Criminal tax preparation · A practical chapter

Criminal Tax Preparation: A Records Map for Counsel

A useful preparation file lets counsel see what a statement rests on, who supplied the information and what remains unresolved. Start with a defined assignment, then separate the personal record from financial calculations and legal conclusions.

By Joseph De Gregorio · Federal Sentencing Strategist
Founder and President, Sentencing Advocacy Group
Published November 5, 2026

Request a Private Case Review · (646) 588-8182

A map, not a verdict

A founder may hold employment records, an accountant may maintain return-related materials, and a family member may know the details of care responsibilities. A folder containing all three does not explain how they fit together. A records map identifies the category, source, date and purpose of each item so the right professional can evaluate it.

This chapter describes SAG’s preparation method. It does not determine tax liability, criminal intent, disclosure eligibility or the legal significance of a payment. Those questions require the appropriate legal and tax professionals. An investigation also does not establish guilt. The IRS criminal investigation guide explains the distinction between the government’s process and a personal-record preparation assignment.

1. Define the assignment before gathering material

Begin with the current stage and a concrete deliverable. Preparing personal history for a future interview is different from responding to a subpoena, evaluating a voluntary disclosure or calculating a tax figure. The assignment should state what SAG is preparing, who will review it, which topics are excluded and the agreed delivery date.

For example, counsel may want a supported employment chronology and an inventory of family-care records. That does not authorize a parallel investigation of the allegations or unrestricted circulation of financial documents. Confirm the approved collection and transfer process before moving material. Questions about preservation, production, privilege and communications with the government belong with counsel.

2. Keep four record categories distinct

Personal history

Education, employment, health, treatment, family responsibilities and community activity can be organized as separate subjects. For each, distinguish the person’s account from corroborating material. A job title is not a complete description of daily duties. A statement that someone provides care is not a substitute for identifying the actual responsibilities and time involved.

Financial-record references

The map may identify a document already held by counsel or an accounting professional without copying it into every working file. Note the record’s title, relevant period, custodian and review status. Identify a financial amount by its stated purpose. A figure on a return, a government allegation, an expert calculation and a completed payment are different entries even when the numbers happen to match.

Actions and chronology

Record what happened and when. Separate a proposed action from one already completed. If a client reports arranging professional assistance, the record should not describe the underlying compliance work as finished unless the supporting information establishes that. Use precise descriptions such as “appointment scheduled” or “confirmation received” rather than converting intentions into results.

Questions for review

Maintain a visible list of missing records, conflicting dates and issues outside SAG’s scope. An open question is useful work product. It tells the reviewer where a statement needs attention. Do not resolve an inconsistency by selecting the version that sounds most favorable.

3. Use a source index that a reviewer can follow

The index can be simple. Each entry needs an identifier that remains stable as drafts change. A source note should allow the authorized reviewer to locate the underlying material without relying on a long narrative’s memory of it.

Illustrative fields — no client information
FieldWhat it records
Record IDA stable reference, such as EMP-001.
Source and periodWho supplied the record, its stated date and the period it concerns.
Fact supportedThe specific proposition the record may support.
LimitsMissing pages, approximate dates or questions requiring professional review.
Review statusReceived, awaiting clarification, reviewed or excluded from the agreed draft.

A record’s presence in the index does not authenticate it or establish admissibility. It shows where information came from and what the preparation team currently understands. Technical or legal determinations remain separately identified.

4. Build the chronology without filling gaps

Use one row for each meaningful event: date or date range, a neutral description, source reference and any open question. Identify whether a date comes from a document or recollection. If a person remembers “spring” and the available records establish only the year, retain that limitation until there is a reliable basis to narrow it.

Consider a hypothetical employment entry: a person recalls beginning supervisory work in March, while a promotion letter is dated June. The preparation note can preserve both facts and ask whether duties changed before the formal title. It should not silently rewrite the March account or treat the letter as proof of every earlier responsibility.

When responsibilities changed over time, separate the periods. This is particularly useful for finance officers, payroll personnel, owners and employees whose formal title remained constant while actual duties shifted. Counsel determines how the chronology relates to any allegation or legal issue.

5. Document corrective work accurately

Accountability is more understandable when a record identifies a specific action, the reason it was undertaken, its actual timing and the evidence of follow-through. A statement of future intention may belong in a plan; it should not appear in a list of completed actions.

Where counsel considers a payment relevant, the preparation record can identify the date, amount, source, recipient and available confirmation. Its legal characterization remains for counsel. Likewise, a newly engaged adviser does not establish that every issue has been corrected. Record what the adviser actually did and the limits of the available documentation.

Joseph’s Bloomberg Tax analyses provide related commentary on financial distinctions and compliance chronology. Read the original publications in their dated context. Current rules and the facts of an individual matter require separate professional assessment.

6. Deliver a review-ready handoff

A useful handoff can contain a short scope note, the indexed chronology, a document inventory, the current draft and an unresolved-issues list. The scope note should identify what was reviewed, what was supplied but not evaluated and what was not available. Keep the draft’s version date visible so later edits do not circulate as competing final copies.

For a case approaching the presentence interview, the next assignment may be to connect the personal-history record to PSR and interview preparation. That is a stage-specific decision, not an assumption that every investigation will lead to sentencing. Counsel decides what should be communicated, submitted or excluded.

How SAG supports the work

Joseph works directly with the client to define preparation priorities, organize the personal account, identify supporting records and keep factual gaps visible. The agreed engagement can include a source-indexed timeline, a records checklist, interview preparation and material for counsel’s review. SAG is a national consultancy based in Freehold, New Jersey; travel can be arranged for cases.

Defense counsel can use the attorney collaboration pathway to discuss scope, review points and deadlines. Families can assist with authorized administrative and personal-history tasks without taking responsibility for legal or accounting conclusions.

Continue the handbook

IRS Criminal Investigation: understand the preparation stage →
Federal tax fraud sentencing: records, loss and preparation →
National PSR preparation service →

This is an original organizational guide, not legal or tax advice. SAG is not a law firm. An inquiry does not establish an engagement or a privilege, and preparation does not guarantee an outcome.