Summary
Overview
Work History
Education
Skills
Timeline
Generic

Robert D Trujillo JD

St. Charles

Summary

Operational specialist with focus on regulatory compliance, fiduciary, financial, and privacy operations. Subject-matter expert in the determination and subsequent response of policy and procedure violation allegations. Extensive experience in trust and plan asset operational oversight, audit response strategies, and dispute investigation resolutions.

Overview

23
23
years of professional experience

Work History

Consultant (self-employed)

RDT COMPLIANCE ASSOCIATES
Saint Charles, IL
03.2010 - Current
  • C-suite partner in the oversight of corporate, union, non-profit, and global program operations.
  • Manage grievance, appeal, and dispute resolutions.
  • Review allegations of DOL and IRS violations and lead response strategies to achieve successful defense outcomes.
  • Manage employee investigation matters, coordinate professional liability claim analysis and settlement.

Sr. Regulatory Compliance Advisor (contract)

THE FEDELI GROUP
Independence, OH
05.2025 - 03.2026
  • Contracted to implement the inaugural compliance structure for the servicing of client health & welfare accounts.
  • Conducted annual regulatory compliance reviews with clients.
  • Authored federal and state guidance communications to alert and train internal staff and clients.
  • Key contributor to the corporate website's Insights Blog.
  • Identified potential regulatory violations and detailed effective remedial strategies for internal staff and clients.

HHS OCR Investigator (contract)

CHICKASAW NATION INDUSTRIES
Chicago, IL
05.2024 - 02.2025
  • Managed a US Department of Health and Human Services Officer for Civil Rights caseload of HIPAA violations.
  • Managed investigations involving cross agency coordination.

AVP / Senior Trust Officer (interim)

US BANK
Bowling Green, KY
10.2022 - 06.2023
  • Executed private wealth management services for high end non-profit and family client trust accounts.
  • Designed and coordinated strategies for probate compliance.
  • Completed training in Bank Secrecy Act, Volcker Rule, Anti-Money Laundering, Terrorist Financing, and Economic Sanctions.

Trust Fund Administrator (contract)

UTU-MTA TRUST FUND
Irwindale, CA
07.2018 - 06.2021
  • Appointed senior executive to the trust fund following an OIG embezzlement investigation.
  • Restructured board and trust fund office procedures to eliminate prior maladministration which facilitated embezzlement of trust assets.
  • Under my tenure, the trust office achieved an 86% increase of investment income, a 236% increase in claim reserves, a 25% total fund asset increase and a 27% increase in office productivity.

HR Benefits Management (contract)

ACCESS COMMUNITY HEALTH NETWORK
Chicago, IL
11.2017 - 07.2018
  • Led total rewards and operational enhancements for thirty-five community health centers.
  • Spearheaded contribution enhancements that resulted in operational committee meeting improvements including oversight of insurance vendor contracts.

Director of Benefits (interim)

TEAMSTERS JOINT COUNCIL NO. 83 OF VIRGINIA
Richmond, VA
08.2016 - 03.2017
  • Led the pension and health & welfare plan operations for eight unions.
  • Redesigned claim data processes to enhance services and contract savings.
  • Formulated the recapture of fund assets mired in litigation and subrogation.

Senior Global Benefits Compliance Manager

KRAFT FOODS GLOBAL, INC
Northfield, IL
06.2007 - 03.2010
  • Installed global compliance strategies for 40,000+ employee population.
  • Re-stated over 240 governing documents.
  • Managed corporate federal filings and compliance.
  • Led the review for employee appeals and grievance matters.

Investigator (Civil & Criminal Enforcement)

U.S. DEPARTMENT OF LABOR EBSA
New York, NY
06.2003 - 06.2007
  • U.S. Secretary of Labor Exceptional Achievement Award Recipient.
  • Led civil and criminal investigations and managed cross agency investigations with IRS, FBI, and other federal and state law enforcement agencies.
  • Certified in ERISA Fiduciary Investigative Techniques, and ERISA Criminal Enforcement.
  • Completed Bank Secrecy Act, Anti-Money Laundering, U.S. Patriot Act, Federal Sentencing Guidelines, and FinCEN reporting operational training programs.

Education

Juris Doctor -

New York Law School

Bachelor of Science - undefined

Illinois State University

Skills

  • Teamwork and collaboration
  • Problem-solving
  • Customer service
  • Critical thinking

Timeline

Sr. Regulatory Compliance Advisor (contract)

THE FEDELI GROUP
05.2025 - 03.2026

HHS OCR Investigator (contract)

CHICKASAW NATION INDUSTRIES
05.2024 - 02.2025

AVP / Senior Trust Officer (interim)

US BANK
10.2022 - 06.2023

Trust Fund Administrator (contract)

UTU-MTA TRUST FUND
07.2018 - 06.2021

HR Benefits Management (contract)

ACCESS COMMUNITY HEALTH NETWORK
11.2017 - 07.2018

Director of Benefits (interim)

TEAMSTERS JOINT COUNCIL NO. 83 OF VIRGINIA
08.2016 - 03.2017

Consultant (self-employed)

RDT COMPLIANCE ASSOCIATES
03.2010 - Current

Senior Global Benefits Compliance Manager

KRAFT FOODS GLOBAL, INC
06.2007 - 03.2010

Investigator (Civil & Criminal Enforcement)

U.S. DEPARTMENT OF LABOR EBSA
06.2003 - 06.2007

Bachelor of Science - undefined

Illinois State University

Juris Doctor -

New York Law School
Robert D Trujillo JD