com/kpmg-us/content/dam/kpmg/taxnewsflash/pdf/2025/01/tnf-kpmg-report-denham-january-2025.pdf

2. Soroban Capital Partners LP v. Commissioner (161 T.C. 310 (2023))
EisnerAmper overview: https://www.eisneramper.com/insights/tax/soroban-capital-case-1402-a-13-exclusion-1223/
Gibson Dunn analysis: https://www.gibsondunn.com/tax-court-determines-that-limited-partners-are-not-necessarily-exempt-from-self-employment-tax-limits-of-limited-partner-exception/

3. Castigliola v. Commissioner (T.C. Memo 2017-62)
Case summary (Current Federal Tax Developments): https://www.currentfederaltaxdevelopments.com/blog/2017/4/10/tax-court-rejects-limited-partner-claim-in-professional-service-firm

4. NIIT Final Regulations (T.D. 9644, 2013)
Federal Register summary: https://www.federalregister.gov/documents/2013/12/02/2013-28409/net-investment-income-tax

5. IRS Chief Counsel Advice 201436049
Primary source (IRS PDF): https://www.irs.gov/pub/irs-wd/201436049.pdf
Tax Adviser summary: https://www.thetaxadviser.com/issues/2015/jan/tax-clinic-08-jan-2015/

 



IRS Plays Havoc With Traders Misidentifying Investments

November 23, 2015 | By: Robert A. Green, CPA

Click to read Green's blog post

Click to read Green’s blog post

The IRS and some states have been playing havoc with traders in exams, claiming traders did not properly comply with Section 475 rules for segregation of investment positions from trading positions. Noncompliance gives the agent license to drag misidentified investment positions into Section 475 mark-to-market (MTM), or to boot misidentified trading losses out of Section 475 into capital loss treatment subject to the $3,000 capital loss limitation. Both of these types of exam changes cause huge tax bills, penalties and interest.

Traders don’t want to lose capital gains deferral and lower long-term capital gains rates on investment positions in securities. With misidentified investments the IRS has the power to drag those positions into Section 475 subjecting them to MTM and ordinary income tax rates.

Section 475 improper identification
Section 475 contains a clause to limit unrealized losses on investment positions dragged into Section 475. Under Section 475(d)(2) (which is applicable to traders pursuant to Section 475(f)(1)(D)), if a security was misidentified as an investment, then there is Section 475 MTM unrealized loss recognition only against other Section 475 gains, and any excess unrealized losses are deferred until the security is actually sold. Limiting MTM treatment on unrealized losses on investment positions is not much different from unrealized capital losses on those same positions.

Carefully identify investments
If you claim trader tax status and use Section 475 MTM, you can prevent this problem by carefully identifying each investment position on a contemporaneous basis. When you receive confirmation of the purchase of an investment position, email yourself to identify it as investment position as that constitutes a timestamp in your books and records. Don’t hold onto winning Section 475 trading positions and morph them into investment positions, as that does not comply with the rules. If identifying each separate investment is inconvenient, then ring-fence investments into identified investment accounts vs. active trading accounts. Use “Do Not Trade” lists for investing vs. trading accounts so you don’t trade the same symbol in both accounts.

But this compliance is not enough. If you hyperactively trade around your investments, the IRS can say you failed to segregate the investment in substance.

Section 475 clean up project
In 2015, the IRS acknowledged lingering problems with Section 475 and announced a Clean Up Project welcoming comments from tax professionals. I started a successful petition on Rally Congress to fix Section 475 and TTS rules and also sent a cover letter and comments to the IRS. The American Bar Association ABA Comments on Mark-to-Market Rules Under Section 475 are good. See my blog post in Aug. 2014 IRS warns Section 475 traders, which focuses on the segregation of investment issue.

Individuals have a problem
Section 475 misidentification of investments is a huge problem for individual sole proprietor traders who have both trading and investment positions. Section 475 is very valuable since it exempts trades from wash sale loss rules and the $3,000 capital loss limitation allowing full net operating loss (NOL) treatment for losses which generates huge tax refunds. A capital loss limitation is the biggest pitfall for traders.

Individuals often have a few trading accounts and also several investment accounts. Married couples may each have individual accounts, some joint accounts and IRA accounts. They may buy and hold popular equities in investment accounts and then hyperactively trade those same symbols in their designated trading accounts.

Entities navigate around the problem
The simple fix is to form an entity like a single-member or spousal-member LLC with an S-Corp election. Conduct all business trading with Section 475 on securities in those entity accounts. (The entity may elect Section 475 MTM internally within 75 days of inception of the entity.) Trader tax status, business expenses and Section 475 trading gains and losses are reported on the S-Corp tax return.

It’s wise to avoid investment positions in the entity accounts. But some traders want to use portfolio margining, and brokers don’t allow that between individual and entity accounts, so they want to transfer some large investment positions into the entity accounts. That can become a problem for Section 475 segregation of investment rules, especially if you trade the same symbols. Consult a trader tax expert.

Keep investments in your individual investment accounts. The individual and entity accounts are not connected for purposes of Section 475 rules since they’re separate taxpayer identification numbers.

The entity also looks much better in the eyes of the IRS claiming trader tax status and using Section 475 ordinary loss treatment. Plus, an S-Corp trading company can have employee-benefit plan deductions — health insurance and high-deductible Solo 401(k) retirement plan) — whereas a sole proprietor trader may not.

Tax court cases are for individual traders
A senior IRS official stated at an industry conference that the IRS is going after (auditing) “Chen cases,” referring to the landmark Chen tax court case. Chen was a part-time individual trader for just three months and he deducted TTS expenses and a huge Section 475 ordinary loss requesting a huge tax refund. The court denied TTS and use of Section 475.

Other recent trader tax court cases are individual traders claiming large TTS expenses and Section 475 losses. I covered these cases on my blog: see posts for Poppe, Assaderaghi, Nelson, Endicott, Holsinger and Chen (covered in my guides). Some of these traders may have been okay if they used an entity, however many did not qualify for trader tax status, and several botched or lied about electing Section 475.

In my blog post on the Poppe case, I point out that individuals face pitfalls in electing Section 475. The IRS granted Poppe TTS but denied Section 475 ordinary loss treatment because he botched or lied about the Section 475 election and he never filed a Form 3115. A new entity wouldn’t have that problem.

Wash sale losses are similar
Section 1091 wash sale rules are similar, yet different in one important aspect from Section 475 rules. While the entity is a different taxpayer from the individual for wash sale loss purposes, the IRS can apply Section 267 related party transaction rules to connect the entity and individual accounts if the trader purposely tries to avoid wash sale losses between the entity and individual accounts. I have not seen Section 267 mentioned in connection with Section 475 segregation rules.

Bottom line
Section 475 tax loss insurance is a huge tax break for traders who qualify for trader tax status but be careful with properly identifying investments. Be safe on using TTS and Section 475 by trading in an entity. Now is a good time to form one for 2016.


IRS Warns Section 475 Traders

August 13, 2014 | By: Robert A. Green, CPA

The IRS Chief Counsel (ICC) recently gave auditors advice on challenging Section 475 mark-to-market (MTM) traders trying to game the system with segregated investment positions. Section 475 MTM means ordinary gain or business loss treatment, whereas investment positions are capital gain or loss treatment. It’s important not to mix up the two on tax return filings. If you are unclear on your situation, check with one of our CPAs.

In new IRS Chief Counsel Advice 201432016, the IRS focuses on options created on “basket transactions,” which I feel are rarely used tax avoidance schemes. During the past decade, some very large hedge funds parked their trading activity inside of banks and arranged option transactions with the banks to reclaim their trading profits after year-end. These hedge funds avoided application of Section 475 MTM income on their trading gains during the tax year, and replaced it with an option allowing them tax deferral and long-term capital gains tax rates in the following year(s). They converted 40% ordinary tax rates to 20% capital gains rates and received a tax deferral to boot. Their tax savings from these transactions was in the billions of dollars and it attracted the attention of Congress and the IRS. The hedge funds’ arguments about “economic substance” sound pretty hollow to me in relation to tax savings from this tax avoidance scheme. The IRS wants to treat these segregated option transactions as part of the trader’s Section 475 MTM ordinary income trading activities, since they see a connection to those activities (see rules below). To learn more about these schemes, read Hedge Fund Chief Testifies at Senate Tax-Avoidance Hearing (New York Times, July 22, 2014).

There’s a lesson for retail traders using Section 475
We haven’t seen retail traders attempt these complex schemes with bank counterparties. Yet it’s a good time to revisit the segregation rules in Section 475 MTM. It’s a nuanced area of the law and it can have significant consequences on tax returns for business traders who have investments.

All business traders using or considering Section 475 MTM should learn its segregation of investment rules. (One way to prevent this problem is to conduct your business trading activity in an entity separate from individual and IRA investment accounts. The entity has a different taxpayer identification number, so there is no connection in the activity.)

We’ve recommended Section 475 MTM since 1997 when Congress expanded it for traders. The biggest tax benefit is unrestricted business ordinary loss treatment, with taxpayers escaping the onerous rules for wash-sale loss deferrals and the capital loss limitation ($3,000 against ordinary income per year on individual tax returns). Section 475 MTM can be the ticket to receiving huge tax refunds, often on NOL carryback returns.

An example of investments vs. business trades
Many traders want to make long-term investments as well in order to benefit from deferral on taxable income (until sale) and to hold investment securities 12 months for lower long-term capital gains tax rates (currently up to 20% vs. 39.6% the ordinary tax rate on short-term capital gains).

Each year we run into a handful of confusing situations on what’s considered a trading position vs. an investment position. Here’s a common example: A trader may want to house his investment portfolio inside a business trading account for portfolio margining purposes and hyperactively trade stock options around his core investment stock positions.

Suppose a trader holds Apple stock as an investment and trades Apple options for business around it to manage risk. Apple stock and Apple stock options are substantially identical positions for purposes of wash sales and Section 475 MTM. By doing this type of commingling activity, the trader may inadvertently subject his Apple stock investment to Section 475 MTM treatment at year-end, thereby losing deferral on the stock and subjecting his gains to ordinary rates rather than lower long-term capital gains rates.

There are all sorts of scenarios that can come up and in some cases it appears to benefit the taxpayer. It’s important to keep in mind that the IRS is entitled to apply the rules in a way that does not prejudice the government’s position. In the previous example, if the trader had a material loss in the Apple stock held for investment, the IRS is entitled to bar the application of Section 475 on that losing investment position. The IRS can have its cake and can eat it too.

Segregation of investment position rules
Per Thomson Reuters/Tax & Accounting, “Any securities held by the trader are subject to marking unless they fall within the exception to marking under Code Sec. 475(f)(1)(B). In the case of traders, there is only one exception to marking. Under that exception, two requirements must be met. First, it must be established to IRS’s satisfaction that the security has no connection to the activities of such person as a trader. (Code Sec. 475(f)(1)(B)(i)) Second, any such security must be clearly identified in such person’s records as being described in Code Sec. 475(f)(1)(B)(i) before the close of the day on which it was acquired, originated or entered into (or such other time as IRS may by regs prescribe). (Code Sec. 475(f)(1)(B)(ii)) An identification that a security is held for investment for financial reporting purposes is not sufficient for Code Sec. 475 purposes. (Rev Rul 97-39, 1997-2 CB 62).

Generally, gains and losses recognized under Code Sec. 475 are ordinary income or loss to a trader that has made an election under Code Sec. 475(f). (Code Sec. 475(d)(3)(A)(i) and Code Sec. 475(f)(1)(D)) However, Code Sec. 475(d)(3)(B) provides exceptions to the automatically ordinary rule under Code Sec. 475(d)(3)(A). If a taxpayer can establish that it held securities as hedges, or that the securities were not held in connection with its trading business, or that a security is improperly identified (see Code Sec. 475(d)(2) ), then gains and losses are not automatically ordinary. (Code Sec. 475(d)(3)(B)(i), Code Sec. 475(d)(3)(B)(ii) and Code Sec. 475(d)(3)(B)(iii)) Character must then be determined by other relevant Code sections.”

Many hedge funds and some traders skip a Section 475 election because they don’t want to be burdened with identifying investments on the time and date of purchase. They establish a trade and may let their profits run and morph the position into an investment position for long-term capital gain and deferral.

How Section 475 MTM and the segregation rules work
A business trader using Section 475 MTM has ordinary gain or loss treatment, plus open business positions are marked-to-market as imputed sales at year-end. On the first day of the subsequent year, the trader imputes a purchase of that same position at the same year-end price.

Duly segregated investment positions are not subject to Section 475 MTM. For example, a business trader organized as a sole proprietor may have a business trading account at Interactive Brokers and a segregated investment account held jointly with his spouse at Fidelity for making long-term investments. Like all professionals, it’s expected that a business trader would have investments, too.

It’s important for the business trader to contemporaneously segregate investment positions from business positions in “form and substance.” Form means a separate account and substance means don’t trade substantially identical positions with business trading positions. While proposed IRS regulations required a separate account, that rule never became final law, so a trader can have investment positions within a business trading account. Just make sure to email yourself contemporaneously when purchasing an investment position. Don’t trade around investment positions with your business positions, as that runs afoul of the substance rule. The lines of distinction can be blurred in some cases and you should consult a trader tax expert about it.

Read Green’s 2014 Trader Tax Guide Chapter 2 on Section 475 MTM to learn more.

Recent trader tax court cases
In recent trader tax court cases covered on our blog, Assaderaghi, Nelson and Endicott, the IRS won denial of trader tax status partially because these option traders did not segregate active option trading from investing in stocks (similar to the example above). However, even if these traders did follow segregation rules and our above guidance, I still don’t think they traded options enough to qualify for trader tax status. They also sought Section 475 MTM ordinary loss treatment on stock investments, which is not possible.

Bottom line
Section 475 MTM is fantastic for most business traders — we call it “tax loss insurance.” But the fine print requires discipline on dealing with investments. It’s best to trade in a separate entity to skip these handcuffs.

 


IRS Softens Its Stance For Some Taxpayers With Undeclared Offshore Accounts

June 19, 2014 | By: Robert A. Green, CPA

IRS pressure and new Foreign Account Tax Compliance Act (FATCA) rules taking effect July 1, 2014 are intimidating Swiss banks into breaking their sworn legal promise of bank secrecy. Foreign banks are forcing American clients to turn themselves in to the IRS before the bank does so. Turning yourself in on time can lead to lower (but still very significant) penalties and no jail time.

After too many horror stories (see “Expatriate Americans Break Up With Uncle Sam to Escape Tax Rules”) about normal middle-class Americans getting caught up in this tax dragnet, the IRS changed its rules to catch and release the smaller fish. See the IRS news release “IRS Changing Offshore Programs to Ease Burdens, Increase Compliance” (IR-2014-73). Here’s the new IRS program.

IRS Eases Up on Accidental Tax Cheats” says “The Internal Revenue Service is sharply increasing the penalties on U.S. taxpayers who hide assets abroad, while lowering or eliminating fines on taxpayers if their failure to disclose offshore accounts was unintentional, the agency said Wednesday.”

If you want to learn more about these IRS programs, consider a consultation with our tax attorney who is an expert in this area and has handled many cases successfully. Attorney-client privilege will apply.

Update about OVDI: Under transition rules, a taxpayer who entered OVDP before July 1 is entitled to use Streamlined even without opting out of OVDP. On or after July 1, a taxpayer must choose between Streamlined and OVDP and cannot opt out of one into the other. Therefore, a taxpayer who is unsure whether he would be considered negligent or willful should weigh entering OVDP before July 1. Non-willful conduct is conduct that is due to negligence, inadvertence, or mistake or conduct that is the result of a good faith misunderstanding of the requirements of the law.


Another trader tax court loss

February 27, 2014 | By: Robert A. Green, CPA

The IRS is piling up victories in tax court against individual traders who inappropriately use Section 475 MTM business ordinary loss treatment for deducting large trading losses. Fariborz Assaderaghi & Miao-Fen Lin v. Commissioner is yet another IRS win that can be added to the list. According to Tax Analysts, “The Tax Court held that a husband’s trading activity in securities didn’t constitute a trade or business and, thus, he wasn’t eligible for a mark-to-market accounting method election under section 475(f) and the couple was limited to a $3,000 deduction of losses from the purchase and sale of securities under section 1211(b) for each year at issue.”

Only traders who qualify for trader tax status (Schedule C business expenses) may elect and use Section 475. Lots is at stake since without trader tax status or a timely Section 475 MTM election, traders are forced to use a puny $3,000 capital loss limitation against other income.

We agree with the IRS that Assaderaghi did not qualify for trader tax status in any of the years examined. Assaderaghi had many day trades, and he used professional trading equipment and charts. But he had a demanding full-time career as an engineer/executive and the IRS is more skeptical toward part-time traders claiming trader tax status. Assaderaghi was unable to prove his hours spent in trading and his evidence lacked credibility in the eyes of the IRS and tax court.

Most importantly, Assaderaghi came up short on meeting our golden rules for 2008, the one year he had a chance to qualify for trader tax status. He had 535 trades and our golden rules call for 1,000 total trades. He traded just over 60% of available trading days and our golden rules call for trade executions on 75% of available trading days. In the other years examined, he came up far short of trader tax status and when you view the years together it’s especially weak.

Perhaps Assaderaghi could have fought harder to win trader tax status in 2008, and concede the other years, but that is generally not the main issue. A bigger issue is filing a timely Section 475 MTM election and Assaderaghi and his accountant did not do that. It’s significant since Assaderaghi’s CPA deducted $374,000 in trading losses for his 2008 Schedule C, but the IRS forced them to use a puny $3,000 capital loss limitation instead. Once again, a trader and professional go to tax court with a clear losing case on technical grounds, missing or botching a Section 475 MTM election, and there is nothing that can be done about it. They wasted their money and effort in tax court.

Assaderaghi made some tragic rookie tax mistakes which sealed his fate as a loser with the IRS. He made the common mistake of asking his local CPA tax preparer to elect trader tax status and Section 475 MTM, but after not getting an answer from his CPA, he didn’t do anything about it. His accountant was clueless about trader tax benefits and rules — which is sadly still often the case. When it comes to timely Section 475 elections, there is no excuse allowed for relying on an accountant, and there is no IRS relief. The IRS is lenient on many things, but not Section 475.

His accountant grasped the idea of trading as a business — filing a Schedule C — but he jumped to the tragic conclusion that he could simply report trading gains and losses on schedule C like other types of businesses. He should have filed a timely election for Section 475 and reported trading gains and losses on Form 4797 Part II with ordinary gain and loss treatment. It’s clear the accountant did not know that Section 475 MTM had to be elected by April 15, 2008 for 2008 or perfected with a 2008 Form 3115 change of accounting filed in 2009 with the 2008 tax returns. Had Assaderaghi known the golden rules, perhaps he would have traded more to meet them.

Assaderaghi’s tax return screamed for an IRS beat down. The IRS computers see trades on Schedule C and issue a tax notice because trades don’t belong on Schedule C. The IRS tries to match broker 1099-Bs to Schedule D (in 2008 and Form 8949 after 2010), Form 4797 Part II (section 475 MTM) and Form 6781 (Section 1256). The IRS agent asked the CPA preparer about his filing of a Section 475 MTM election and the CPA did not even know what the agent was talking about. Case closed — it’s a loser! You can never file a Section 475 MTM election late (or with hindsight).

Lessons learned: Learn trader tax benefits and rules with our content and hire a proven trader tax CPA like our firm Green NFH, LLC to assist you with the election, Form 3115, Form 4797 and tax return footnotes.

It’s important to note that 2014 Section 475 MTM elections are due by April 15, 2014 for individuals and existing partnerships, and March 15, 2014 for existing S-Corps. “New taxpayers” (new entities) file a Section 475 MTM election in their own books and records (internally) within 75 days of inception of the new entity formation. We recommend Section 475 MTM on securities only, so you retain lower 60/40 capital gains rates on Section 1256 contracts like futures. Section 475 MTM does not apply to segregated investment positions. If you have capital loss carryovers, you may want to wait until you generate more capital gains to use them up first.

Make sure you meet our golden rules for trader tax status based on tax court cases. The Assaderaghi case does not change our golden rules. The Assaderaghi court reinforced the notion that business traders must be consistent in trading volume and frequency and avoid sporadic lapses in active trading. The tax law requires “regular, frequent and continuous trading based on daily market movements and not long-term appreciation.”

It’s wise to stop trading as an individual and form an entity that qualifies for trader tax status and files an entity business tax return that resembles many active trading hedge funds. As pointed out in Green’s 2014 Trader Tax Guide, a high ranking IRS person in the trader tax status and Section 475 area recently warned at a tax conference that the IRS is going after individual traders inappropriately using trader tax status and Section 475 MTM ordinary loss treatment. Get the help you need to be a winner.

See the Tax Analysts PDF file on this case with our yellow highlights.


Another non-business trader busted in tax court

November 15, 2013 | By: Robert A. Green, CPA

Chalk up another win for the IRS on denying trader tax status. But it’s not a result of IRS excellence. Rather, it’s another case of a taxpayer filing a huge red-flag tax return with crazy unsupportable positions.

See the latest tax court case decision denying trader tax status: Nelson, TC Memo 2013-259. Here is an RIA summary with my highlights in yellow.

First off, the taxpayer seems to have been a tax cheat and that never bodes well in an exam. What trader in his or her right mind files a Schedule C for trader tax status deducting $800,000 of trading business expenses over two years? Nelson did, and when pressed, she conceded most of these expenses early on (see footnote 8 in the case). Most of those Schedule C expenses were probably unsubstantiated even as investment expenses on Schedule A. The IRS did not allow a Schedule C, since Nelson did not qualify for trader tax status.

Our firm has always pointed out that a sole proprietor trading business Schedule C is a red flag as it only shows expenses. We prefer a pass-through entity tax return for reporting a trading business. Traders generally have business expenses of $5,000 to $25,000. If the trader has trading gains, we use our income-transfer strategy to zero out Schedule C.

In another recent IRS tax court win denying trader tax status, Endicott reported $300,000 of margin interest on his trading business Schedule C and that triggered his tax exam. The IRS was correct; it should have been reported as investment interest expense on Schedule A.

As with Endicott, we agree with the Tax Court and IRS that Nelson did not qualify for trader tax status in 2005 and 2006. First, it sounds like Nelson’s live-in boyfriend, perhaps a trader himself, made many of the trades on her trading account. Nelson seemed focused on her active and successful mortgage business. We’ve always pointed out that trades made by an outside manager do not qualify for trader tax status. This can be a problem even with married couples, when one spouse trades the other spouse’s individual account. This is why we recommend a general partnership or LLC filing a partnership tax return for married couples — or significant others — so the trader/partner can bring trader tax status to the entity level for the benefit of all partners, even passive owners.

The tax court is right to point out that even if Nelson was credited with making all the trades — which clearly she did not — the activity did not rise to the level of trader tax status. The account failed our golden rules for trader tax status. Our rules call for 1,000 total trades and the Nelson account had half that in one year and one-quarter of that in the other year. Even considering a partial year, it was too few trades. Our golden rules call for executions on 75% of available trading days, and the Nelson account had executions of less than 50% one year and less than 30% the other year. The IRS was not clear about the average holding periods; they may have been under 31 days, which could be okay. But there were far too many sporadic lapses in trading, which is against the tax law requiring “regular, frequent and continuous” trading.

“I appreciate the break down of trading within this case,” says Green NFH co-managing member Darren Neuschwander, CPA. “This will be good to show clients how the IRS is clearly reviewing trader tax status.”

Notice Nelson couldn’t get relief from significant accuracy-related penalties. According to the RIA summary, “Nelson’s claim that she spoke with a friend who is an accountant was insufficient to show what advice the accountant provided and whether her reliance on same was reasonable.”

Bottom line
Get educated on trader tax status before you claim it. Conservatively assess it at year-end before deploying it on your annual tax returns. Consider an entity going forward. If you’re examined by the IRS, consult with a trader tax status expert and consider their representation. Don’t bring a losing case to tax court and argue it on your own.


Tax court was right to deny Endicott TTS

August 30, 2013 | By: Robert A. Green, CPA

We agree with the IRS and tax court on denying trader tax status (TTS) — otherwise known as business treatment — to Endicott (TC Memo 2013-199, Aug. 28, 2013) for 2006 and 2007 since he clearly was a long-term stock investor managing risk in his long portfolio with call options held on average one to five months and a number of stock positions held for over a year, with some over four years.

Many investors use options in this manner. They hold significant long positions in stock and are exposed to bearish headlines, so during “risk off” periods they may sell calls or buy puts on their underlying stock. When they expect little movement they may “write premium” to enhance their income.

Management of an investment portfolio is a far cry from being a business trader with an entity, day and swing trading weekly and monthly options full-time with executions almost every day of the week, average holding periods of less than seven days, and no connection to management of risk in an investment portfolio.

Endicott failed all our golden rules for TTS qualification in 2006 and 2007. Our rules call for 500 round trip trades and Endicott had 204 trades in 2006 on 75 days and 303 trades on 99 days in 2007. Our rules call for executions on 75% of available trading days and Endicott had well under 40%. Additionally, there were seven months in 2006 in which he executed less than three trades in a given month.

Endicott was even less frequent than Holsinger, another landmark trader tax court case we covered on our blog dated 9/3/08. Holsinger executed 372 options trades on 45% of trading days. Holsinger was at least trading and not managing his investments like Endicott.

We have some questions about Endicott’s 2008 trading activity since his numbers —1,543 trades on 112 days, including investments — exceeded our 500 round trip requirement. But, he still was stuck at 45% of day executions, well below our 75% requirement. He started trading ETFs instead of options in 2008, perhaps in connection with his portfolio of investments, although we don’t know for sure. The court clearly focused on the big picture over three years (2006 to 2008) and couldn’t get past the fact that Endicott was a significant investor managing his portfolio and was not running a separate and distinct trading business.

Endicott begged for a beat down from the IRS. He deducted $300,000 on a trading business Schedule C, including huge margin interest on his long stock investment portfolio. Investors deduct investment interest expense on Schedule A (itemized deductions) and it’s limited to investment income.

There are some interesting precedents that come out of the Endicott court.

We’ve written about presenting the “hotel analogy” for options traders to the IRS and this ruling seems to deny one pillar of that argument. Although we would have presented the argument better, Endicott did not deserve to make this case. It’s only for a very close call on TTS.

Endicott argued his number of trading days should include days his option investments were actually open — not just the execution days for buys and sells. He said he did not trade options on a daily basis because commissions made it unprofitable. That’s bogus. Option traders can trade enough to surpass our golden rules if they are running a business. The court agreed and said counting days that investments are open doesn’t hold muster for counting trading days. We don’t consider this a denial of our hotel analogy, but it’s certainly a shot across the bow on that argument.

There are some interesting technicalities in the Endicott ruling. The court broke down qualification for TTS into two sub-part tests, although we think they are basically one test. The first test was “substantial” for size and number of trades. The court erred in viewing Endicott’s significant stock portfolio as part of the TTS test, as although it was large, it doesn’t count in a TTS analysis.

The second test was for “frequency” and it focused on trading execution days as a percentage of available trading days. Endicott knew he came up far short and he tried to claim days for options being open.

We agree with the tax court that Endicott was not attempting to catch the swings in the daily market because his overall holding period of the call options. Holding periods of one to five months are definitely not, as the tax court implies, “indicative” for a trader seeking such swings in the daily market.

(Note: Upon our complete reading of the Endicott case, we found a footnote by the tax court of what is deemed as an “executed trade.” The tax court appears to take the position that the expiration of an option in itself does not count within a trader’s number of “executed trade” for TTS qualification due to lack of any required action of the trader himself. The following example was given: If a taxpayer “purchased stock, sold a call option that expired unexercised, and subsequently sold the stock,” only three trades were deemed executed. This is contrary to our position that the expiration of an option is a trade itself.)

The lesson in the Endicott court case is it’s very important to ring fence investments vs. business trading. If you have material investments, it’s wise to use a trading business entity for that separation. When trader tax status is analyzed, don’t let investments infect your analysis. Don’t count investments in the numerator or denominator for the percentage of days traded, number of trades or average holding period.

Had Endicott had a consultation with our firm in the years in question, we would have certainly told him he did not qualify for TTS. As we have said for several years, it’s more challenging for an options trader to qualify for TTS. Especially when they have a full-time job and trade monthly options on the side a few days per week, bunching trades around explorations.

There is plenty of good news in the Endicott court ruling, too. It affirms TTS and reinforces what does qualify.

What should options traders do to qualify for TTS? 
We advise setting up a separate trading business entity that disconnects trading from an individual’s investment portfolio. Don’t manage your investments with options and other “risk on and risk off” instruments like ETFs and indexes. Rather, day and swing trade options, ETFs and indexes on a stand-alone business-trading-program basis. Make sure you meet our golden rules.

Side note: The Edicott Court raised a concern about Endicott’s other Schedule C for consulting income. Endicott retired in 2002 and received income on a yearly basis as part of a non-compete agreement as the president of his former company. He reported this income on a separate “Consulting” Schedule C for each respective tax year. There appears to be no actual daily work requirement for Endicott in association with the receipt of this income and therefore it had no interference on his attempt to trade. The tax court pointed out that a taxpayer that qualifies for TTS “generally” should have the business of trading as his/her “sole or primary source of income.” The key term is “generally.” Just because a taxpayer has another source of income and net trading losses in a given tax year does not in itself deny a taxpayer from qualifying as TTS. In Endicott’s case, this other income was for past services and it should not have been a contributing reason for denial of TTS. 

Watch our Sept. 10, 2013 Webinar recording on this subject.


Important IRS Voluntary Disclosure Initiative Updates

June 6, 2011 | By: Robert A. Green, CPA

Forbes

IRS Goes Kinder And Gentler In Disclosure Initiative, Still Has Fangs

Updates include 90-day extension, lower penalties for smaller problems, and opt-out opportunities.

The IRS updated its offshore voluntary disclosure initiative FAQ page on June 2, 2011.

The IRS seems to be pulling out the stops to encourage more taxpayers to come clean and join its 2011 offshore voluntary disclosure initiative by the Aug. 31, 2011 deadline. (See our original blog detailing the program.)These filings are very complex and have many unintended consequences. For some, joining the program means accepting huge tax bills — a hard thing to swallow. As the clock ticks, many taxpayers might not have sufficient time to get their affairs and filings in order to meet this deadline. Gathering years of offshore information isn’t an easy task. Rather than scare these taxpayers away, the IRS made these important changes to make its initiative more attractive to join. First, the IRS will grant a 90-day extension providing the taxpayer makes a good faith attempt to file on time. Second, penalties for various less problematic scenarios have been lowered, including smaller accounts, inadvertent omissions, and inherited foreign accounts. Last, it provides various ways to opt out of the initiative if the taxpayer could do better with other filing options. 

90-day extension: According to the IRS, “A taxpayer may request an extension of the deadline to complete his or her submission if the taxpayer can demonstrate a good faith attempt to fully comply with FAQ 25 on or before Aug. 31, 2011. The good faith attempt to fully comply must include the properly completed and signed agreements to extend the period of time to assess tax (including tax penalties) and to assess FBAR penalties. Requests for up to a 90-day extension must include a statement of those items that are missing, the reasons why they are not included, and the steps taken to secure them.”

Lower penalties under certain conditions: New FAQ 52 & 53 state, “Taxpayers making voluntary disclosures who fall into one of the three categories … will qualify for 5-percent or 12-percent offshore penalties, respectively.” Read these sections to see if you qualify for the lower penalties. 

Consequences of opting out: New FAQ 51 shows why some taxpayers may want to opt out of the initiative and how they can do so. These escape hatches are helpful to many who are weighing their options to join the program in the first place. Rather than dither and miss the deadline, the IRS encourages you to join and allows you to opt out later. For example, suppose you join the program and realize you actually would not owe any income tax due to foreign tax credits or losses. The update states: “Electing to opt out might subject the taxpayer to a much smaller FBAR penalty than the penalty that would be due under the 2011 OVDI (or possibly no penalty at all, if the taxpayer’s violation was due to reasonable cause).”

This offshore disclosure full-court press is a nightmare for many, but the IRS seems to be improving its customer service with the extension, opt out, and lower penalty regime. The IRS motto may be “join first and opt out later.” The lower penalties are a good incentive for those who qualify to come clean. Why should they risk the same major problems as the purposeful tax cheats do? Skipping the program entirely might be the costliest and more problematic option, especially when you consider the possibility of criminal charges.

Update on June 22, 2011:
Information reporting suspended for foreign financial asset holders & PFIC shareholders. Notice 2011-55 http://www.irs.gov/pub/irs-drop/n-11-55.pdf

Per RIA, “A new Notice suspends information reporting required under the Hiring Incentives to Restore Employment Act (HIRE Act, P.L. 111-147 ), for certain individuals with an interest in a “specified foreign financial asset,” as well as for shareholders of a passive foreign investment company (PFIC). The information reporting is suspended until IRS issues the forms necessary to report the requisite information.”

Mark Feldman tax attorney contributed to this blog post.