Joseph De Grigorio Archives - Compliance Podcast Network

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.