Federal Sentencing · Published Analysis · Editorial Leadership

Published Work. Recognized Authority.

Joseph De Gregorio is a published federal sentencing strategist and Founder & President of Sentencing Advocacy Group. His analysis has appeared in Bloomberg Law, Bloomberg Tax, Law360, the American Bar Association’s Criminal Justice Magazine, the Federal Bar Association, and national media.

Across more than 500 federal matters, primarily involving white-collar defendants, Joseph has worked alongside defense counsel at critical points in the federal process, helping develop the documented record before decisions affecting sentencing, custody, release, and long-term consequences are made.

The Record Behind the Work

Published analysis tied to the decisions that shape a federal case.

These publications address different stages of the federal process, but they share a common premise: sentencing outcomes are influenced by the quality of the record available to the people making consequential decisions.

The record below is organized by institution, date, exact title, source, and the practical significance of the published analysis.

Effective advocacy depends on the record that exists. The earlier that record is built, the more there is for counsel and the court to evaluate.
Documented. Published. Verifiable.

A record that can be checked at the source.

Every credential below is tied to a specific publication, appointment, or appearance, with its date, context, and original source available for verification.

5Bloomberg Law & Bloomberg Tax analyses
3Law360 Expert Analysis articles
2026Law360 Criminal Practice Editorial Advisory Board appointment
American Bar AssociationAmerican Bar Association Member and Expert Contributor
Federal Bar AssociationFeatured Sentencing Strategist for the Federal Bar Association
Published & Featured By

Institutions of record.

Explore the published record by institution. Each entry includes the exact title, publication date, practical significance, and original source.

01 · American Bar Association

Criminal Justice Magazine · Summer 2026

American Bar Association Criminal Justice Magazine · Summer 2026 · Nine-page feature

The Mitigation Revolution: A Practical Guide to Engineering Drastic Federal Sentence Reductions

A nine-page Criminal Justice Magazine feature presenting a five-phase framework centered on PSR preparation, documented behavioral change, verifiable rehabilitation, and evidence capable of supporting judicial confidence in a variance.

SAG PerspectiveMitigation should not be treated as a collection of favorable facts assembled shortly before sentencing. Effective mitigation is a process: identify the issues that matter, begin constructive work early, document that work, prepare carefully for the PSR process, and organize the resulting evidence so it can be used effectively by counsel. The distinction between assertion and verification is critical. Saying that a defendant has changed is fundamentally different from creating an evidentiary record demonstrating what changed, when it changed, who can verify it, and whether the conduct has been sustained.
02 · Law360

2026 Criminal Practice Editorial Advisory Board

03 · Bloomberg Law

Three published analyses

Bloomberg Law · December 8, 2025

How to Get a Judge to Reduce Your Client’s White-Collar Sentence

A practical sentencing analysis on how defense counsel can build a stronger mitigation record before the hearing and give the court concrete evidence with which to evaluate accountability, rehabilitation, and variance.

Published case example: A matter involving approximately 14 years of sentencing exposure resulted in a sentence of twelve months and one day.
SAG PerspectiveThe sentencing hearing is the end of a much longer record-building process. Long before counsel stands before the judge, information has already been collected through the probation interview, the Presentence Investigation Report, financial disclosures, treatment records, restitution information, character evidence, and the defendant’s documented conduct after the offense. The practical issue is not simply whether a defendant says the right things at sentencing. It is whether accountability, rehabilitation, compliance, treatment, employment, family responsibility, and future planning can be demonstrated through credible evidence.
Bloomberg Law · April 20, 2026

Prepping for Fraud Payback Hearings Helps Clients Save Millions

An analysis of restitution hearings as an evidentiary issue, including victim identification, causation, loss calculations, recovery, and the documentary record supporting the proposed obligation.

SAG PerspectiveFinancial consequences in federal fraud matters do not end with the advisory sentencing range. Restitution can create an entirely separate and enduring exposure, and the factual assumptions supporting a restitution demand deserve the same disciplined scrutiny as other consequential components of the case. Preparation requires understanding what losses are legally attributable, how calculations were developed, whether amounts overlap, what recovery has already occurred, and whether supporting records tell the same story as the government’s proposed number.
Bloomberg Law · June 4, 2026

DOJ Enforcement Vacuum Opens a Strategy Window for Defendants

An analysis of changing federal enforcement priorities and the opportunity to document remediation, compliance improvements, treatment, financial responsibility, governance changes, community conduct, and other corrective measures.

SAG PerspectivePeriods of changing federal enforcement priorities can create something defendants rarely receive in a criminal case: time. But time has strategic value only when it is used deliberately. This analysis examines the opportunity for individuals facing potential federal exposure to begin documenting remediation, compliance improvements, treatment, financial responsibility, governance changes, community conduct, and other corrective measures before those actions are demanded by a prosecutor, probation officer, or sentencing court. For defendants and counsel, the larger principle is that the strongest record is often the one built before anyone requires it.
04 · Bloomberg Tax

Two published analyses

Bloomberg Tax · March 11, 2026

Tax Fraud Sentencing Has a Gap Defense Attorneys Are Missing

An analysis distinguishing guideline tax loss from restitution exposure and the separate factual and financial questions that can remain after the sentencing range is established.

SAG PerspectiveTax cases illustrate why guideline exposure and restitution exposure must be evaluated separately. A negotiated or accepted tax-loss figure can influence the advisory guideline calculation without necessarily resolving every financial question that follows. That distinction matters because incarceration exposure and long-term repayment obligations operate differently. Each requires its own factual record, documentation, and strategic analysis. The practical lesson for defendants is that a sentencing strategy should account for the entire consequence structure of the case, not merely the guideline range that appears in the sentencing memorandum.
Bloomberg Tax · July 27, 2026

Changes to IRS Disclosure Program Should Spark Compliance Checks

An analysis of federal tax-enforcement program changes and the compliance checks that can help identify whether existing documentation, corrective measures, and compliance systems would withstand scrutiny.

SAG PerspectiveChanges in federal tax-enforcement programs should prompt more than a technical review of eligibility requirements. They should cause individuals and organizations with potential exposure to examine whether their existing compliance systems, financial disclosures, documentation, and corrective measures would withstand scrutiny if the government began asking questions tomorrow. The key is timing. Compliance measures created only after an investigation becomes unavoidable can look reactive; measures adopted, tested, documented, and sustained beforehand can tell a materially different story.
05 · Law360 Expert AnalysisThree confirmed Expert Analysis articles
Law360 · January 29, 2026 · Co-authored with Richard Levitt

Keys to Effective Mental Health Mitigation in Sentencing

Law360 Expert Analysis with Richard Levitt of Levitt & Kaizer, focused on the effective use of mental-health mitigation in federal sentencing.

SAG PerspectiveMental-health mitigation is strongest when it moves beyond diagnosis. The existence of a condition alone does not explain conduct, demonstrate treatment progress, establish future stability, or tell the court why the information should matter under the sentencing factors. Credible mental-health mitigation connects qualified clinical evidence to the defendant’s history, offense conduct, treatment participation, documented change, support structure, and realistic plan for continued care. The objective is not to use mental health as an excuse. It is to give the sentencing court a professionally grounded record.
Law360 · May 14, 2026

Sentencing Tips for Defending Crypto Conspiracy Cases

Law360 Expert Analysis addressing sentencing considerations in federal cryptocurrency conspiracy cases.

SAG PerspectiveCryptocurrency conspiracy cases can create a particular sentencing danger: the scale of the overall scheme can overwhelm the individualized conduct of a particular defendant. This analysis focuses on the need to separate enterprise-wide numbers and allegations from the loss, role, knowledge, conduct, and restitution exposure that are actually attributable to the person standing before the court. Blockchain evidence may provide extraordinary visibility into transactions, but the existence of a digital ledger does not eliminate questions about individual responsibility, foreseeability, role differentiation, or the sequencing of multiple defendants.
Law360 · July 14, 2026

A 3-Part Blueprint for Sentencing Variance Arguments

Law360 Expert Analysis presenting a three-part framework for building persuasive federal sentencing variance arguments.

SAG PerspectiveA persuasive variance request requires more than repeating the language of 18 U.S.C. § 3553(a). The statutory factors become meaningful when counsel can connect them to an individualized and verifiable record. Accountability must be more than a statement of remorse. Rehabilitation should be demonstrated through conduct. Future plans should be concrete. Treatment, employment, compliance, family obligations, restitution efforts, and community involvement become more persuasive when supported by independent documentation. That is why the strongest variance arguments combine legal advocacy with a record capable of supporting the conclusion counsel is asking the court to reach.
06 · Federal Bar Association

Federal sentencing analysis

Federal Bar Association · July 28, 2026

Judicial Sentencing Discretion After Booker: What the Pre-Sentence Report Actually Determines

A Federal Bar Association feature focused on the practical role of the Pre-Sentence Report in federal sentencing and the information that shapes the court’s exercise of sentencing discretion after Booker.

SAG PerspectiveBooker restored meaningful discretion to federal sentencing, but discretion is only as useful as the record upon which it can operate. The Presentence Investigation Report occupies a particularly important position because it becomes an institutional document reviewed not merely by the sentencing judge, but potentially by the Bureau of Prisons and others responsible for decisions later in the federal process. What enters that record therefore matters. Accuracy, context, documentation, personal history, treatment, rehabilitation, and future planning can influence how the defendant is understood both at sentencing and afterward.
07 · American Bar AssociationJustPod
American Bar Association · JustPod

From Prison to Prison Consultant: A Discussion with Joseph De Gregorio

The American Bar Association Criminal Justice Section’s JustPod features Joseph De Gregorio discussing his experience with federal investigation, sentencing, incarceration, release, and the work that ultimately led him to establish the Sentencing Advocacy Group.

SAG PerspectiveThe American Bar Association JustPod conversation provides the personal and professional context behind the published work. Rather than discussing federal sentencing only as an abstract system, the episode examines the process through the perspective of someone who experienced investigation, sentencing, incarceration, serious medical adversity, release, rebuilding, and eventually work assisting others facing the same federal system. The discussion explores preparation before sentencing, the realities of incarceration, the importance of accountability and rehabilitation, the First Step Act, and the transition from personal experience to structured sentencing work.
08 · Us Weekly / UncoveredNational media with Kristin Thorne
Us Weekly / Uncovered with Kristin Thorne · January 22, 2026

Federal Sentencing Strategist Reveals the “Systematic” Reasons Why Some “Real Housewives” Stars Commit Fraud

The written Us Weekly coverage accompanies the Uncovered video feature with investigative journalist Kristin Thorne.

Uncovered with Kristin Thorne
Five-time Emmy Award-winning investigative journalist Kristin Thorne interviewed Joseph for Us Weekly’s Uncovered series.
If the player does not load, watch the 7-minute feature on YouTube →
SAG PerspectiveThe Us Weekly feature examines a question that extends well beyond celebrity crime: why individuals who already possess wealth, status, professional success, or public visibility can nevertheless move toward serious financial misconduct. The commentary focuses on the interaction among financial pressure, lifestyle expectations, reputation, rationalization, opportunity, and the progressive normalization of conduct that may initially be treated as manageable or temporary. From a sentencing perspective, understanding how conduct developed is not the same as excusing it. The relevance lies in examining the decisions, incentives, failures of judgment, and behavioral patterns that led to the offense.
Strategic Case Review

The strongest sentencing record is built before the hearing.

For defendants, families, and defense counsel facing an active federal matter. Sentencing Advocacy Group accepts a limited number of matters where timing, fit, and scope allow meaningful work alongside defense counsel. Every engagement begins with a private review of the case posture, deadlines, existing record, and objectives.

Direct Contact

Do not submit privileged or sensitive case facts through the initial form. Sentencing Advocacy Group is a federal sentencing consultancy and does not provide legal representation or legal advice. Past results do not guarantee future outcomes.