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Join Carlton Fields attorney and mediator Ed Page and veteran mediator Charles Castagna as they launch Mediation Matters, a podcast exploring the purpose, process, and mindset behind successful mediation. In the inaugural episode, they examine what makes mediation work — from creating a calm, constructive environment and fostering self-determination, to the critical roles of listening, empathy, and preparation. Ed and Charles also share practical guidance for lawyers and clients, including Charles’ “three rules” of preparation, how to set expectations, and why even an impasse can be a productive outcome, offering listeners a deeper understanding of how mediation can transform conflict into meaningful conversation and a resolution of the lawsuit.
Steve Orrin is the federal chief technologist at Intel Corp., where he works with some of the largest IT and IS deployments in the world. In this episode, hosts Jack Clabby of Carlton Fields and Kayley Melton of the Cognitive Security Institute explore Steve’s journey from early hacking and biochemistry research, to founding startups, to his current role shaping secure technology at Intel. Steve discusses how “the edge” has evolved from simple IoT devices into a complex ecosystem powering everything from aircraft to MRI machines. He shares lessons learned from his startup experience, the importance of building diverse and talented teams, and why security must be built in from the start rather than patched on later. In the lifestyle polygraph segment, Steve reveals the wild project he’d launch if Intel gave him unlimited resources and shares the best poker tell he’s ever spotted while playing at the World Series of Poker.
DeMarcus Williams, a senior security engineer at Starbucks, has built a career defined by creativity, intuition, and persistence. With roles at the U.S. Department of Defense, AWS/Amazon, and now Starbucks, he specializes in offensive security, red teaming, and adversary emulation. In this episode, DeMarcus joins Jack Clabby of Carlton Fields and Cyber Florida’s Sarina Gandy (guest hosting) to share how his love of video games first sparked his cybersecurity journey — and how competitions like the Southeast Collegiate Cyber Defense Competition cemented his path.DeMarcus opens up about overcoming imposter syndrome, the unique work-life balance he’s found at Starbucks, and why half of his red teaming comes down to gut instinct. He shares the difference between penetration testing and red teaming, what it’s like preparing for full-scale global operations, and the hacker mindset that still kicks in whenever he walks into a Starbucks café.In the lifestyle polygraph segment, Sarina poses the ultimate faceoff: what’s the bigger moment — the walk-up to a boxing ring or to the DEF CON keynote stage? And, between Stone Cold, The Rock, and The Undertaker, who would dominate in a capture the flag competition?
Air rage is down since the pandemic’s peak, but penalties have never been higher. In this episode, aviation attorney and former federal prosecutor Ed Page and summer associate Avery Friedman reveal unruly passenger cases that led to massive fines, prison sentences, and even permanent loss of TSA PreCheck or Global Entry status.They dive into the biggest trends in unruly passenger incidents since the COVID-19 pandemic, exploring how the FAA and DOJ decide when to fine versus prosecute, and revealing the staggering costs of in-flight diversions. You’ll hear how international flights can escalate the stakes, the hidden penalty that can strip you of expedited airport screening for life, and what passengers should do if they find themselves involved in an unruly passenger incident.If you fly, this is the episode you’ll want to listen to before your next trip.
Jon Schipp, the “Ric Flair of Cybersecurity,” is the senior director of inorganic growth strategy at Rapid7. Jon mixes cyber technical mastery, business acumen, and stage presence to identity mergers and partnerships for his company’s growing cybersecurity platform. He shares his story with hosts Jack Clabby of Carlton Fields and Kayley Melton, executive director of operations at the Cognitive Security Institute, starting with his early days in the Midwestern heavy metal scene.He opens up about couch surfing his way to hacker conferences as a teenager, the role of music in shaping his professional edge, and why knowledge — not money — has always been his North Star. With a background in security engineering, incident response, and software development, Jon explains that curiosity has been the through line in his journey and how his own startup experience prepared him to evaluate new technologies and teams. He also tells the story of a pitch so good it left the room stunned.In the lifestyle polygraph segment, Jon reveals his dream guitar (an elusive LTD H-300 last seen in Evansville, Indiana) and gives the audience a crash course in heavy metal history. Plus, you’ll hear the tale of a pushup challenge that became an unforgettable part of a job interview — and meet Kayley’s cat, Little Baby, making her YouTube debut
On this episode, hosts Jack Clabby of Carlton Fields and Kayley Melton, executive director of operations at the Cognitive Security Institute, sit down with Kurt Sanger — a seasoned cyber law leader and former deputy general counsel at U.S. Cyber Command.Kurt, a cybersecurity and data privacy attorney, reflects on his 23+ years in the U.S. Marine Corps and how the adrenaline of cyber operations and policy has translated into the private sector, where he now helps clients navigate legal risk in an increasingly tech-driven world. He opens up about the difference between the proactive pace of military cyber law and the more reactive nature of corporate advisory work — and why that shift surprised him.He also shares how moving to the Tampa Bay area shattered his assumptions about where cyber talent lives, explaining why it’s one of the most vibrant and underrated cybersecurity communities in the country. From quoting “The Godfather” on nation-state threats to challenging the 10,000-hour mastery rule, Kurt gives us an honest look at the evolving cyber legal landscape — and what it means for newcomers entering the field.In the lifestyle polygraph segment, Kurt settles the ultimate Chicago food debate and declares a clear winner among the Windy City’s top three treats (will he choose the casserole masquerading as pizza?). He also explains his appreciation for the stylish hats of “Mad Men” that he believes should make a comeback and turns the tables with a Tampa-themed question for Jack.
Recorded live at the 2025 Sunshine Cyber Conference in Tampa, Jack Clabby of Carlton Fields and resident cybersecurity expert Kayley Melton, executive director of operations at the Cognitive Security Institute, sit down with Kathy Collins, security consultant at Secure Ideas. Kathy shares her extraordinary journey, which began at the AOL help desk, took a flavorful detour through award-winning kitchens, and ultimately landed in the high-stakes world of penetration testing.Kathy explains how the intensity, precision, and discipline of her 15 years in fine dining prepared her for the unpredictable demands of cybersecurity. She recounts a particularly memorable physical pen test involving a rainy golf cart getaway — and a very unimpressed police officer.The conversation highlights Kathy’s passion for community building through events like BSides Jacksonville, where she encourages newcomers to dive in and get involved. In the lifestyle polygraph segment, Kayley throws Kathy two horror-themed questions with bite: which movie soundtrack best scores a pen test, and which fictional villain she’d trust most on an engagement. Fava beans and a nice Chianti may follow a successful test.
Reginald “Andre” Andre is the dynamic founder and CEO of ARK Solvers. A chance encounter at a CompUSA store sparked a series of events that eventually created ARK Solvers — now one of South Florida’s fastest-growing IT and cybersecurity companies, serving small and midsize companies with a sharp focus on compliance and innovation.With nearly two decades of experience, Andre shares how his company has evolved from general IT support to cybersecurity and now into the realm of artificial intelligence. He reveals how creating a growth-centered environment for his team — and hiring for attitude over skill — has been crucial to ARK’s culture and success. He also reflects on how his frustration with the lack of computer classes at his son’s school led to the launch of a computer club that brought them closer together.In the lifestyle polygraph segment, Andre unpacks his AI-powered board of directors — which includes Steve Jobs and Grant Cardone — and what he’d do if tasked with launching a nationwide mentorship initiative. Plus, he urges students to get aggressive with internships: “Ask early and often.” Join hosts Jack Clabby of Carlton Fields and resident cybersecurity expert Kayley Melton, founder of Reality Shift, for this exciting podcast.
On this episode, we sit down with Mariana Padilla, CEO and co-founder of HACKERverse.ai — an AI-driven platform transforming how cybersecurity solutions are tested and purchased. From her early days in education and nonprofits to building a career in cybersecurity marketing, Mariana has always sought to challenge inefficiency and champion innovation. From the helm of HACKERverse, she’s helping security buyers make smarter, data-driven decisions while eliminating the friction of traditional vendor sales.She joins hosts Jack Clabby of Carlton Fields and resident cybersecurity expert Kayley Melton, director of strategic initiatives at the Cognitive Security Institute, to explore how her self-proclaimed status as a "bad employee" shaped her leadership approach, why passive aggression is her ultimate pet peeve, and how adopting a beginner’s mindset has helped her scale quickly in a complex industry. Mariana also reveals how her team is tackling the trust gap in cybersecurity sales — by letting the product speak for itself.In the lifestyle polygraph segment, Kayley asks Mariana whom she would hire if resumes for Superman and Batman landed on her desk. Her answer took us down a dark-night path we didn’t see coming.
On this episode, we sit down with Trevor Hilligoss, director of security research and the research and innovation division of SpyCloud Labs. From his beginnings in the Army Criminal Investigation Division to his leadership role in cybersecurity’s private sector, Trevor shares how investigative instincts and military discipline shaped his approach to digital forensics, leadership, and fighting cybercrime.Hosts Jack Clabby of Carlton Fields and Kayley Melton, director of strategic initiatives at the Cognitive Security Institute and founder of Reality Shift, explore with Trevor the biggest misconceptions about cybercriminals, why micromanagement is a leadership pitfall, and how proactive cybersecurity strategies can change the game before an attack even happens.Plus, in the lifestyle polygraph segment, Trevor talks about adding Tony Hawk to his ultimate escape room team, his boardroom walk-up song, and his East Coast-meets-West Coast breakfast — because balance is key in cybersecurity and in starting the day off right.
On this episode, we sit down with Rob Allen, chief marketing officer at ThreatLocker, live from the 2024 Sunshine Cyber Conference. From his early days “locked” in an IT closet to his current role in the C-suite, Rob’s journey is one of curiosity, adaptation, and a passion for cybersecurity. At ThreatLocker, he takes customer ideas and use cases and transforms them into solutions for organizations of all sizes.Rob shares why businesses shouldn’t fear the “deny by default” approach, explaining how the zero-trust mindset is essential in today’s threat landscape. He also discusses with hosts Jack Clabby of Carlton Fields and Kayley Melton, director of strategic initiatives at the Cognitive Security Institute and the Bob Ross of infosec, how media coverage often distorts public perception of cybersecurity by only highlighting major breaches and incidents.In the lifestyle polygraph segment, Rob reveals his love for Apple products, why he wishes he could have met Steve Jobs, and his obsession with Buc-ee’s brisket sandwiches. He also shares a hilarious (and perhaps exaggerated) story about the Cyber Florida team “infiltrating” ThreatLocker and taking his backpack back to Tampa!
On this episode, Jack Clabby of Carlton Fields, P.A., and resident cybersecurity expert Kayley Melton, founder of Reality Shift, chat with Dr. Anmol Agarwal, a senior security researcher at Nokia. With deep expertise in AI security, adversarial machine learning, and privacy-preserving technologies, she is advancing innovation in next-generation communications. Her career began with a focus on health management, where her exposure to the transformative power of technology in patient care sparked a passion for cybersecurity. Dr. Agarwal previously managed federal enterprise risks at the U.S. Cybersecurity and Infrastructure Security Agency (CISA) and now shares her knowledge as an adjunct professor at George Washington University. Committed to community engagement, she mentors aspiring cybersecurity professionals through WiCyS and other initiatives, empowering the leaders of tomorrow in the ever-evolving cyber landscape.In the Lifestyle Polygraph segment, Dr. Agarwal gave us some insight about her life away from all things cybersecurity including a passion for British baking competitions and why should wouldn't mind adding a couple journalist to her team.The show begins with Jack Clabby of Carlton Fields, P.A., joined by resident cybersecurity expert Kayley Melton, analyzing what they learned in this weeks insightful episode with Dr. Anmol Agarwal
Zabrina Mcintyre is a director and cybersecurity adviser at KPMG, where she leverages her diverse expertise in cybersecurity, risk management, and strategic project leadership.She brings a unique blend of creativity and expertise to her work by combining a Master of Arts (MA) in Art Business, a specialized MBA program with an international focus, and extensive professional experience in the creative and cybersecurity industries. She has worked at three major animation studios, bringing a fresh perspective to her role in cybersecurity. A passionate advocate for women in cybersecurity, Zabrina serves as a founding member and past president of the WiCyS Western Washington Affiliate. She continues to contribute to the industry as a board member of the national Women in Cybersecurity (WiCyS) BISO Affiliate. Additionally, she is known for her unique understanding of rain culture, shaped by her time living in the rainy cities of Seattle and London.The show begins with Jack Clabby of Carlton Fields, joined by resident cybersecurity expert Kayley Melton, analyzing a new U.S. Army initiative to support small businesses in meeting cybersecurity requirements and ensuring a secure and resilient network of partners critical to national security.
Dr. Sunny Wear began her career as a developer, spending countless hours maintaining others' code—a humbling experience, as she describes it. Realizing she wanted a different path, a friend suggested exploring cybersecurity at just the right time. Together, they tackled the CISSP exam, which Dr. Sunny passed, igniting her passion for application penetration testing.Now an accomplished author and proud bird mom, Dr. Sunny discusses her Burp Suite Cookbook, a practical guide to identifying, testing, and exploiting vulnerabilities in web applications and APIs.The show begins with Jack Clabby of Carlton Fields, joined by resident cybersecurity expert Kayley Melton, analyzing the Star Health Insurance (India) data breach, where the company’s CISO has been accused of selling sensitive data for $43,000.
Welcome to chat:CYBR, Cyber Florida’s policy discussion platform. In this episode, host James Jacobs and co-host Jordan Deiuliis engage with Carlton Fields attorney Jack Clabby to explore the intricate world of cybersecurity law and policy. They discuss the role of cybersecurity attorneys, the most common types of cyberattacks, the legal implications of data breaches, and the evolving landscape of cybersecurity legislation in Florida. The conversation highlights the challenges organizations face in navigating legal requirements and the potential costs associated with cyber incidents, as well the potential for a cohesive federal standard to address these issues effectively. In this conversation, James, Jordan, and Jack discuss the challenges local governments face in complying with cybersecurity regulations, the importance of data management, and the necessity of simplifying technology solutions. They also explore the implications of Florida's ransomware legislation, including its enforcement and effectiveness.
Confidence Staveley is the founder and CEO of Cybersafe Foundation, Africa's leading nongovernmental organization dedicated to digital development. Her mission is to ensure inclusive and safe digital access across Africa.Confidence discovered her passion for computer science during a gap year after high school when she first touched a computer keyboard. She then convinced her parents — who had envisioned a medical career for her — to support her new path by presenting hand-drawn slides and a twinkle in her eye. Since then, Confidence has become a leader in application security, founded multiple businesses, starred in the "API Kitchen" video series, and was recognized as a 2021 Obama Foundation Africa Leader.The show begins with Jack Clabby from Carlton Fields and cybersecurity expert Kayley Melton discussing Cyber Florida's “Do We Belong Here” documentary. The film highlights resilience, leadership, and the relentless pursuit of belonging in the field. From personal stories, including Kayley's, to professional breakthroughs, “Do We Belong Here” captures the essence of representation, diversity, and the future of cybersecurity.
Dr. Thomas Hyslip teaches at the master’s in cybercrime program at the University of South Florida, where he blends criminology, digital forensics, and incident response coursework.A retired U.S. Army colonel, Dr. Hyslip's career spans 23 years across the Defense Criminal Investigative Service, the U.S. Secret Service, and the Environmental Protection Agency's Criminal Investigation Division. In these roles, he has experienced unforgettable moments, like an adventure involving hotdogs, home runs, and a secure presidential phone at Wrigley Field. Dr. Hyslip also shares his favorite metal hair band and when it’s the perfect time to indulge in their sounds — spoiler alert, it’s always.The show kicks off with Jack Clabby from Carlton Fields and our resident cybersecurity mercenary Kayley Melton as they discuss NukuDo cybersecurity school's expansion into the American market. They also break down the benefits of NukuDo’s unique cybersecurity talent development model, which could soon become a widespread strategy.
Maretta Morovitz is the Engage Lead at MITRE, where she simplifies the planning of adversary engagement for cyber defenders. Maretta likens her cyber defense work to the movie Home Alone, setting a series of traps for the cyber adversary akin to those of Kevin McCallister.Maretta began her career at MITRE with an internship, where she met her mentor, Dr. Stan Barr, the MITRE Engage chief scientist: “He was always there to pull me out if I was floundering and drowning, but he gave me the space I needed to make mistakes, learn from them, and figure out how to not make them again.”Despite having a computer scientist father, Maretta discovered her passion for the industry only in college. After observing a friend who was a computer science major, she found that maybe her dad (and computer science) were cooler than she had initially thought. Maretta also shares on the podcast the importance of her Boston roots and her unique connection to John and Abigail Adams.To kick off the show, Jack Clabby from Carlton Fields, P.A., and Kayley Melton from KnowBe4 discuss Kenya’s efforts to improve national cybersecurity to protect its fast-growing digital economy. They also cover how the United States and the private sector are contributing to the Kenyan model for digital transformation in Africa, particularly through a dynamic digital ecosystem known as the “Silicon Savannah.”
Tanya Janca, also known as SheHacksPurple, is the head of community and education at Semgrep and the best-selling author of Alice and Bob Learn Application Security. With more than 25 years of experience in coding, application security, and IT, Tanya has dedicated herself to "securing all the things.”Tanya's career journey began in the Canadian government, where she initially served as a software developer before transitioning to elections security, eventually becoming the IT security coordinator (CISO equivalent) of the 42nd general election in Canada.Her time in the public sector led her to a pivotal career hack. Tanya refused to let her agency's limited travel budget hinder her cybersecurity education, so she seized countless speaking opportunities at cyber conferences in exchange for the free ticket. These conferences ignited her passion for educating future cybersecurity professionals. Today, having pivoted to the private sector, all of Tanya’s educational materials are freely available at Semgrep Academy, fulfilling a dream of hers.To kick off the show, Jack Clabby from Carlton Fields and Kayley Melton from KnowBe4 discuss the potential extradition of Julian Assange to the United States. Assange faces an 18-count indictment, including allegations of conspiracy to commit computer crimes and violations of the Espionage Act. The discussion also delves into the negotiation surrounding Assange's extradition, particularly concerning the world’s view of the U.S. prison system.
Tamiko Fletcher —CISO at Kennedy Space Center With a Heart of GratitudeTamiko Fletcher’s career at NASA began in 1999 as a cooperative education student. Her journey to CISO over the following 20 years is nothing short of inspiring. As the chief information security officer, Tamiko is responsible for minimizing the space center’s cybersecurity risk, maintaining visibility into cybersecurity operations, and providing guidance for compliance with NASA’s cybersecurity standards and federal regulations.In this episode, recorded live from Sunshine Cyber Con, Tamiko joins Carlton Fields’ Jack Clabby and KnowBe4’s Kayley Melton to share her passion for mentoring the next generation of cybersecurity leaders. She also reveals how her brother’s career with Xerox and computer-building hobby inspired her own career in tech — shh, she doesn’t want him to get too much credit. Tamiko also details how her small-town upbringing has given her a heart of gratitude in every aspect of her life, including leading others.And in a first for the podcast, Tamiko answers direct questions from the live audience. Tune in to gain insights into Tamiko’s journey and the invaluable lessons she's learned along the way.
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