Cybersecurity News & Analysis by Cyber Sidekicks - Your Weekly Update’

Christina Richmond | Rory Duncan - Cybersecurity Experts | Richmond Advisory Group
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Christina Richmond and Rory Duncan of Cyber Sidekicks discuss the latest insights into the cybersecurity market’s most significant news, trends, and technologies. Follow us at richmondadvisorygroup.com, linkedin.com/in/roryduncan and linkedin.com/in/christinarichmond

  1. 2d ago

    No Place to Hide: The High-Fidelity Future of AI Impersonation

    In this week's episode, Christina are Rory are joined by Russ Bentley, EVP Product Management at ZeroFox to discuss the alarming ease with which AI can now be used to create ultra-realistic and convincing impersonations and the resulting challenges for executive protection. Some great points by Russ, including the need for a return to foundational social engineering awareness. Recommendations: focus on the "basic tells" that are more resistant to AI manipulation - such as questioning the context and character of the contact. Is the topic expected? Is there artificial urgency? Is it out of character for that individual to reach out in this way?  NEWS Black Hat Roundup - Rory and Christina select their picks of new and interesting announcements! IBM Partners with OpenAI to Accelerate Secure AI Deployment for Enterprises Across Core Operations AI agent hacks gym to get its user a spot in Pilates class   Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  2. Aug 11

    Why AI is not the (only) answer in Cybersecurity

    SPECIAL EPISODE: this week, Christina & Rory take the plunge and debate the merits of AI and AI Agents in cybersecurity strategy. What are the pros & cons? How can AI benefit those managing cyber defence vs. the cyber criminals, nation state actors and other attackers pushing on the offensive side? It's often been called an "arms race", so where will it end - if it can? What are the lessons that cybersecurity professionals should bear in mind, and what role will humans have in the rapidly developing security industry? CALL FOR FEEDBACK: we'd love to hear your thoughts! Send us an email to your choice of address below. Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  3. Aug 4

    The Server in the Corner: Securing the Forgotten AI Attack Surface

    In this week's episode, Jim LaRoe, CEO of Symphion, discusses the critical security risks associated with printers and IoT devices, which he argues are the most overlooked endpoints in the modern AI-enabled threat landscape. LaRoe emphasizes that while printers are often treated as "dumb appliances," they have evolved into sophisticated servers that reside inside the organizational network. Printers typically represent 20% of all network endpoints, yet they frequently exist in a "print silo" outside the visibility and control of IT and security teams. NEWS Microsoft launches its first cybersecurity model, plus a new agentic cybersecurity system C-Suites Pivot from AI Adoption to Unlocking Value as Escalating Token Costs Trigger Fiscal Scrutiny Cyera to acquire Oasis Security in reported $1B deal Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  4. Jul 28

    The Pentest Renaissance: Synack on Offensive Security & AI Agents

    Paul Mote, VP Solutions Architect at Synack, chats with Christina & Rory about how artificial intelligence is forcing a radical shift in offensive security and vulnerability management, including why the increasing number of autonomous attacks requires much more robust autonomous defenses. The solution? Organizations must move toward continuous automated patching or blocking to avoid falling hopelessly behind in an expedited attack sequence... NEWS Hugging Face experiences cyberattack carried out end-to-end by agentic AI Sophos releases its “State of Ransomware 2026” report   Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  5. Jul 21

    When Bots Go Rogue: Sysdig and the Agentic Threat Actors

    This week we follow-up on a story from last week's episode about the rise of Agentic Threat Actors (ATAs). Christina & Rory chat with Michael Clark, Senior Director of Threat Research at Sysdig about their discovery of JADEPUFFER, an ATA considered to be the first instance of agentic ransomware - an attack where a Large Language Model (LLM) is on the other end of the connection rather than a human operator. By exploiting the Langflow platform, the agent then autonomously attempted to perform automated database extortion against MySQL instances. But did it achieve its objectives? Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  6. Jul 14

    Putting Humpty Dumpty Back Together: Fenix24 On The Reality of Cyber Recovery

    In this week's episode, Christina & Rory talk with guest Heath Renfrow, co-founder of breach recovery specialist Fenix24. Warning: It's a sobering look at the "cleanup" side of cybersecurity, emphasizing that most organizations are fundamentally unprepared for the complexity of full system restoration after a major attack. From the failure of backups and the hidden cost of business interruption, the discussion concludes the need for resiliency to be the top security control in every organization. NEWS JADEPUFFER: Agentic ransomware for automated database extortion Startup sues Palo Alto Networks' Koi Security, saying an AI-hallucinated report falsely linked it to Chinese espionage   Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  7. Jul 7

    AI-native AppSec: IBM on the Importance of Context, Agent Verification & Secure By Design

    In this week's episode, guest Jayesh Kamat, Global Competency Leader in Application Security at IBM, chats with Christina about the profound impact of AI frontier models on cybersecurity and the necessity of shifting toward an "AI-native" security posture.  With machines now generating code at an exponential rate through agents like "IBM Bob," traditional application security (AppSec) methods are no longer sufficient. Kamat advocates for AI-native security, which integrates protection directly into the development lifecycle: Secure by Design: Security requirements, such as whitelisted libraries and functions, should be defined in the specifications before any code is generated. Agent Verification: AI agents should be tasked with reviewing their own code, verifying its security, and explaining their "thought process" for human oversight. The Security Harness: This new approach involves using a specialized "harness" to deploy frontier models to identify vulnerabilities and map exploit paths. Once a path is identified, other agents can auto-remediate the code or update firewall controls in real-time Ultimately, Kamat views this as a "moment under the sun" for application security, which has shifted from a neglected back-office function to a primary focus of enterprise strategy Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

  8. Jun 30

    Supply Chain Security: SecurityScorecard On Why Traditional Risk Management Is Failing

    In this week's show, Brandon Dobrec, VP of Product at SecurityScorecard, chats with Christina & Rory about the escalating challenges of supply chain security and why traditional risk management is failing in the face of modern complexity. NEWS SailPoint to Acquire Entro in Reported $200 Million Deal “FortiBleed”: Sweeping Credential-Harvesting Heist Compromises 30K+ Fortinet Devices Leave us a message! Want to leave some feedback and suggestions but would prefer not to write an email? You can leave us a voicemail (90 seconds max). We will share any that are not too spicy in the following episode. SpeakPipe link - https://www.speakpipe.com/Cyber_Sidekicks Or, send us an email: Christina Richmond – christina@richmondadvisorygroup.com Rory Duncan – rory@richmondadvisorygroup.com Subscribe to our Newsletter - "Signal, not noise" Our monthly newsletter is free to subscribers! Sign-up now at Richmond Advisory Group.   Technology we use Podcast Recording Platform – Cleanfeed.com Cyber Sidekicks Show Host – Podbean.com Edited & mastered in GarageBand

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5
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Christina Richmond and Rory Duncan of Cyber Sidekicks discuss the latest insights into the cybersecurity market’s most significant news, trends, and technologies. Follow us at richmondadvisorygroup.com, linkedin.com/in/roryduncan and linkedin.com/in/christinarichmond

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