The Future of IT & Cybersecurity

CIO & CISO Think Tank

October 16, 2025 - Miami, FL

Visionaries

Frank Martinez (Filler) Nova Southeastern University
Frank Martinez

AVP/CISO

Nova Southeastern University

About Me

For over 20 years, Frank Martinez has worked across the spectrum of IT organizations in South Florida, providing technical expertise and leadership on a variety of technologies, but always focusing on ensuring security in all aspects. Presently serving as the Director of Information Security at Nova Southeastern University, Frank continues to work at the forefront of the field to bring the best blend of technology and security to the enterprises he serves.

Jairo Orea (Filler) Royal Caribbean Group
Jairo Orea

Global CISO

Royal Caribbean Group

About Me

Jairo Orea is currently the Chief Information Security Officer at Royal Caribbean Group, previously he held roles as Global CISO at Kimberly-Clark, VP of Security Consulting at UnitedHealth Group, Chief Data Officer and CISO at ING Insurance. Jairo holds master degrees in Information Technology and Business Administration (ITAM) and Networking and Information Systems for Business (ENST France). Also has a Bachelor's Degree is in Robotics and Information Technology Management from the University of Atemajac Valley. Recognized IT leader, author, and board member across multiple industries. Jairo also serves as Research Fellow at the Cloud Security Alliance, board member at the University of Dallas audit committee, and advisory board member at Blumberg Capital.

Margarita Rivera Carnival Corporation
Margarita Rivera

Global CISO

Carnival Corporation

About Me

As the Global Chief Information Security Officer of Carnival Corporation & plc, Margarita Rivera brings over 20 years of expertise in safeguarding digital ecosystems for Fortune 50 and Fortune 200 companies across diverse industries. Her leadership has been pivotal in implementing cutting- edge cybersecurity frameworks, fostering a culture of security, and ensuring adherence to international standards across the organization. In her role as Global CISO, Margarita oversees the enterprise-wide information security strategy, aligning it with Carnival’s mission and global operations. Collaborating closely with senior executives, Margarita supports top-line growth, drives operational efficiencies, and enables secure innovation within Carnival’s technology-driven environment. She is instrumental in mitigating risks, ensuring compliance, and enhancing cybersecurity capabilities across Carnival’s nine world-class cruise line brands. Guided by a servant leadership philosophy, Margarita empowers her teams and cultivates a culture of collaboration, transparency, and innovation. Her extensive expertise spans the design of advanced cybersecurity frameworks, management of complex incident response protocols, and the protection of critical operations, positioning her as a trusted leader in the cybersecurity field. Margarita holds a Master’s Degree in Information Systems from Harvard University and a Bachelor’s Degree in Business Administration from Florida International University. She is also certified as a C-CISO, CISSP, CISM, CRISC, CISA, and CIPT. A recognized thought leader, author, and speaker, Margarita has received numerous accolades, including the 2024 Authentic Leadership Award from the National Diversity Council. In her personal life, she enjoys hiking, kayaking, reading, and exploring culinary and cultural experiences.

Kirk DaCosta (1) Galileo Solution Partners
Kirk DaCosta

Founder and Managing Consultant

Galileo Solution Partners

About Me

Kirk DaCosta is the founder and Managing Consultant at Galileo Solution Partners LLC, an of-counsel consulting firm specializing in closing the strategy to execution gap on enterprise-wide, strategic business-technology initiatives. He also serves on the Board of Old MacDonald Farms Limited. Currently on assignment at NextEra Energy (NEE), Kirk is collaboratively leading the definition and implementation of business-technology resiliency strategies for the omnichannel customer journey transformation for 6 million customers of its Florida Power and Light business. Kirk/ Galileo has led strategic technology initiatives at AutoNation Inc, (AI/ ML pilot for Auto trade-in valuation), JM Family Enterprises/ Southeast Toyota (sales incentives management, warranty and Inventory tracking), and Old MacDonald Farms Limited (paper-to-digital, ERP, order-to-cash, inventory and MRP) Kirk holds a Bachelor’s degree in Systems Analysis from the University of Miami and a certificate in Management from the Wharton School of Business and has been leading complex business-technology initiatives for over 28 years.

Greg Schwartzkopf Fortinet
Greg Schwartzkopf

VP, Systems Engineering

Fortinet

About Me

Greg has been in information technology for over 20 years. With extensive experience in a variety of technologies and their applications, his various positions have given him a wide perspective on the many facets of the technology business and their nuances. As the VP of Systems Engineering at Fortinet, he serves as a technical leader to global accounts worldwide.

Hector Monsegur SafeHill
Hector Monsegur

Chief Research Officer

SafeHill

About Me

Hector Monsegur, known globally online as “Sabu,” is one of the most infamous names in the history of hacking. As the driving force behind the legendary hacking collective LulzSec, an offshoot of Anonymous, he spearheaded high-profile breaches against Sony Pictures, PBS, Fox.com, and multiple government systems. His campaigns during the early 2010s redefined the scale and spectacle of cyber intrusions, making him a symbol of the hacker underground and a pivotal figure in the evolution of digital security. After his arrest in 2011, Monsegur shocked the world by cooperating with U.S. federal authorities, helping to disrupt major planned cyberattacks and prevent untold damage. This unexpected turn gave him rare insight into both sides of the cybersecurity battlefield the tactics of hackers and the mechanisms of law enforcement. His transformation from blackhat to security insider is a story of redemption and reinvention, steeped in controversy, credibility, and unmatched real-world experience. Today, Hector is Chief Research Officer at SafeHill, a cutting-edge cybersecurity research firm dedicated to protecting organizations from the kinds of threats he once unleashed. SafeHill’s services include elite penetration testing and its flagship threat exposure management platform, SafeHill SecureIQ, which enables businesses to identify, prioritize, and eliminate vulnerabilities before attackers can exploit them. Under his leadership, SafeHill is quickly earning a reputation as a disruptive force in the cybersecurity industry. Beyond his work at SafeHill, Monsegur is an accomplished co-author, adjunct professor, and sought-after keynote speaker. He brings his signature edge and authenticity to classrooms, conferences, and boardrooms alike, training professionals and students to think like hackers while defending like strategists. His experience bridges underground hacking culture and enterprise-level security operations, making him one of the few experts who truly understands the full spectrum of cyber risk.

October 16, 2025

Agenda

All times Eastern Time

8:30 AM-9:00 AM

Registration


9:00 AM-9:55 AM

Morning Networking


10:00 AM-10:10 AM

Opening Remarks


10:10 AM-10:55 AM
Panel

Mental Fatigue, Burnout & the Human Risk Factor in Leadership

Today’s workplace isn’t only about strategy and technology—it’s about people. Mounting pressure, constant demands, and increasing accountability have put executives and their teams under immense stress. This leadership roundtable explores the intersection of mental wellness, organizational resilience, and human error. Topics include burnout detection, performance under pressure, talent retention, and building psychologically safe teams across business functions.

More than just reducing mistakes, the goal is to foster a culture where responsibility is shared, innovation thrives, and wellbeing becomes a driver of organizational success. Learn how executives are rethinking workforce sustainability and leadership practices to promote clarity, trust, and long-term resilience at every level.


10:55 AM-11:20 AM

Coffee Break


11:25 AM-12:10 PM
Fireside Chat

CISOs at the Crossroads: From Guardians of Compliance to Drivers of Business Resilience

CISOs today find themselves confessing to a difficult truth: despite unprecedented investments in tools, teams, and frameworks, breaches keep rising, compliance pressures multiply, and boards demand proof of value. The role has evolved from quiet guardian of IT systems into a high-stakes strategist balancing innovation with risk, a communicator who must translate technical threats into business outcomes, and a leader navigating relentless ransomware, AI-driven attacks, and cloud vulnerabilities. This panel will openly address the real struggles CISOs face—burnout, budget battles, regulatory overload—and reveal how top security leaders are transforming those challenges into opportunities to drive resilience, earn board trust, and position security as a business enabler rather than just a defense mechanism.


12:15 PM-1:15 PM

Lunch


1:20 PM-1:35 PM
Vision Voices

Leading the Digital Renaissance: Innovation, Trust, and Transformation

In today’s Digital Renaissance, the convergence of innovation, trust, and transformation is redefining the role of technology leadership. This session explores how CIOs can harness the optimized balance of people, process, and technology to drive meaningful and secure digital transformation. From AI and automation to data ethics and cyber resilience, we’ll examine how innovation thrives only when rooted in trust and human adaptability. Join us for a forward-looking discussion on how today’s technology leaders can shape a future where transformation isn’t just digital—it’s intelligent, ethical, and enduring.


1:40 PM-1:55 PM
Disruptor

Adversary to Ally: Lessons in Cybersecurity, Redemption, and Building Trust

In this 15-minute presentation, Hector Monsegur, once known as “Sabu” of the hacktivist collective LulzSec, shares his journey from adversary to ally in the cybersecurity world. With raw honesty and insight, Hector discusses how curiosity led him into hacking, how accountability reshaped his life, and how empathy and communication became his greatest tools in helping organizations today.

Now the co-founder of SafeHill, a Continuous Threat Exposure Management (CTEM) platform, and co-host of the podcast Hacker and the Fed alongside the FBI agent who arrested him, Hector offers a rare perspective on the evolving relationship between attackers, defenders, and trust. His story is both a cautionary tale and a testament to transformation, resilience, and the shared mission of securing our digital future.

In partnership with:
SafeHill (1)

2:00 PM-2:15 PM
Vision Voices

The Future of Digital Strategy in a Rapidly Evolving Landscape

The future of digital strategy in a rapidly evolving landscape is poised to be both dynamic and transformative. As technology continues to advance at an unprecedented pace, organizations must adapt their digital strategies to stay competitive and relevant. Data-driven decision-making, AI and machine learning integration, and a seamless user experience will be at the forefront. With the growing importance of sustainability and ethical considerations, digital strategies will also need to incorporate responsible practices. Furthermore, the rise of new platforms and communication channels, such as virtual reality and augmented reality, will require businesses to be agile and innovative in their approach. Success in this evolving landscape will depend on a proactive and flexible approach to digital strategy, ensuring that organizations can not only keep up with change but also lead in shaping the digital future.

2:20 PM-2:45 PM

Networking Break


2:50 PM-3:15 PM
Keynote

SD-WAN in the Age of SASE, AI, and Zero Trust: Still a Key Player?

As organizations adopt multi-cloud strategies and hybrid work models, network complexity naturally is increasing. SD-WAN has revolutionized modern networking, and emerging technologies like SASE, GenAI, and Zero Trust are now expanding its possibilities for the future.

Greg Schwartzkopf, VP Systems Engineering, will break down why SD-WAN is still essential and how it fits into today’s rapidly shifting IT landscape. Learn from our industry expert about:

  • The ongoing relevance of SD-WAN amid new technological advancements
  • How SD-WAN is a cornerstone for SASE-driven security and networking
  • Actionable insights to enhance your network’s performance and resiliency

Join us to gain the insights you need to make informed networking decisions.

In partnership with:
Fortinet

3:20 PM-4:00 PM
Panel

Strategic Shifts: Reimagining Engineering Talent Deployment and Management in the Age of GenAI

Unlock insights into the evolving landscape of talent deployment and retention as board expectations drive CIOs to rethink traditional IT talent models. Explore the impact of GenAI on coding processes and the software engineering lifecycle, and discover strategies for optimizing talent allocation and headcounts. Gain actionable insights into defining new roles, cultivating essential skills, and charting GenAI-centric career paths to align with organizational goals and stay ahead in a rapidly changing technological landscape.

4:05 PM-4:15 PM

Closing Remarks & Raffle Giveaway


4:15 PM-5:15 PM

Cocktail Networking


In Partnership With