Jonathan M. Wynn
Waldorf,MD
Summary
Enterprise security executive with 25+ years leading high-consequence security operations, protective intelligence programs, and enterprise compliance initiatives within classified and highly regulated environments. Proven leader of global security operations, insider threat mitigation, investigations, and executive protection supporting mission-critical personnel and infrastructure. Trusted advisor to senior leadership on enterprise risk, regulatory exposure, crisis management, and workforce integrity. Extensive experience integrating intelligence, policy governance, and operational security programs across large, complex organizations. Active TS/SCI clearance.
Overview
15
15
years of professional experience
Work History
Deputy Assistant Director (SES) | Chief Integrity Officer
U.S. Secret Service (USSS)
Washington, DC
04.2023 - Current
- Leads the enterprise-wide integrity and accountability framework ensuring legal and ethical integrity, and that all disciplinary actions comply with law and agency policy. Advise senior leadership on misconduct, fraud, waste, abuse, performance, and employee standards of conduct, while issuing final decisions on all disciplinary decisions.
- Respond to legal, ethics, and misconduct matters across the USSS enterprise, interfacing with Office of Chief Counsel, Office of Inspector, other internal security stakeholders and federal authorities to ensure timely, lawful, and transparent resolution of complex investigations.
- Modernized investigative and disciplinary systems, reducing case resolution time by 40% and improving workforce trust and morale
- Strengthened organizational integrity and accountability, achieving 100% upheld appeal rate and improving workforce corporate culture.
Senior Staff Advisor
Department of Homeland Security
Washington, DC
01.2022 - 01.2025
- Selected to Chair the Administrative Subcommittee of the DHS Law Enforcement Coordination Council (LECC), the Department’s first unified law enforcement coordination body and forum to coordinate Department-wide law enforcement related policies to better serve the public. Led team comprised of representatives from all DHS law enforcement components. Assembled, mobilized, and oversaw multiple working groups of 10-20 stakeholders each.
- Led a department-wide transformation initiative, aligning 240,000 personnel across multiple components through policy modernization, change management, and enterprise-wide implementation.
- Successfully developed and implemented first DHS-wide policy for body-worn cameras, providing law enforcement with guidance and best practices on camera operations, data storage, and training.
- Led working group that effectively revised and expanded policy prohibiting people convicted of domestic violence from possessing or receiving firearms or ammunition to ensure compliance across all DHS components.
Deputy Special Agent in Charge — Protective Intelligence & Assessment
U.S. Secret Service (USSS)
Washington, DC
04.2020 - 01.2022
- Provided executive oversight for 200-person, multi-departmental organization including counterintelligence, administration and training, critical protective analysis, operations, and National Threat Assessment Center (NTAC). Directed production of classified / unclassified threat assessments, analyses, and briefings. Managed $3M budget.
- Oversaw efforts to secure access to FBI authorities, facilities, and systems at all classification levels by forming initial partnership with FBI’s National Counterintelligence Task Force ensuring timely receipt of adverse intelligence.
- Oversaw the establishment of an enterprise-wide insider threat and risk mitigation intelligence program to combat known or suspected Foreign Intelligence Entity and activities directed at Secret Service personnel.
- Directed 24/7 global intelligence operations center which oversaw monitoring and real-time response to developing crises.
Assistant Special Agent in Charge — Dignitary Protective Division
U.S. Secret Service (USSS)
Washington, DC
01.2017 - 04.2020
- Directed all division operations, personnel, property, transportation, administration, and training functions with cross-functional team of 17 professionals and 4 supervisors. Managed $6.7M inventory of protective assets, $4.5M budget for National Special Security Events, and $2M protective and capital expense budget. Guided mission logistics and partnered with Department of State, foreign embassy, foreign law enforcement, and police department officials.
- Orchestrated security operations for 138 foreign Heads of State who attended 74th United Nations General Assembly. Directed interagency coordination, logistics, manpower, vehicle, and protective detail requirements.
- Executive oversight of $90M+ contract portfolio, acquisition lifecycle, vendor management, and procurement processes to strengthen operational efficiency and executive protection readiness.
- Selected to lead protective detail for major 2020 presidential candidate, successfully ensuring the safety and health of both candidate and entire protective detail during global pandemic.
Assistant to Special Agent in Charge — Presidential Protective Division
U.S. Secret Service (USSS)
Washington, DC
10.2013 - 01.2017
- Led highly motivated 30-member team of USSS Special Agents, uniformed officers, and physical security specialists assigned to provide close physical protection to the President of the United States (POTUS) and First Family. Managed Joint Operations Center (JOC).
- Successfully executed command and control of all protective assets, to include military and local law enforcement personnel, to ensure secure environment for POTUS, First Family, and White House complex.
- Effectively mitigated operational risk by developing focused training evolutions that enhanced team readiness and decision-making under dynamic adverse conditions.
- Achieved zero mission failures or security breaches during tenure through proactive leadership and innovation.
Graduate Student
National Defense University - National War College
Washington, DC
08.2012 - 08.2013
- Critically assessed historical conflicts to identify lessons learned applicable to current military operations and policy formulation.
- Engaged with faculty and experts during seminars to gain insights into contemporary defense challenges and solutions.
Assistant to Special Agent in Charge — Protective Intelligence & Assessment
U.S. Secret Service (USSS)
Washington, DC
01.2011 - 08.2012
- Led team of law enforcement professionals in 24-hour operations center to receive, coordinate, and disseminate protective information worldwide. Coordinated major incident information sharing. Liaised with USSS field offices.
- Reduced case backlog by restructuring organization to define priorities and implement case management practices.
- Equipped and empowered personnel to conduct complex protective intelligence initiatives for POTUS, First Family, and Vice President by providing development opportunities.
Education
Certificate - Executive Leadership
American University, School of Public Affairs
Washington, D.C.06.2018
Master of Science - National Security Strategy
National War College
Washington, D.C.06.2013
Bachelor of Arts - Sociology
Hampton University
Hampton, VA05.1992
Skills
- Executive Protection
- Enterprise Security Operations
- Corporate Investigations & Workforce Integrity
- Insider Threat & Counterintelligence Programs
- Enterprise Compliance & Regulatory Risk
- Crisis & Incident Management
- Protective Intelligence & Threat Assessment
- Global Security Operations Centers (GSOC)
- Executive Risk Advisory & Board Briefings
- Policy Development & Governance
- Interagency & Cross-Functional Coordination
- Crisis management
Honors & Awards
DHS Secretary’s Award for Meritorious Service 2024, US Office of Personnel Management Senior Executive Services Certified 2021, United States Secret Service Director’s Valor Award 2017, Charles County, MD Sheriff’s Department Bronze Medal of Valor 2016
Timeline
Deputy Assistant Director (SES) | Chief Integrity Officer
U.S. Secret Service (USSS)
04.2023 - Current
Senior Staff Advisor
Department of Homeland Security
01.2022 - 01.2025
Deputy Special Agent in Charge — Protective Intelligence & Assessment
U.S. Secret Service (USSS)
04.2020 - 01.2022
Assistant Special Agent in Charge — Dignitary Protective Division
U.S. Secret Service (USSS)
01.2017 - 04.2020
Assistant to Special Agent in Charge — Presidential Protective Division
U.S. Secret Service (USSS)
10.2013 - 01.2017
Graduate Student
National Defense University - National War College
08.2012 - 08.2013
Assistant to Special Agent in Charge — Protective Intelligence & Assessment
U.S. Secret Service (USSS)
01.2011 - 08.2012
Certificate - Executive Leadership
American University, School of Public Affairs
Master of Science - National Security Strategy
National War College
Bachelor of Arts - Sociology
Hampton University