Diddy Trial Day 15 - Diddy's CFO Speaks: What Derek Ferguson Know?

In today’s federal courtroom proceedings (June 3, 2025), the trial of Sean “Diddy” Combs took a sharp turn toward the financial structure and operational culture behind the alleged criminal enterprise. Former Bad Boy CFO Derek Ferguson took the stand, offering a rare insider perspective into Combs’s multi-layered business empire. From record labels to spirits to fashion, Ferguson helped build and maintain the money machine that prosecutors now argue was used to fund and conceal abuse, coercion, and intimidation.

Ferguson testified that while he oversaw financial operations for nearly two decades, he never witnessed any crimes, coercion, or violence involving Combs or anyone under him. But prosecutors brought their own receipts—literally—showing a series of December 2011 bank transfers that appeared to support earlier testimony from Cassie Ventura’s mother, who claimed Combs forced Cassie’s parents to return $20,000 as a form of financial retaliation. Ferguson confirmed the transactions and timeline, laying bare a potentially disturbing misuse of financial control.

The defense leaned heavily on Ferguson to paint Combs’s empire as legitimate and law-abiding, but on redirect, prosecutors revealed Ferguson’s limited proximity to Combs’s personal life—underscoring how much he didn’t see. Perhaps the most telling moment came when Ferguson was asked if he thought highly of Combs. His long pause and ultimate response—“I don’t know how to respond to that”—spoke volumes.

Also in court, Judge Subramanian granted the defense’s motion to allow Combs after-hours courtroom prep ahead of testimony from a key witness referred to as “Jane.” To protect her identity and minor child, the judge also approved turning off the public courtroom feed during her testimony.

This episode offers a detailed breakdown of testimony, finance, and courtroom strategy that reveals the power dynamics behind the headlines.

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