
Chattinn Cyber
Is a podcast that focuses on how companies can quantify and qualify the cost of a data breach. Chattinn Cyber features some of the most well respected privacy and cyber experts in the world.
Episodes
Reading the feed…

Is a podcast that focuses on how companies can quantify and qualify the cost of a data breach. Chattinn Cyber features some of the most well respected privacy and cyber experts in the world.
Reading the feed…
Summary Today Marc is chattin’ with Richa Kaul, founder and CEO of an AI-based compliance automation platform. The conversation centered on how AI is reshaping enterprise governance, risk, and compliance (GRC), especially by helping organizations handle growing complexity without simply adding more headcount. The discussion quickly focused on how compliance teams can use automation and AI to streamline vendor risk, regulatory requirements, and other time-consuming workflows. Richa explained that his approach starts by separating what truly requires human judgment from what can be automated. A
Summary On this episode of Chattinn Cyber, Marc is chattin’ with Mike Maletsky, Vice President and Practice Leader for Tech, Cyber, and Crime at Hiscox. Mike begins by discussing his career journey into the insurance industry, explaining that he “fell into” insurance after studying finance but stayed because he found the work intellectually engaging and people-focused. He emphasizes that cyber insurance is about much more than selling policies—it’s about understanding complex risks and helping businesses mitigate them. He also introduces Hiscox’s long-standing focus on serving small businesses
Summary In this milestone 100th episode of Chattinn Cyber, Marc Schein sits down with one of the most influential figures in cyber insurance, Bob Parisi. Widely regarded as a pioneer in the space, Parisi reflects on the origins of cyber insurance, tracing its roots back to the late 1990s during the dot-com boom and the early recognition that traditional insurance products were not equipped to handle emerging digital risks. Parisi shares a candid look at how cyber insurance evolved from a niche product designed for tech companies into a critical component of enterprise risk management. From the
Summary On this episode of Chattinn Cyber, Marc is chattin’ with Ben Wilcox, Chief Technology Officer and Chief Information Security Officer at ProArch. Their chat opens by focusing on high-impact, practical ways organizations can reduce cyber risk. Ben highlights identity as the top priority: his team moved to passkeys to remove passwords and lower the attack surface. He stresses that threat actors increasingly use man-in-the-middle techniques and that AI has accelerated the automation of credential-theft, which makes strengthening identity controls essential. The chat then moves to AI and da
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Mike Armistead, a seasoned cybersecurity expert with over 40 years of experience, including more than 20 years as a vendor in the cybersecurity space. The conversation opens with a discussion about the challenges security leaders face in 2026. Mike highlights the complexity of their role, comparing it to that of a CFO managing financial risk, but notes that cybersecurity leaders often lack the comprehensive management tools that CFOs have. He emphasizes the fragmented nature of cybersecurity tools and the difficulty in sti
Summary Today Marc is chattin’ with Alex Niejelow, a respected figure in cybersecurity. The episode opens with Marc highlighting Alex’s unique background growing up in Philly and his diverse career path. Alex shares how his early career as a Durham police officer and later as a lawyer shaped his mindset around public service and supporting people and businesses. He then transitioned into federal and state government roles, including significant positions in the Obama administration and Homeland Security, focusing on trade, customs, and national security issues such as counterfeit semiconductor
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Courtney Hans, a seasoned cyber professional with a unique background. Courtney shares that her path into cybersecurity was nontraditional, having started as a literature major and then spending about a decade as an adventure travel guide. She reflects on how the skills she developed during that time—understanding people’s motivations and goals—have been invaluable in her cybersecurity career, particularly in tailoring security strategies to individual organizational contexts. Courtney emphasizes that cybersecurity is not
Summary In this episode of Chattinn Cyber, Marc is chattin’ with Alyssa Lisiewski, Managing Director at Ankura and one of the best known and respected cybersecurity experts in the country. The conversation begins with Alyssa sharing her early introduction to technology, influenced by her father who taught her to take apart and reassemble computers from a young age. Initially interested in forensic crime scene investigations, Alyssa shifted her focus to cybersecurity due to her father’s encouragement and foresight about the field’s growth. She started her career as an intern in diplomatic secur
Summary In this insightful episode of the Chattinn Cyber podcast, host Marc Schein is chattin’with Ryan Steidl, a leading privacy and artificial intelligence attorney, to explore the evolving landscape of AI from a legal and cybersecurity perspective. Ryan shares his journey from Maryland to becoming a respected figure in data privacy and AI law, highlighting the influence of pioneering professors and his early work at Under Armour. He frames AI as an evolutionary technology that builds on existing data privacy and security issues but introduces new complexities due to limited human interventi
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Devon Ackerman, a highly respected figure in the digital forensics and incident response (DFIR) community. Devon shares his background, starting from his upbringing in upstate New York, moving to Georgia, and how a chance encounter with an article about digital forensics at Champlain College sparked his interest in the field. He explains his early career in IT and web design during the dot-com boom, and how his curiosity and passion for troubleshooting led him to pursue digital forensics as a career. Devon elaborates on th
Summary In this episode, Marc is chattin’ with Colleen García, a seasoned privacy attorney. The conversation begins with an introduction to Colleen’s extensive background in cybersecurity law, including her experience working with the U.S. government before transitioning to the private sector. This sets the stage for a deep dive into the complex relationship between data privacy and artificial intelligence (AI), highlighting the importance of understanding legal and ethical considerations as AI technology continues to evolve rapidly. The core of the discussion centers on how AI models are trai
Summary In this insightful episode, Marc Schein interviews Snehal Antani, the CEO and co-founder of Horizon3.ai, about his entrepreneurial journey, the evolution of his company, and the future of cybersecurity. Snehal shares how Horizon3.ai grew from a handful of engineers working in a basement to a cutting-edge firm revolutionizing autonomous penetration testing. He walks listeners through the different startup phases, emphasizing how critical it is to develop a repeatable sales process, retain customers, and build operational excellence at scale. Snehal discusses the complex challenge of pre
Summary On this episode of Chattinn Cyber, Marc is chattin’ with Aaron Painter, a seasoned enterprise tech executive with years at Microsoft and experience leading operations in China and the UK, shares the origin story of his company, Nametag. After observing the rise in identity theft among friends and family, Aaron was struck by how outdated and vulnerable identity verification processes had become—especially the ease with which attackers could answer common security questions using publicly available data. The conversation turns to the evolution of cyber threats, particularly social engine
Summary In this episode of Chattinn Cyber, cybersecurity expert Mark Jackolski, Director of Risk and Compliance at Show Proof, shares his journey from Long Island technician to national leader in cyber compliance. With a foundation in information systems from Stony Brook University, Mark discusses how his passion for technology evolved into a career focused on helping organizations meet rising cybersecurity standards. The heart of the conversation is the Cybersecurity Maturity Model Certification (CMMC), a framework initiated by the Department of Defense to ensure that contractors protect cont
Summary In this episode of Chattinn Cyber, Marc Schein welcomes back Ken Rashbaum, a partner at Barton LLP and a professor at Fordham Law School. Ken, a well-respected privacy attorney, shares his journey from being a trial lawyer and prosecutor to becoming a leading figure in data protection and cybersecurity. He discusses how his early work in healthcare law, particularly with the introduction of HIPAA, paved the way for his focus on privacy and cybersecurity on a global scale. Their chat shifts to the current landscape of data protection regulations in the U.S. Ken explains the fragmented n
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Jeremy Shockett, a prominent figure in cybersecurity and former co-chair of the New York State Cyber Security Advisory Board. Mark introduces Jeremy, emphasizing his extensive background, including his previous role as a prosecutor. This introduction sets the stage for a discussion centered on cybersecurity practices, particularly the significance of tabletop and red team exercises in enhancing organizational preparedness against cyber threats. Jeremy shares his professional journey, detailing his transition from a 24-year
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Gideon Hazam, a renowned expert in spoofing. The discussion revolves around the challenges faced by organizations in detecting and protecting against phishing attacks on their brands. Gideon explains that his company spent six months meeting with Chief Information Security Officers (CISOs) from various industries to understand their main challenges related to phishing attacks. They identified three major challenges: detecting phishing attacks quickly, identifying the users exposed to these attacks, and finding ways to prot
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Marshall Gilinsky, a partner at Anderson Kill, PC, focusing on the impact of artificial intelligence across various industries, particularly in insurance. Marshall shares his background and explains how his interest in AI developed over time. He expresses his fascination with the technology, emphasizing its potential benefits and risks. Marshall believes that AI has the capacity to revolutionize numerous tasks and industries, but he also stresses the importance of understanding and regulating AI to ensure its safe and prod
Summary In this episode, Marc Schein is chattin’ with Christiaan Durdaller, a cyber expert and founder of an innovative wholesale brokerage in the cyber market. Christiaan chats about his journey into the cyber industry, highlighting the rise of cyber awareness in recent years due to high-profile data breaches. Christiaan explains the difference between retail brokers and wholesale brokers. Retail brokers work directly with clients, while wholesale brokers partner with retail brokers to provide market access and expertise. Christiaan emphasizes the importance of collaboration and problem-solvi
Summary In this episode of Chattinn Cyber, Marc Schein is chattin’ with Ben Goodman, the founder and CEO of CyRisk, about the evolution of cybersecurity and the growing concern of privacy in the industry. Ben shares his background in technology and his experience working with companies to improve their security and compliance. They discuss the increasing importance of privacy in the cyber risk landscape, with privacy settlements surpassing security settlements in recent years. Ben emphasizes the need for organizations to focus on pre-incident planning, training, and preparation to mitigate pri
Summary In this episode of Chattinn Cyber, Mark Schein chats with John Morrissey, Cryptocurrency Operating Compliance Director for Arete, focusing on various aspects of the cryptocurrency industry and the challenges associated with ransomware attacks. John explains how he ended up in his current role, combining his cybersecurity background with his passion for trading and investing. He discusses the volatility of the cryptocurrency market and the impact it has on ransom demands. He also highlights the increasing scrutiny and compliance requirements imposed by organizations like OFAC when it co
Summary In this episode Marc Schein is chattin’ with Jeremy Boerger, an IT Asset Management (ITAM) expert. Jeremy recounts his entry into ITAM during the Y2K era, where he was tasked with managing compliance systems for a manufacturing firm. This experience sparked his interest in ITAM, which revolves around optimizing an organization’s hardware and software investments for maximum value. He emphasizes ITAM’s focus on cost-consciousness and usability, highlighting its role in efficient product and service utilization. The discussion dives deeper into the essence of ITAM, explaining its signifi
Summary In this episode of #ChattinnCyber, Billy Gouveia, the CEO of Surefire, a prominent cybersecurity firm stops by to chat. Billy chats about quantifying the costs associated with data breaches. He shares what it was like growing up in Boston and becoming the CEO of a renowned cybersecurity company. Billy acknowledges the significance of #cybersecurity in today’s world, stating that the work being done in the field will have a lasting impact on future generations. He highlights the exponential growth of the tech industry, which is enabled by cybersecurity, and emphasizes the importance of
Summary In this episode Marc Schein is chattin’ with Kevin Sherry, the founder of DarkWeb IQ, a pioneering offensive cybercrime prevention firm. Kevin shares his unconventional journey from a hedge fund trader and entrepreneur to a leader in the cyber insurance industry, eventually leading to the inception of DarkWeb IQ. Kevin’s entrepreneurial spirit and proactive approach to spotting opportunities in the evolving insurance landscape laid the foundation for his innovative venture. Kevin details the origins of DarkWeb IQ, emphasizing his belief in the necessity for a new approach to cybersecur
Summary In this episode of Chattinn Cyber, Marc Schein sits down to chat with Paul Dowding, co-founder and head of design at L4S Corporation, focusing on blockchain technology and its real-world applications. Paul, an authority on digital assets, begins by demystifying blockchain for novices, describing it as a distributed ledger system that eliminates reliance on central authorities for transaction validation. He explains the intricate process of trust-building within blockchain through mathematical hashing, emphasizing its potential to revolutionize peer-to-peer transactions and reduce error