Law enforcement · FBI

Oscar Jimenez Jr.

Retired FBI special agent who personally executed the April 2016 undercover bump operation against Donna Adelson and appeared as a prosecution witness across all three trials.

Appeared Magbanua Retrial Charlie Adelson Donna Adelson

283 lines · 8 appearances · 2 mentions · 3 trials

About

Jimenez is the evidentiary link between the bump operation's physical execution and the wiretap communications it was designed to provoke; his testimony authenticated the core exhibits — recordings of the approach, call logs, and related contact records — connecting Donna and Charlie Adelson to the undercover contact sequence across all three trials.

Across Trials

Jimenez's role was structurally identical across all three trials — prosecution witness authenticating the bump operation and its associated exhibits — but each trial's cross-examination drew out progressively broader admissions about the operation's scripted character. In Trial 1, cross-examination focused on the flyer retention failure and the argument that the script's specific name-drops handed Adelson a communication roadmap rather than inviting spontaneous expression of guilty knowledge. In Trial 2, cross expanded to cover the full contact sequence — bump, Institute call, threatening text, and Charlie Adelson's callback — confirmed that no money was paid at any stage, and introduced wiretap intercepts in which Magbanua reportedly described the undercover number as non-working, placing Jimenez's account of the number's operability in direct conflict with those recorded statements. Trial 3 yielded the most explicit operational concessions: Jimenez confirmed on the record that location selection, approach dialogue, follow-up letter, and threatening text were all authored and directed by the investigative team, and that he was specifically instructed to be polite — admissions that defense framed as evidence the operation was a manufactured stimulus rather than a genuine criminal approach. A redirect examination in Trial 3 addressed this cross framing, a phase that was either absent or undocumented in the prior trials. The core facts remained unchanged across all three appearances; what evolved was the depth and specificity of the defense's extraction of admissions about the operation's orchestrated nature.

Trial Record (10)

KM Magbanua Retrial May 18, 2022 – May 27, 2022

Trial Summary

Prosecution called Jimenez, a retired FBI special agent, to authenticate and explain the April 19, 2016 undercover "bump" of Donna Adelson in Miami, during which he posed as a Latin King gang member and presented a scripted extortion approach designed to generate incriminating conversation on an active FBI wiretap.

Appearances (3)

Direct

Oscar Jimenez Jr. - Direct

Day 5 Cross

Oscar Jimenez Jr. - Cross

Day 5 Redirect

Oscar Jimenez Jr. - Redirect

Day 5

Mentioned (1)

Cross

Patrick Sanford - Cross FBI undercover agent who handed the bump flyer to Donna Adelson; Sanford says he only did what he was instructed

Day 6

CA Charlie Adelson Oct 26, 2023 – Nov 6, 2023

Trial Summary

Called by the prosecution to establish the April 2016 FBI undercover "bump" operation against Donna Adelson, Jimenez testified in direct and cross about his role posing as a Latin King gang member, the exhibits he authenticated, and the operational boundaries of the contact sequence.

Appearances (2)

Direct

Oscar Jimenez Jr. - Direct

Day 4 Cross

Oscar Jimenez Jr. - Cross

Day 4

Mentioned (1)

Direct

Charlie Adelson - Direct (Part 5)

Day 6

DA Donna Adelson Aug 22, 2025 – Sep 4, 2025

Trial Summary

Testified as the FBI undercover agent who executed the April 2016 bump operation targeting Donna Adelson, authenticating exhibits documenting the approach and disclosing that she and Charlie Adelson both placed calls to the undercover number in response.

Appearances (3)

Direct

Oscar Jimenez Jr. - Direct

Day 4 Cross

Oscar Jimenez Jr. - Cross

Day 4 Redirect

Oscar Jimenez Jr. - Redirect

Day 4