Federal tax controversy · Technical review
Resolve the tax issue behind the notice.
GWD helps employers and professional advisors assess compensation, benefits, and employment-tax exposure; organize the facts; and respond to federal tax examinations and administrative disputes. Select a service area to see common triggers and the support available.
IRS examination and administrative dispute
Employment Tax Examination and Dispute Support
Employment-tax examinations can connect worker status, wage characterization, withholding, payroll deposits, tax returns, information reporting, and employer records. GWD helps identify the issue under development and organize a fact-based federal tax response.
Common pain points
The records do not reconcile
- Forms 941, 940, W-2, and 1099 do not reconcile to payroll or the general ledger.
- Fringe benefits, equity events, or off-cycle compensation may be missing from payroll reporting.
- An Information Document Request (IDR) is broad, urgent, or difficult to answer with scattered records.
- The proposed adjustment combines multiple years, workers, or tax categories.
How GWD can help
Clarify the issue and the response
- Review notices, IDRs, transcripts, returns, payroll records, and the IRS’s proposed position.
- Map facts and supporting documents to each issue, period, and affected worker group.
- Analyze federal tax treatment, procedural posture, potential exposure, and response options.
- Support written submissions, conferences, proposed adjustment review, and administrative appeal strategy.
Possible work product: issue and exposure matrix, record-gap list, chronology, IDR response index, technical analysis, and response or Appeals strategy. Direct IRS representation requires a separate engagement and appropriate authorization.
S corporation employment-tax controversy
Owner Compensation and Distribution Disputes
When a shareholder performs services and receives distributions, payments, benefits, or other economic value, the IRS may question how the amounts were characterized and reported. These disputes can reach beyond income tax to payroll taxes, deposits, information returns, interest, and penalties.
What may trigger the issue
Pay and business activity do not align
- Owner wages appear low compared with services, responsibilities, hours, or distributions.
- Personal expenses, benefits, loans, or management payments are not consistently classified.
- Payroll and corporate records do not document the basis for compensation reported.
- An IRS examination proposes reclassifying distributions as wages.
Review and controversy support
Develop the factual record
- Analyze the owner’s actual duties, time, skills, business operations, and payment history.
- Reconcile wages, distributions, reimbursements, benefits, loans, and corporate payments.
- Review the IRS’s proposed wage treatment and supporting analysis.
- Organize evidence and support an examination, penalty, or administrative appeal response.
Federal worker-status matters
Worker Classification and Contractor Disputes
Classification turns on the working relationship and facts, not only the contract label or the form used to report a payment. A change in classification can affect federal employment taxes, withholding, reporting, and multiple prior periods.
Common triggers
Actual practice differs from the file
- Contractors work in core roles or under detailed company direction.
- Former employees continue doing substantially similar work as contractors.
- Payments flow through accounts payable while comparable workers are on payroll.
- An IRS or state inquiry, unemployment claim, or transaction diligence raises status questions.
How GWD can help
Assess facts and controversy posture
- Review contracts, work practices, control, payment records, and historical reporting.
- Assess federal worker-classification factors and available federal tax procedures.
- Evaluate whether Section 530 relief or a voluntary program warrants further analysis.
- Prepare a documented issue summary and identify records or specialist input needed.
State wage, unemployment, labor-law, and benefits questions may use different tests and may require state counsel or other specialists. Program eligibility and contact with the IRS require matter-specific analysis.
Urgent collections and penalty exposure
Unpaid Payroll Deposits and Trust Fund Matters
Unpaid employment taxes can lead to accelerated collection activity, deposit penalties, liens or levies, and questions about personal responsibility for withheld taxes. These cases often arise during cash stress, shutdowns, ownership changes, or restructuring.
Common pain points
Immediate action is required
- Payroll tax deposits were missed or applied to other operating costs.
- A payroll provider debit failed or payment responsibility is disputed.
- The IRS has issued collection notices or is investigating a Trust Fund Recovery Penalty.
- Multiple officers or employees had different roles in payroll and financial decisions.
How GWD can help
Build a clear record by quarter
- Review account transcripts, returns, bank records, deposits, and collection notices.
- Separate trust-fund and non-trust-fund components where records permit.
- Prepare a responsibility and decision chronology from available evidence.
- Assess procedural options and coordinate with qualified legal counsel where warranted.
Possible work product: quarter-by-quarter liability timeline, payment reconciliation, record index, procedural issue list, and response plan. GWD does not provide legal defense or criminal representation.
Compensation, equity, and benefits in tax controversy
Executive Pay, Equity Awards, and Deferred Compensation
An executive arrangement may affect employee income, employer deductions, payroll withholding, information reporting, and financial statements at the same time. GWD reviews the federal tax position and examination record when these issues arise in an audit, proposed adjustment, or defined risk review.
Issues that may surface
Tax treatment and reporting do not match
- Equity grant, vesting, exercise, or settlement records do not reconcile to Forms W-2 or payroll.
- Deferred compensation terms, elections, payment dates, and actual operations may differ.
- Severance or change-in-control payments raise Sections 280G or 4999 questions.
- Executive deductions or covered-employee tracking raise Section 162(m) concerns.
How GWD can help
Trace the position across records
- Review relevant agreements, award records, payroll, returns, workpapers, and accounting materials.
- Analyze federal tax treatment, timing, withholding, deductions, and information reporting.
- Identify factual gaps, inconsistencies, and potential examination issues.
- Support technical responses and coordinate with tax, legal, payroll, or valuation professionals.
GWD does not design or draft compensation plans, award agreements, or equity programs, and does not manage or administer them. Legal interpretation and plan-document work should be handled by qualified counsel or plan specialists.
Taxable benefits and wage reporting
Fringe Benefits, Reimbursements, and W-2 Issues
Benefits and expenses can be deductible to an employer and still require employee income inclusion or payroll reporting. The risk grows when benefits data is split across accounts payable, expense systems, payroll codes, HR records, and tax returns.
Common pain points
Compensation may be hidden in other accounts
- Personal vehicle, travel, club, housing, or other executive costs are not tracked consistently.
- Gift cards, stipends, education, meals, or remote-work reimbursements are treated as automatically excludable.
- Expense reimbursements lack clear substantiation or do not reconcile to payroll.
- Taxable benefits or equity compensation are missing or misstated on Forms W-2.
Review and controversy support
Follow the payment to its tax reporting
- Review selected general-ledger, expense, payroll, W-2, and source-document records.
- Identify benefit categories requiring further federal tax analysis or substantiation.
- Assess IRS notice or examination issues and organize the support for a response.
- Provide prioritized findings and a tax-focused remediation roadmap for the responsible firm or employer.
GWD’s role is review, analysis, and controversy support. The employer and its payroll or benefits providers retain responsibility for system changes, payroll processing, filings, and implementation.
Records and information returns
Payroll and Information-Reporting Reconciliation
Inconsistent data across HRIS, payroll, accounts payable, equity administration, benefits, and the general ledger can make an otherwise explainable position difficult to defend.
The problem
Different systems show different facts
- Worker names, EINs, payment dates, or compensation totals vary by system.
- W-2, 1099, 941, 940, and ledger totals do not tie out.
- Corrections were made without a clear history or supporting records.
The support
Create an explainable reconciliation
- Compare agreed data sources and identify exceptions for the defined scope.
- Trace selected payments and tax attributes to supporting documents.
- Prepare schedules, exception logs, and a prioritized list of unresolved items.
Affordable Care Act reporting matters
ACA Notices and Forms 1094-C / 1095-C
An IRS Letter 226-J or information-reporting notice can require a response grounded in employee-month data, coverage offers, affordability, payroll hours, and enrollment records.
Why a notice can be difficult
Monthly source data is fragmented
- Payroll hours, HR status, eligibility determinations, and benefits enrollment do not align.
- Transfers, acquisitions, or multiple EINs complicate employer reporting.
- 1095-C codes lack a traceable basis or conflict with vendor records.
How GWD can help
Organize the federal response record
- Review the notice, reported codes, employee-month schedules, and available source records.
- Identify disputed months, missing evidence, and potential coding issues.
- Prepare a response support schedule and procedural action list for the agreed matter.
GWD does not administer health plans, determine benefit eligibility, or replace the employer’s ACA reporting vendor. Plan administration and broader benefits-law questions may require other specialists.
Tax-focused retirement plan issue support
Retirement Plan Errors and IRS Inquiries
Missed eligibility, deferrals, matching contributions, compensation definitions, or plan-year data can create federal tax and reporting questions. A prompt, organized record can help clarify the issue and which specialists need to address it.
Common pain points
Errors emerge after payroll or audit review
- Eligible employees were omitted or enrolled late.
- Payroll compensation did not match the plan’s compensation definition.
- Deferrals, employer matches, or plan-year limits were calculated inconsistently.
- An IRS inquiry or transaction review reveals incomplete correction records.
How GWD can help
Support tax issue triage and documentation
- Organize plan-year, payroll, employee, and source-system facts for a defined review.
- Review tax reporting and identify potential federal tax issue paths.
- Prepare issue inventories, reconciliation schedules, and questions for the TPA or counsel.
- Coordinate with ERISA counsel, plan administrators, and other qualified specialists as needed.
GWD does not administer plans, amend plan documents, submit correction applications, or implement plan corrections. Plan interpretation, fiduciary advice, and correction execution belong with qualified benefits counsel or plan specialists.
Federal compensation tax matters
Tax-Exempt Organization Executive Pay
Hospitals, universities, and other applicable tax-exempt organizations may need to assess executive compensation across related entities, deferred amounts, severance, and reporting.
Potential triggers
Pay information is spread across entities
- Compensation committee, payroll, finance, and Form 990 records use different totals.
- Deferred compensation or severance vests in a period that changes the tax analysis.
- The organization receives a question involving Section 4960 excise tax or excess-benefit treatment.
How GWD can help
Review the tax record and reporting
- Analyze the defined federal tax question and available compensation records.
- Compare payroll, related-entity, tax-return, and workpaper information within scope.
- Identify missing support and organize examination or notice-response workpapers.
Governance, fiduciary-duty, and nonprofit-law advice are outside GWD’s scope and may require qualified legal counsel.
Transaction-driven tax review
Compensation Tax Issues in Diligence and Change-in-Control Matters
A buyer, investor, lender, or restructuring team may uncover historical owner-pay, payroll, benefit, equity, or deferred-compensation issues. Transaction timing can make it important to understand the federal tax facts before records disperse or payments occur.
Issues that surface
Historical practice meets a transaction deadline
- Owner compensation or contractor classification is questioned in diligence.
- Equity awards, retention payments, severance, or change-in-control arrangements may affect withholding and deductions.
- Payroll, financial statements, tax returns, and executive agreements contain inconsistent information.
Defined review support
Identify exposure and record gaps
- Review agreed compensation and payroll records for identified federal tax issues.
- Prepare an issue summary, evidence-gap list, and potential controversy considerations.
- Coordinate findings with the client’s CPA, attorney, payroll, and transaction advisors.
GWD provides tax review and advisory support. Transaction structuring, securities matters, legal opinions, and plan design or implementation require the appropriate specialists.
Related corporate review and advisory
ASC 718 and ASC 740 Review
George’s corporate background supports an informed review of company-prepared materials involving share-based compensation and income tax accounting. This work is separate from GWD’s primary IRS controversy practice.
ASC 718
Share-based compensation review
Review company-prepared workpapers and analyses concerning stock-based compensation, related tax effects, and consistency with supporting information. Advisory discussions can identify questions for management, auditors, or legal and valuation specialists.
ASC 740
Income tax accounting review
Review selected tax provision materials, deferred-tax schedules, tax-return-to-provision reconciliations, or compensation-related tax positions. Identify observations and questions for the company’s accounting and tax teams.
Scope boundary: review and advisory only. GWD does not prepare or maintain accounting records, operate the tax provision, administer equity plans, implement accounting processes, or assume management’s responsibilities. No audit, review, attestation, or assurance opinion is provided.
A practical deliverable
Clear findings the responsible team can act on.
For the agreed scope, GWD can organize the facts, identify the issue, note supporting authority and procedural considerations, flag missing information, and present a prioritized response path. The employer and its retained professionals decide what action to take and remain responsible for filings, payroll operations, plan administration, accounting records, and implementation.
GWD is not a law firm and does not provide legal advice or courtroom representation. Matters before the Department of Labor, state or local agencies, or courts may require separate counsel or specialists. Direct IRS representation is available only under a separate engagement and appropriate authorization.