Walker’s Legacy Presents: Ask a Boss Masterclass w/ Former U.S. Secret Service Special Agent, Holli Draines


Walker’s Legacy presents “Ask a Boss,” our latest digital masterclass series featuring women of influence who have achieved success in business and beyond.  Please join us for an engaging conversation with former U.S. Secret Service Special Agent Holli Draines.


Holli Draines is the Principal and CEO of Elite Strategy Global (ESG)- a top-tier suite of diverse service offerings, to include personal protection, data privacy, investigations, and more. Not to mention, the first 100% minority woman owned security firm to oversee security and risk management for the ESSENCE Festival of Culture and related events in the organization’s 50-year history.

Holli is a poised and trusted leader in Proactive Security and Risk Management, Cyber Security, and Intelligence Analysis. Holli’s background as a U.S. Secret Service Special Agent, includes provision of personal protection for some of the Nation’s top executives, including former First Lady Michelle Obama, and President Barack Obama.

Holli’s educational background is extensive and includes obtaining a Bachelor of Science degree in Criminal Justice at LaSalle University, a master’s degree in Forensic Science at the University of New Haven. Currently, Holli is matriculating as a PhD candidate specializing in Homeland Security Leadership and Policy.

Holli is the first woman-of-color to graduate top of the Hartford Police Department Training Academy and actualize her vision to establish ESG. Holli resigned from her role as a U.S. Secret Service Agent to be a full-time guardian of her beloved nephew- her sister’s son shortly after the passing of her beloved mother and sister.


Walker's Legacy

Walker’s Legacy is a digital platform for the professional and entrepreneurial multicultural woman and exists to inspire, equip, and engage through thought-provoking content, educational programming, and a global community.

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Walker's Legacy is a growing global women in business collective founded to establish networks of empowerment and access for women of color in business.