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Outside the Secret Service Podcast · Sep 16, 2025 · 1 hr 37 min

018 - Former Special Agent Jon Wackrow

On this episode of Outside the Secret Service, former Special Agent Jon Wackrow recounts his unexpected path into the Secret Service from a career in the hospitality industry. Jon's career teaches us about the power of relationships. Join us as we explore his experiences from being in the training academy during 9/11 (returning to a field office that no longer physically existed), and his years on protective and investigative details. Now as a CNN law enforcement analyst, Jon helps us understand some of the cultural challenges inside the agency and the lessons of teamwork and leadership that have shaped his post-service career.

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On this episode of Outside the Secret Service, former Special Agent Jon Wackrow recounts his unexpected path into the Secret Service from a career in the hospitality industry. Jon's career teaches us about the power of relationships.

Join us as we explore his experiences from being in the training academy during 9/11 (returning to a field office that no longer physically existed), and his years on protective and investigative details. Now as a CNN law enforcement analyst, Jon helps us understand some of the cultural challenges inside the agency and the lessons of teamwork and leadership that have shaped his post-service career.

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