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Compliance case studies

ROBS Compliance Case Studies

By Dennis Shirshikov, finance educator and author focused on retirement-plan and small-business finance decisions. Published Aug. 12, 2026 · Updated Aug. 12, 2026 · Sources checked Aug. 12, 2026.

Direct answer: fictional composites show how facts, records, plan terms and agency lane alter triage; they are not legal precedents, client stories, promises or templates.

Direct answer

Use these five fictional composite case studies as a reading method, not as outcomes. A ROBS compliance file turns on dates, plan terms, payroll records, valuation support, sponsor conduct, participant data, correction timing and whether the IRS, DOL, tax-return or fiduciary lane is in view.[S1][S2][S3][S7][S9][S10]

The safe first answer is records before narrative. Do not alter, backdate or overwrite documents. Preserve deadlines, freeze suspect transfers when needed, identify the governing lane, and involve ERISA counsel, a CPA or tax counsel, the TPA, an appraiser, auditor or independent fiduciary according to the issue.[S4][S5][S6][S8][S11][S12] When the file turns on returns, payroll or account records, use the guide to hiring a CPA for a ROBS correction to define the accounting lane.

How to read each case

Facts and dates

Read for facts and dates, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Signal

Read for signal, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Missing evidence

Read for missing evidence, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Governing lane

Read for governing lane, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

First safe action

Read for first safe action, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Calculation screen

Read for calculation screen, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Specialists

Read for specialists, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Possible correction paths

Read for possible correction paths, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Unresolved decision

Read for unresolved decision, then ask what fact would change the result. A calculation screen is an input check, not a liability finding.

Five fictional composite case studies

Each composite uses invented assumptions and official-source issue categories. None says the fictional sponsor violated the law, received relief, owed tax, avoided tax, won an audit or obtained agency approval.

Case 1: Excluded employee and coverage issue

Date and signal: Plan year 2025. An April 15, 2026 census shows Mira, a full-time shop lead hired March 1, 2024, was excluded after satisfying one year of service and the July 1, 2025 entry date.

Documents: Adoption agreement, eligibility section, payroll census, W-2 wages, deferral notices, enrollment emails, coverage test file and TPA notes.

Calculation: Invented assumptions: Mira earned $48,000 from July 1 through December 31, 2025; actual deferral percentage for similarly situated non-highly compensated employees was 4%; nonelective allocation was 3%. Missed deferral screen: $48,000 × 4% × 50% = $960. Missed employer contribution screen: $48,000 × 3% = $1,440. Total before earnings: $960 + $1,440 = $2,400.

Facts that change the result: The result changes if Mira did not meet hours, the plan used a different entry date, auto-enrollment safe harbor applies, compensation is defined differently, or a VCP submission is safer than self-correction.

Agency and correction boundary: Potential qualification and operational failure first; fiduciary and notice issues may exist, but EPCRS analysis does not decide them.

First safe action: Stop any narrative that she was never eligible, preserve original census exports, have the TPA and ERISA counsel classify the failure, then calculate earnings and participant allocation.

Unresolved decision: Whether SCP, VCP or Audit CAP is available remains unresolved until timing, practices and examination status are confirmed.[S1][S2][S3][S12]

Case 2: Unsupported stock valuation

Date and signal: Initial purchase on May 20, 2024; annual value reported July 29, 2025. The plan bought 20,000 shares for $240,000, but the file contains only a founder spreadsheet and no valuation-date support for revenue, debt, market approach, capitalization table or assumptions.

Documents: Stock subscription, stock ledger, trust statement, bank wire, board minutes, appraisal scope, financial statements, tax returns and Form 5500 asset values.

Calculation: Invented assumptions: independent reconstruction screens transaction-date fair value at $10.50 per share rather than $12.00. Overvaluation screen: ($12.00 - $10.50) × 20,000 shares = $30,000. Potential share restoration screen at $10.50: $30,000 ÷ $10.50 = 2,857.14 shares, rounded only if counsel and corporate documents support a share adjustment.

Facts that change the result: The result changes if a contemporaneous independent appraisal exists, new debt closed after the valuation date, preferred rights dilute common shares, the plan bought qualifying employer securities for adequate consideration, or later losses explain the annual value.

Agency and correction boundary: Valuation is evidence for qualification, fiduciary prudence, adequate consideration, Form 5500 reporting and possible prohibited-transaction screens; it is not a single outcome.

First safe action: Freeze redemptions or new stock transfers, preserve original valuation files, engage an independent valuation professional, and separate transaction-date valuation from annual reporting estimates.

Unresolved decision: No liability is declared until ERISA counsel, tax counsel and valuation professionals determine the relevant standard and correction method.[S1][S2][S4][S5][S6][S7][S11]

Case 3: Owner property lease and personal-use screen

Date and signal: Lease began February 1, 2025; discovered November 18, 2025. The C corporation paid the founder's separate LLC $3,000 per month for storage space while the plan held 92% of the corporation stock and no independent lease review appears in the file.

Documents: Lease, property ownership records, rent comps, board minutes, conflict disclosures, bank statements, corporate invoices, plan fiduciary minutes and appraisal support.

Calculation: Invented assumptions: supported market rent is $2,200 per month for 9 months and the founder's LLC had $600 of avoided utilities paid by the corporation. Excess rent: ($3,000 - $2,200) × 9 = $7,200. Use-value/profit comparison: $7,200 excess rent versus $600 avoided utilities; screen restoration at the greater supported benefit before earnings, $7,200, so the same benefit is not double counted as $7,800 without support.

Facts that change the result: The result changes if the lease predates the plan, rent was independently approved at fair market value, the property owner is not a disqualified person or party in interest, or an exemption applies.

Agency and correction boundary: Potential prohibited-transaction and fiduciary lane first; Form 5330, VFCP and corporate tax treatment are separate follow-on screens.

First safe action: Stop new related-party rent changes, preserve the original lease rather than backdating minutes, obtain ERISA counsel and independent rent support, then calculate restoration and tax filings only after classification.

Unresolved decision: Whether the transaction is exempt, correctable through VFCP, subject to section 4975 tax, or requires a different remedy is unresolved.[S4][S5][S6][S8][S9][S12]

Case 4: Late participant contributions and loan repayments

Date and signal: Payroll dates September 13 and September 27, 2026; trust deposit October 18, 2026. Participant deferrals and loan repayments were withheld from payroll but stayed in the corporate account after a payroll vendor transition.

Documents: Payroll registers, trust deposit confirmations, loan amortization records, bank statements, payroll-vendor ticket, remittance policy and participant allocation report.

Calculation: Invented assumptions: $8,400 participant deferrals and $1,600 loan repayments were 21 days late; VFCP calculator input uses $10,000 principal, 21 days, and a supported 5% annual lost-earnings rate for a reproducible screen. Lost earnings: $10,000 × 5% × 21 ÷ 365 = $28.77.

Facts that change the result: The result changes if the amounts could reasonably have been segregated earlier, payroll frequency differs, the plan uses a different earnings method, deposits were partly timely, or DOL self-correction conditions are not satisfied.

Agency and correction boundary: DOL fiduciary correction and VFCP or self-correction lane first; EPCRS may matter for loan failures, and payroll or Form 5500 reporting may need separate review.

First safe action: Deposit principal immediately, calculate lost earnings, allocate by participant, preserve payroll evidence, and avoid rewriting deposit dates to make the file look timely.

Unresolved decision: Whether VFCP self-correction, a full VFCP application, EPCRS loan correction or additional reporting is appropriate remains open.[S3][S7][S9][S12]

Case 5: Missing Form 5500 and audit-document gaps

Date and signal: 2023 and 2024 plan years identified on August 4, 2026. The sponsor believed the owner-only filing exception applied because only the founder deferred, but the ROBS plan owned employer stock and had eligible employees with balances by late 2024.

Documents: Prior Form 5500 searches, plan number, EINs, trust statements, participant count, fidelity bond, stock value support, Schedule I or H inputs, Form 1120 tie-out and provider termination file.

Calculation: Invented assumptions: small-plan DFVCP screen for two late annual reports, each more than 150 days late. Basic daily amount would exceed cap: $10 × 150 days × 2 filings = $3,000. Small-plan DFVCP per-plan cap screen: $1,500, so the payment screen is $1,500 before any IRS or other agency issue.

Facts that change the result: The result changes if the plan is large, a notice of intent to assess has arrived, the filing is amended rather than delinquent, Form 5500-EZ applies, or IRS late-filer relief must be coordinated separately.

Agency and correction boundary: DFVCP is a DOL annual-reporting lane; it does not resolve inaccurate asset values, missing audits, qualification failures, IRS penalties or fiduciary record gaps.

First safe action: Reconstruct records before filing, file complete delinquent returns through EFAST2 if eligible, pay through DFVCP, and document every assumption used for participant count and stock value.

Unresolved decision: Whether amended filings, accountant review, independent audit schedules or IRS relief are needed remains unresolved until records are reconciled.[S1][S7][S10][S12]

Cross-case comparison matrix

1. Excluded employee and coverage issue

Primary lane: EPCRS eligibility and coverage.

Specialists: TPA, ERISA counsel and payroll.

2. Unsupported stock valuation

Primary lane: valuation, adequate consideration and reporting.

Specialists: appraiser, ERISA counsel, CPA and TPA.

3. Owner property lease and personal-use screen

Primary lane: prohibited transaction, fiduciary and Form 5330.

Specialists: ERISA counsel, tax counsel, independent fiduciary and appraiser.

4. Late participant contributions and loan repayments

Primary lane: VFCP late deposits and participant allocation.

Specialists: TPA, payroll vendor, ERISA counsel and recordkeeper.

5. Missing Form 5500 and audit-document gaps

Primary lane: DFVCP, Form 5500 and record reconciliation.

Specialists: CPA, auditor, TPA and filing specialist.

Action checklist before a sponsor chooses a correction path

  • Name the sponsor-owned decision and provider-owned task separately.
  • Preserve source records before drafting an explanation.
  • Stop alteration, overwriting and backdating.
  • Calendar Form 5500, Form 5330, VCP, VFCP and DFVCP deadlines separately.
  • Document assumptions used in every calculation.
  • Use ERISA counsel for fiduciary and prohibited-transaction classification.
  • Use a CPA or tax counsel for excise-tax and filing positions.
  • Use a TPA or recordkeeper for eligibility, allocation and participant records.
  • Use an appraiser when stock or property value drives the answer.
  • Use an auditor when annual-report schedules or audit-document gaps require one.
  • Separate correction timing before agency notice from correction after contact.
  • Leave unresolved decisions visible rather than converting assumptions into conclusions.

FAQ

Are these real ROBS client stories?

No. They are transparent fictional composites built from common issue categories described in official IRS and DOL materials. They are not endorsements, client results, enforcement precedents, legal templates or promises that the same correction will work for a reader.[S1][S3][S9][S10][S12]

What should a sponsor do before correcting?

Preserve records, stop alteration or backdating, identify plan terms and agency lanes, then involve the right specialist before money moves.[S1][S3][S9][S10][S12]

Can one agency program fix every issue?

No. EPCRS, VFCP, DFVCP, Form 5330 reporting and Form 5500 filing address different problems and have different eligibility limits.[S1][S3][S9][S10][S12]

Sources

Research ledger: docs/research/robs-compliance-case-studies-research-ledger.json. Sources were checked Aug. 12, 2026. These official sources support the issue categories and program boundaries; they do not decide fictional facts or reader-specific outcomes.

  1. S1. Rollovers as Business Start-Ups Compliance ProjectInternal Revenue Service. Used for ROBS structure, compliance-check records, valuation, participant, Form 5500, discrimination, prohibited-transaction and failed-business signals. Limit: Compliance-project guidance is not approval, precedent or a correction procedure.
  2. S2. EP ROBS guidelines memorandumInternal Revenue Service. Used for examination development, rollover, stock-purchase, valuation, benefits-rights-and-features and prohibited-transaction issues. Limit: Exam guidelines do not decide any fictional fact pattern.
  3. S3. Revenue Procedure 2021-30Internal Revenue Service. Used for EPCRS correction principles, SCP, VCP, Audit CAP and excluded-employee missed-contribution methods. Limit: EPCRS does not cover every fiduciary, excise-tax or reporting consequence.
  4. S4. ERISA section 404Office of the Law Revision Counsel. Used for fiduciary prudence, diversification, exclusive-benefit and plan-document duties. Limit: Statutory duties require fact-specific application.
  5. S5. ERISA section 406Office of the Law Revision Counsel. Used for party-in-interest transactions, loans, leases, asset use and fiduciary self-dealing categories. Limit: Classification and exemption analysis are separate.
  6. S6. Internal Revenue Code section 4975Office of the Law Revision Counsel. Used for disqualified-person, prohibited-transaction, correction and excise-tax lane boundaries. Limit: Tax liability and filing positions require tax advice.
  7. S7. 2025 Instructions for Form 5500Department of Labor, IRS and PBGC. Used for annual reporting, electronic filing, who must file, amended filing and penalty context. Limit: Filing status depends on plan year, participants and exact plan facts.
  8. S8. Instructions for Form 5330Internal Revenue Service. Used for section 4975 reporting vehicle and excise-tax filing context. Limit: Instructions do not decide whether a prohibited transaction occurred.
  9. S9. Voluntary Fiduciary Correction ProgramDepartment of Labor. Used for DOL fiduciary correction process, delinquent participant contribution and loan repayment self-correction, loss calculation and no-action boundaries. Limit: Program relief is category-specific and not universal IRS relief.
  10. S10. Delinquent Filer Voluntary Compliance ProgramDepartment of Labor. Used for DFVCP eligibility, Form 5500 filing process, $10 daily amount and small-plan or large-plan caps. Limit: DFVCP does not waive all IRS, PBGC or fiduciary consequences.
  11. S11. IRS S Corporation Valuation Job Aid for IRS Valuation AnalystsInternal Revenue Service. Used for closely held valuation discipline, valuation-date support and assumptions documentation. Limit: Job aid is not ROBS-specific and is not official IRS position.
  12. S12. DOL Meeting Your Fiduciary ResponsibilitiesDepartment of Labor. Used for provider monitoring, records, reporting, fidelity bond, service-provider and fiduciary responsibility patterns. Limit: General fiduciary education does not assign responsibility in a contract.

Start with the file, not the story.

Use official IRS and DOL materials, then coordinate the professional lane before money or filings move.