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AI was in every booth, every keynote, and nearly every conversation at Black Hat 2026. Which makes the most useful takeaway from the show a slightly awkward one: the fundamentals still decide who gets compromised.
Host Kim Coombes is joined by Connection security experts John Chirillo and Rob Di Girolamo, along with penetration tester and lead systems engineer Joe Chmielewski, to work through what actually mattered this year.
The conversation covers:
They close with what security teams should do differently on Monday morning. Inventory before innovation, and stop assuming, start validating.
Healthcare organizations are under growing pressure to modernize IT environments while improving clinician experience, strengthening security, and preparing for the next wave of AI-enabled workflows.
In this episode, we’ll explore how AI-powered endpoints, intelligent collaboration tools, and modern device strategies are helping healthcare IT leaders balance operational efficiency with better patient outcomes.
Host: James Hilliard
Guests:
Abhishek Khowala, Global Head of AI, Health and Life Sciences Vertical at
Alexander Stanton III, Account Executive for Healthcare at Lenovo
Show Notes:
00:00 - Introduction: AI endpoints and healthcare modernization overview
Healthcare organizations face growing pressure to modernize clinical systems while defending against increasingly sophisticated cyber threats. In this episode, host Kim Coombes is joined by Connection Security Center of Excellence experts John Chirrillo and Rob Di Girolamo to discuss Ripple Security Logic, a framework for understanding and managing risk across today's highly connected healthcare environments. The conversation explores the interconnected relationships between endpoints, medical devices, networks, cloud platforms, identities, and clinical workflows.
Hear from our experts as they discuss how XDR-powered observability, Zero Trust principles, AI-driven analytics, and resilience-focused strategies can help healthcare organizations reduce risk, strengthen threat detection, and support better patient outcomes.
Moderator: Kimberlee Coombes, Security Solution Architect, Connection
Show Notes
In this episode, host Kim Coombes is joined by security experts John Chirillo and Rob Di Girolamo, along with Microsoft Security expert Robin Camirand, to unpack the most important insights from the RSAC 2026 Conference.
The discussion covers the rapid rise of Agentic AI security, the need to defend at machine speed, and the industry’s shift toward active defense as traditional response models struggle to keep up. The team also explores the growing importance of post-quantum cryptography as organizations prepare for the next phase of cryptographic risk.
Throughout the conversation, the panel reflects on RSAC’s defining theme, the “power of community,” and why collective defense is essential as threats become faster, more automated, and more complex. Whether you’re tracking AI-driven risks, planning for quantum readiness, or looking for clear takeaways from RSAC 2026, this episode delivers practical insights from experienced security leaders.
Moderator: Kimberlee Coombes, Security Solution Architect, Connection
Show Notes
In today’s rapidly shifting geopolitical landscape, cyber threats have become a frontline tactic—not through sophisticated zero-day exploits, but through the exploitation of basic security gaps like weak credentials, unpatched systems, and misconfigured environments. In this episode of the Connection Cybersecurity Podcast, host Kim Coombes is joined by security experts John Chirillo and Rob Di Girolamo to unpack the reality of modern cyber conflict.
Together, they explore how nation-state actors, ransomware groups, and hacktivists are converging, why critical infrastructure and mid-sized organizations alike are increasingly at risk, and how “proxy targeting” makes every company part of a larger attack surface. The conversation challenges common assumptions about cybersecurity, emphasizing that today’s greatest risk isn’t lack of advanced tools—but failure to address fundamental security hygiene and identity protection. Listeners will walk away with a clearer understanding of how cyber warfare is evolving, how it impacts organizations indirectly, and what practical steps leaders must take now to reduce exposure and strengthen resilience.
In this episode, the Connection Security Center of Excellence team looks beyond today’s headlines to uncover the threats most people won’t hear about until it’s too late. The team dives into the emerging risks shaping the next era of cybersecurity—from the looming reality of harvestnowdecryptlater attacks, to the potential for identity collapse in a passwordless world, to the rise of autonomous AI agents as adversaries.
Speakers: John Chirillo, Principal Security Architect, Connection
Show Notes:
Healthcare organizations are navigating modernization under intense regulatory, security, and resource constraints. This episode explores how the Microsoft technology stack shows up differently in healthcare.
The conversation breaks down hybrid cloud realities, Azure managed services, security and compliance, business resiliency, disaster recovery, and cost optimization, all grounded in real healthcare use cases. The episode also explores at how organizations can measure ROI beyond cost savings, connecting Microsoft investments to patient care, clinician experience, and operational resilience.
Speakers: Jennifer Johnson, Director of Healthcare at Connection
David Carey and Kevin Paiva, Senior Field Solution Architects at Connection
Show Notes:
00:10 Welcome and session overview
This conversation explores the transformative impact of clinical mobility and technology in healthcare, focusing on how Zebra Technologies enhances clinical workflows, improves patient and provider safety, and addresses security concerns. The discussion highlights innovations in nursing, the integration of AI, and the importance of measuring ROI in healthcare technology.
The speakers share insights on Zebra's role across the healthcare ecosystem and future innovations, emphasizing the need for effective tools to support clinicians and improve patient outcomes.
Show Notes
In this conversation, the speakers discuss the intersection of data strategy and AI strategy, emphasizing the importance of collaboration between different roles within the organization. They outline their 12-month plans for AI implementation, focusing on governance, risk management, and the challenges of data governance.
The discussion also touches on the ownership of AI production systems and the principles that guide decision-making in the face of conflict. The speakers highlight the need for a balance between innovation and risk management, as well as the importance of maintaining strong partnerships within the organization.
00:00 Introduction to Data and AI Strategy
08:52 12-Month Plan for AI Implementation
17:45 Balancing Innovation and Risk Management
24:50 Data Governance and Security Challenges
27:21 Managing Shadow AI and Encouraging Innovation
28:46 Vision and Innovation: The Importance of Rechecking Paths
30:34 Navigating Customer Relationships and Risk Management
31:40 Understanding NPU Technology and Its Implications
34:09 Balancing AI Workloads: Cloud vs. Local Processing
35:31 Contractual Considerations in AI Partnerships
38:48 Ownership of AI Production Systems: A Collaborative Approach
43:29 Establishing Governance and Support Structures for AI
46:04 Defining Tiebreaker Principles in AI Decision-Making
50:07 Operationalizing Governance and Risk Management
51:55 Commitments to Innovation and Collaboration
In this episode, the Connection Security Center of Excellence team takes us on a journey—both literal and technical—sharing insights gained from a recent reconnaissance road trip across the United States. Their firsthand experiences offer a front-line perspective on the evolving landscape of post-quantum insecurity. Listeners will hear from our security experts as they unpack the evolving risk landscape that we may be challenged with in a post-quantum world—supported by real world field observations. Join us for a timely and thought-provoking discussion that blends technical insight with real-world reconnaissance that will help us all navigate the post-quantum future.
For more information on how to better secure your environment, visit Connection.com/Cybersecurity. Or, if you’re ready to start the conversation around what Connection can do to help your organization—Call 1.800.998.0067.
Speakers:
John Chirillo, Principal Security Architect, Connection
Rob Di Girolamo, Senior Security Architect, Connection
Kimberlee Coombes, Security Solution Architect, Connection
Show Notes
00:00 Introduction to the Quantum Road Trip
02:50 Objectives and Planning of the Research Trip
05:34 Understanding Post-Quantum Security
08:09 Current Preparedness for Quantum Threats
10:45 Real-World Observations and Insights
13:28 Future Predictions and Data Analysis
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