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

About this episode

Joseph De Gregorio discusses his compliance rebuild methodology and its implications for sentencing in the federal system.

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…

People in this episode

Host: Thomas Fox

Guest: Joseph De Gregorio

Topics covered

• compliance
• sentencing
• federal system
• remediation
• personal narrative
• DOJ compliance pillars

Keywords

• compliance rebuild
• sentencing mitigation
• pre-sentence report
• probation officer
• corporate compliance
• victims-first accountability
• personal compliance manual

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