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DRAFT — pending professional review

NOT LEGAL OR TAX ADVICE. This module is reference material for the HigherSelf Network cohort. Pending Lumina tone review, outside-CPA review, ERISA-counsel review for any Solo 401(k) or ROBS section, and Grace Fields authorization before external publication. Cohort-facing facts use anonymized framing until written consent is on file.

Tax Architecture

Citation index

Statutes & cases

Master citation list across qualified plans, anti-abuse, intercompany, nonprofit, and professional conduct.

9 categories69 citationsLast reviewed 2026-04-27

NOT LEGAL OR TAX ADVICE. Verify every cite against current law before relying. Circular 230 notice applies.

Qualified retirement plans

IRC § 401(a)
Qualified pension/profit-sharing/stock-bonus trust requirements
IRC § 401(k)
Cash or deferred arrangement (CODA)
IRC § 402(c)
Direct rollover non-recognition
IRC § 402(g)
Annual elective deferral limit — 2026: $24,500
IRC § 402A
Designated Roth contributions
IRC § 415(c)
Annual additions limit — 2026: $72,000
IRC § 408
Individual Retirement Accounts
IRC § 501(a)
Tax exemption of qualified plan trust (the inside-buildup engine)
IRS Notice 2025-67
2026 cost-of-living adjustments for retirement plan limits
IRS Form 5500-EZ
One-participant plan annual return (required when assets > $250K)

Early access to retirement funds

IRC § 72(p)
Plan loans — ≤ lesser of $50K or 50% of vested balance; level amortization; 5-year repayment
IRC § 72(t)
10% additional tax on early distributions before age 59½
IRC § 72(t)(2)(A)(iv)
Substantially Equal Periodic Payments (SEPP)
IRC § 72(t)(2)(A)(v)
Rule of 55 — separation in or after the year participant reaches 55
Rev. Rul. 2002-62
SEPP calculation methods (amortization, annuitization, RMD)

ROBS (Rollover as Business Startup)

IRC § 4975
Excise tax on prohibited transactions (15% → 100%)
IRC § 408(e)
Prohibited-transaction consequences for IRAs
IRS Memorandum, Oct. 1, 2008
Guidelines regarding rollovers as business start-ups (Julianelle Memo)
Treas. Reg. § 1.401(a)(4)-4
Nondiscrimination — benefits, rights, and features
Peek v. Comm'r, 140 T.C. 216 (2013)
Personal guarantee = prohibited transaction; IRA disqualified
Ellis v. Comm'r, T.C. Memo 2013-245, aff'd 787 F.3d 1213 (8th Cir. 2015)
Salary from IRA-owned LLC = prohibited transaction

Self-employment & S-corps

IRC § 162
Ordinary and necessary business expenses
IRC § 1361–§ 1378
S-corporation provisions
IRC § 1401, § 1402
Self-employment tax
IRC § 199A
20% QBI deduction for pass-throughs (sunset scheduled post-2025)
IRC § 1202
QSBS — up to 100% gain exclusion on C-corp stock held > 5 years
Watson v. United States, 668 F.3d 1008 (8th Cir. 2012)
S-corp reasonable compensation

Anti-abuse doctrines

IRC § 7701(o)
Codified economic substance doctrine — conjunctive test
IRC § 6662(b)(6)
20% accuracy-related penalty for lack of economic substance
IRC § 6662(i)
40% penalty if not adequately disclosed
IRC § 6664(c)(2)
Reasonable-cause defense NOT available — strict liability
IRC § 6694
Tax return preparer penalties
IRC § 7201
Attempt to evade or defeat tax — felony, up to 5 years prison
IRC § 7203
Willful failure to file / supply info — misdemeanor
IRC § 7206
Fraud and false statements — felony
Gregory v. Helvering, 293 U.S. 465 (1935)
Substance over form
Lucas v. Earl, 281 U.S. 111 (1930)
Assignment of income — fruits cannot be attributed to a different tree
Knetsch v. United States, 364 U.S. 361 (1960)
Sham transaction doctrine
Frank Lyon Co. v. United States, 435 U.S. 561 (1978)
Economic substance — sale-leaseback respected when real
Coltec Industries, Inc. v. United States, 454 F.3d 1340 (Fed. Cir. 2006)
Pre-codification economic substance
Comm'r v. Court Holding Co., 324 U.S. 331 (1945)
Step transaction doctrine

Tax-favored transfer mechanisms (legitimate)

IRC § 61
Gross income — default rule (everything is taxable)
Treas. Reg. § 1.61-2(d)(1)
Barter / services-for-services taxable at FMV
IRC § 102
Gifts and inheritances excluded from recipient's income
IRC § 132
Excluded fringe benefits (de minimis, no-additional-cost, etc.)
IRC § 105(b)
Self-insured medical reimbursement (HRA)
IRC § 9831(d)
QSEHRA
Treas. Reg. § 54.9802-4
ICHRA
IRC § 223
HSAs — triple advantage
IRC § 280A(g)
Augusta Rule — < 15 days personal-residence rental tax-free
IRC § 119
Meals and lodging for convenience of employer
IRC § 127
Educational assistance — up to $5,250/yr
IRC § 1014
Step-up in basis at death
IRC § 1031
Like-kind exchanges (real property only post-TCJA)
IRC § 1400Z-2
Opportunity Zones
IRC § 7872
Below-market loans — imputed interest at AFR
Treas. Reg. § 1.62-2
Accountable plan rules

Intercompany / network transactions

IRC § 482
Transfer pricing — IRS may reallocate to clearly reflect income
Treas. Reg. § 1.482-1 through § 1.482-9
Transfer-pricing methods
IRC § 267
Disallowance of losses on related-party transactions
IRC § 707
Transactions between partner and partnership

501(c)(3) constraints (HigherSelf Nonprofit)

IRC § 501(c)(3)
Tax exemption + private inurement prohibition
IRC § 4958
Excess benefit transactions — 25% / 10% / 200% taxes
Treas. Reg. § 53.4958-1 through § 53.4958-8
Implementing regs on excess benefit + rebuttable presumption procedure
IRC § 511–§ 514
Unrelated business income tax (UBIT)

Professional conduct gates

Treasury Department Circular 230 (31 C.F.R. Part 10)
Practice before the IRS
IRC § 6694
Preparer penalty
AICPA Statements on Standards for Tax Services (SSTS)
Professional standards for CPAs
State UPL statutes
Unauthorized Practice of Law — varies by state

See also