Navigating Cyber Risk

Cyber risk is no longer just about firewalls and passwords—it’s about reputation, trust, and preparation in a world where AI can amplify threats. Awais Farooq , Head of Digital Claim Solutions, Catastrophe, & Contractor Connection in Canada for Crawford & Company , joins John Riley to unpack the evolving cyber risk landscape, from phishing scams and “Shadow AI” to the growing role of cyber...

Cybersecurity and cyber risk are evolving faster than most organizations can keep up with, and understanding the difference is critical for leaders today. John Riley speaks with Leopold “Lee” Lueddemann about how companies can analyze risk through the lens of threats and vulnerabilities, prioritize limited resources, and prepare for the “collision course” between privacy laws and artificial intell...

The risk of experiencing a cyber disaster these days is steadily increasing as technology evolves. Therefore, you must get ready for anything and do not let yourself be caught off guard. John Riley chats with Peter Busam , founder and CEO of Equilibrium Consulting , about the importance of crafting and designing your own disaster recovery plan to mitigate cyber risks and handle threats accordingly...

Many people are becoming numb when it comes to data breaches. If your business has been a victim of cybersecurity attacks, they simply move on to another business. But in today’s interconnected world, this is not the best mindset to have. Matthew Koenig , vice president of Channel Sales at Nodeware , joins John Riley to discuss how businesses must approach cybersecurity and navigate this kind of p...

By fully educating your team on the most efficient ways to reduce cyber risk, you can save everyone from numerous headaches in today’s highly digital environment. John Riley sits down with Sten Svendsen , vice president of the ASF Liquid Logistics Division , to discuss the importance of building and nurturing a culture of cybersecurity in your organization. Drawing from his first-hand experiences...

What’s the real cost of ignoring your internal cyber risk? In this episode, entrepreneur and NoteAffect CEO Jay Tokosch reveals how insider threats—often unintentional—pose one of the biggest dangers to company data. He shares eye-opening stories about information leakage, explains why AI is both a cybersecurity threat and solution, and offers practical advice for CEOs navigating risk in high-grow...

Cyber risk isn’t just a technical issue—it’s a leadership priority. In this insightful conversation, Joe Lazzarotti , cybersecurity and privacy attorney at Jackson Lewis , unpacks the evolving landscape of cyber risk, from data breaches and insider threats to AI governance and executive accountability. He and host John Riley explore the biggest misconceptions leaders hold, the impact of supply cha...

Conquering cyber risk isn't just about technology; it's about understanding the human element and anticipating the adversary. Join us as Perry Boyle , CEO of MITS Capital and a seasoned adventurer who has skied in Antarctica and bicycled 148 miles in a day, shares his profound insights on navigating the complex world of cyber threats. Discover the unique challenges of operating in a war zone, the...

AI is rapidly changing the nature of cyber risk, and most executives aren't ready for the fallout. In this episode, cybersecurity strategist Christophe Foulon joins John Riley to unpack how generative AI is not only fueling smarter attacks but also exposing critical gaps in governance, incident response, and data protection. From deepfake threats and shadow AI use to the limits of cloud reliance a...

Self-attestation may be convenient and a huge time-saver, but it may have some loopholes that could put your data in jeopardy if not executed properly. John Riley talks all about it with Valerie Cobb, Chief Revenue Officer of Omnistruct. Together, they discuss the legal actions one has to face after falsely self-attesting compliance and audit. They also explore the growing challenges of distinguis...

Aside from saving lives, one of the most important priorities of the healthcare industry is safeguarding patients’ most confidential information about their medical conditions. Without the right cybersecurity measures in place, their records will always be at risk from potential cyberattacks. Board-certified psychiatrist Muhamad Aly Rifai is here to discuss how hospitals and clinics should navigat...

Navigating the wild west of Artificial Intelligence and how data privacy plays into the game is a hot topic for all, from solopreneurs to large enterprises. In this episode, John Riley and Valerie Cobb dive deep into the world of AI policies and data security, exploring the nuances of modern AI usage, its risks, and its exciting potentials. They discuss everything from ChatGPT's data retention to...

In today's rapidly evolving digital landscape, understanding the difference between cybersecurity and cyber risk is crucial for executives aiming to protect their organizations. Join host John Riley in this insightful episode as he dives deep into this critical distinction with special guest Ashwin Rangan , CEO of DoubleCheck . Ashwin, a published author and seasoned expert with decades of experie...

Navigating cyber risk in today's rapidly evolving tech landscape requires more than just "whiz-bang" gadgets; it demands a strategic, aerial view, and that's precisely what we dive into with our special guest, Domingo Guerra , a patented outdoorsman, cybersecurity company founder, and early-stage investor! In this episode, John Riley and Domingo peel back the layers of cyber threats and risk trans...

Understanding and achieving CMMC (Cybersecurity Maturity Model Certification) is vital for businesses working with the Department of Defense, and it's not as simple as saying, "Trust me, we're secure." In this episode, John Riley sits down with the passionate and insightful Valerie Cobb , a CMMC expert with Omnistruct , to dissect the complexities and necessities of CMMC. Valerie doesn't hold back...

The Trump administration’s deregulation effort is causing underlying risks for the cybersecurity space. With compliance rules getting blurry across states, how can you protect your data from hackers and keep them private? John Riley and Valerie Cobb discuss how businesses can deal with data breaches, information processing, and confidential data management as deregulation is being rolled out. They...

In today’s digital landscape, organizations need to build a secure foundation to protect their data. Yasir Ali is the Founder and CEO of PolymerHQ DLP , a company that offers a unique approach to data loss prevention designed for SaaS applications. He brings valuable insights about protecting your organization’s data and his approach to data loss prevention. He also shares emerging trends impactin...

Artificial intelligence is sweeping every aspect of the digital space right now, and it always finds its way into our personal lives in more ways than one. Despite its many benefits, concerns regarding data privacy arise. Caroline McCaffery of ClearOPS is here to discuss the state of data privacy laws and regulations as AI becomes more ubiquitous. Joining John Riley and George Usi, she discusses h...

Cybersecurity incidents usually stem from human-enabled actions. But to err is human; it is only by learning from those mistakes that we can improve. In this episode, John Riley and George Usi sit down with Wendy Epley , Principal Analyst and Information Security expert at the University of Arizona. As a seasoned professional with over 15 years of experience in regulatory trade compliance, Wendy d...

Effective cybersecurity isn't just a checkbox – it's an ongoing investment in resilience. It starts from the top, where collaboration between IT and leadership paves the way for a secure digital future. In this episode, we have Seth Guntharp to shed light on the challenges and triumphs of achieving CMMC (Cybersecurity Maturity Model Certification). Seth spares no details— he discusses CMMC's evolu...

In this pilot episode, John Riley and George Usi discuss the recent cyberattacks on Las Vegas casino giants MGM Resorts International and Caesars Entertainment. Their conversation centers not so much on the technical aspect but more on the leadership side, discussing how business executives should swiftly act and appropriately react. John and George compare cyberattacks to arson, drawing effective...

As technologies become even more interconnected and deeply embedded in our lives, facing cyber risks has become more real than ever. Cyber security could be the only thing that keeps you and your business safe. In this episode, John Riley and George Usi sit down with the President of PingWind, Inc. , Clarence Dingman , to discuss how executives and leaders can prevent cyber-attacks from happening...

There are a lot of parallels between web design and cybersecurity, and keeping your website secure may be the first step to making sure your business is safe from threats from bad actors. Mary Putnam , the CEO at DesignYourSite.net , straddles this intersection by providing comprehensive web services for businesses that include security audits and secure web design. Mary tells us how WordPress can...

Safeguarding your business is not rocket science, but you may want to seriously consider hiring experts to do it, even if you have an IT team on your premises. Join John Riley and George Usi in this episode of Navigating Cyber Risk as they engage with Ryan Grimes , a seasoned IT professional with a unique passion for both cybersecurity and growing fiery peppers. Together, they explore the cybersec...

In the ever-accelerating world of cybersecurity, it's not a question of 'if,' but 'when' you'll face a breach. Join John Riley and George Usi co-founders of Omnistruck , as they unravel the high-stakes landscape of cyber risk management in Navigating Cyber Risk. This podcast, designed by executives for executives, delivers real-world insights into the formidable challenges posed by ever-changing c...