Award-Winning.
Business-Driven.
Purpose-Led.

Follow. Share. Listen.

Larry's Bio

A former United States Air Force Officer with over 30 years of experience building and leading cybersecurity programs, Larry Whiteside Jr. is a seasoned CISO, CSO, and CTO with a track record of success across industries including the Department of Defense, Federal Government, Financial Services, Healthcare, and Critical Infrastructure. Guided by his faith and a deep sense of purpose, Larry approaches leadership with humility, integrity, and a calling to serve others—believing that every opportunity is part of a greater plan.


In addition to holding executive leadership roles, Larry serves as a Board Director, advising organizations on how to strengthen their security posture and achieve long-term strategic impact. He integrates his values into every facet of his work, striving to uplift others, build trust, and lead with conviction.


As the Co-Founder and President of CONFIDE, a boutique cybersecurity advisory firm and reseller, Larry supports organizations of all sizes, from early-stage startups to global enterprises. Under his leadership, CONFIDE helps security leaders cut through the noise of the cybersecurity marketplace, align technology investments with business risk, and drive results through trusted partnerships and expert guidance.


Larry regularly advises CISOs, CEOs, and board members across the Fortune 2000. He’s helped private cybersecurity companies optimize sales, marketing, and customer retention strategies, while also contributing thought leadership to major media outlets and conferences such as the RSA Conference, Gartner Security Summit, SC World Congress, Black MEA, SecureWorld, and InfoSec World.


A purpose-driven leader, Larry is also the Co-Founder of Cyversity, a 501(c)(3) nonprofit dedicated to increasing the representation of minorities and women in the cybersecurity field. His mission—to use his God-given platform to open doors for others, lead with love, and build a more secure and inclusive future—remains at the heart of everything he does.


Service. Stewardship. Strength.

Confide Group

 A TRUSTED cybersecurity advisory and reseller firm that helps organizations make smarter, risk-aligned technology decisions.

Fractional CxO

Not every company can afford a full roster of C-level leaders—but with my network of on-demand CxO service providers, you can access the right expertise exactly when you need it.

The CISO Society

A private COMMUNITY where CISOs connect, collaborate, and solve real-world cybersecurity challenges TOGETHER.

Pool and Privacy Fence - Tampa

Expert installation of life-saving pool and privacy fences to help protect your family and secure your outdoor space.

Upcoming Events

The CISO Society

April 14th Infosec Anti-Summit

NEW YORK

A Different Kind of Security Event

The Infosec Anti-Summit challenges the status quo by creating a space for CISOs and security leaders to engage, collaborate, and share real-world experience.


Through a series of hands-on workshops, tabletop exercises, mock scenarios, and peer-led discussions, the Anti-Summit encourages maximum exchange of ideas in a setting built for trust, candor, and community.


This is not about watching from the sidelines, it is about being part of the conversation. It's not about people on stage talking at the audience, it's about getting people around the table talking with each other.


Identify the challenges. Understand how others are solving them. Develop a strategy to safeguard.


Welcome to the Anti-Summit.

The CISO Society

March 10th Infosec Anti-Summit

DALLAS

A Different Kind of Security Event

The Infosec Anti-Summit challenges the status quo by creating a space for CISOs and security leaders to engage, collaborate, and share real-world experience.


Through a series of hands-on workshops, tabletop exercises, mock scenarios, and peer-led discussions, the Anti-Summit encourages maximum exchange of ideas in a setting built for trust, candor, and community.


This is not about watching from the sidelines, it is about being part of the conversation. It's not about people on stage talking at the audience, it's about getting people around the table talking with each other.


Identify the challenges. Understand how others are solving them. Develop a strategy to safeguard.


Welcome to the Anti-Summit.

The CISO Society

RSA 2026

SAN FRANCISCO

Confide and The CISO Society will be holding multiple meetings and events in at RSA 2026 and I will be taking the stage to lead a conversation with other CISOs about the future of the CISO role. Is there life after CISO and is the role doomed?

The CISO Society

January 23rd ISACA SheLeadsTech 2026 - Climb and Carry

DENVER


SheLeadsTech is ISACA’s global initiative focused on advancing women in technology and the broader “digital trust” professions (cybersecurity, audit, risk, privacy, and governance). It combines awareness, education, mentoring, and community programs to increase both the number of women in these fields and the share of women in leadership roles.

Community Engagement

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