From DOJ’s 7 Compliance Pillars to Sentencing Mitigation: Joseph De Gregorio’s Compliance Rebuild Framework - Part 1

From DOJ’s 7 Compliance Pillars to Sentencing Mitigation: Joseph De Gregorio’s Compliance Rebuild Framework - Part 1

In this episode, Tom Fox welcomes former Wall Street trader Joseph De Gregorio, who was federally convicted and now applies a “compliance rebuild” methodology to demonstrate genuine remediation under legal scrutiny. This is Part 1 of a two-part podcast series. Using the Matthew Bowyer illegal sports betting case, Joseph explains the federal pre-sentence interview and pre-sentence report (PSR) process, emphasizing that the probation officer’s credibility assessment and PSR narrative heavily influence sentencing and downstream treatment across the federal system. He describes submitting a 3,500-word personal narrative before the PSR interview, which was attached in full and cited by the judge as mitigation, resulting in a one-year-and-a-day sentence rather than the government’s four-year request. Joseph maps DOJ’s seven corporate compliance program dimensions to individuals via a personal compliance manual, independent accountability structure, credentialed education, verifiable monitoring, documented transparency, voluntary discipline actions, and a post-sentencing continuous improvement plan centered on victims-first accountability. Key highlights: Joseph’s Wall Street Past The Boyer Betting Case What is a PSR, and why does it drive sentencing Preparing for the Interview From Corporations to Individuals Seven Pillars Framework Resources: Joseph De Gregorio – Founder, JN Advisor™ Maximum Sentence Reduction – Minimum Time Served Initial Consultation: https://forms.gle/2fLczk7bbwM7KSaP6 Bloomberg Law Contributor: “How to Get a Judge to Reduce Your Client’s White-Collar Sentence” – Bloomberg Law Bloomberg Tax Contributor: Tax Fraud Sentencing Has a Gap Defense Attorneys Are Missing Featured Expert: American Bar Association Featured Sentencing Mitigation Expert: Law360 Featured Expert on Us Weekly with 5x Emmy Award Winning Journalist Kristin Thorne for her “Uncovered” Series Click Link For Full Video https://www.usmagazine.com/crime-news/news/federal-sentencing-strategist-reveals-why-some-real-housewives-stars-commit-fraud/ Tom Fox Instagram Facebook YouTube Twitter LinkedIn Interested in the intersection of Sherlock Holmes and modern compliance? Check out my latest book, The Game is Afoot in Compliance. Learn more about your ad choices. Visit megaphone.fm/adchoices

Episoder(1605)

Awakening the Advocate: Matt Friedman on Fighting Modern Slavery and Building Corporate Action

Awakening the Advocate: Matt Friedman on Fighting Modern Slavery and Building Corporate Action

In this episode, Tom Fox welcomes Matt Friedman, founder and CEO of The Mekong Club, to discuss his book “Awakening the Advocate,” which explains his career in the fight against human trafficking. Ma...

27 Apr 28min

Vince Walden on AI, Digital Assistants, and ROI at Compliance Week 2026

Vince Walden on AI, Digital Assistants, and ROI at Compliance Week 2026

In this episode, Tom Fox welcomes Vince Walden, President of konaAI, to discuss his two panels at Compliance Week 2026 and the state of AI in compliance. For the panel on AI and the compliance workfo...

20 Apr 16min

Judicial Discretion, Sentencing Advocacy, and a Proactive Compliance Model: Joseph De Gregorio - Part 2

Judicial Discretion, Sentencing Advocacy, and a Proactive Compliance Model: Joseph De Gregorio - Part 2

In this episode, Tom Fox welcomes former Wall Street trader Joseph De Gregorio, who was federally convicted and now applies a “compliance rebuild” methodology to demonstrate genuine remediation under ...

13 Apr 24min

Buying Blind: AI Procurement Risks Ethics with Jessica Tillipman

Buying Blind: AI Procurement Risks Ethics with Jessica Tillipman

In this episode, Tom Fox welcomes Jessica Tillipman, Associate Dean for Government Procurement Law Studies; Government Contracts Advisory Council Distinguished Professorial Lecturer in Government Cont...

30 Mar 31min

World’s Most Ethical Companies 2026: the 8.2% Ethics Premium

World’s Most Ethical Companies 2026: the 8.2% Ethics Premium

In this episode, Tom Fox welcomes back Erica Salmon Byrne to talk about Ethisphere’s 20th edition of the World’s Most Ethical Companies. Erica began by noting that there are 19 first-time honorees ac...

23 Mar 28min

SDNY's New Policy on Declinations

SDNY's New Policy on Declinations

In this episode, Tom Fox welcomes back Hughes Hubbard partner Mike DeBernardis to discuss the Southern District of New York’s new corporate enforcement voluntary self-disclosure program for financial ...

16 Mar 25min

Highlights from SCCE Europe with Gerry Zack

Highlights from SCCE Europe with Gerry Zack

Welcome to the award-winning FCPA Compliance Report, the longest-running podcast in compliance. This is our 800th edition. In this episode, Tom Fox welcomes back Gerry Zack, who recently attended the ...

9 Mar 31min

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