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Cybersecurity News & Analysis by Cyber Sidekicks - Your Weekly Update’
Cybersecurity News & Analysis by Cyber Sidekicks - Your Weekly Update’
Author: Christina Richmond | Rory Duncan - Cybersecurity Experts | Richmond Advisory Group
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Description
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
53 Episodes
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This week we have an extended discussion with Ryan LaSalle, CEO of Nisos on the topic of digital executive protection and "exhaust" management. Ryan also joins our chat about the announcement of ChatGPT Health and what the security implications of sharing personal, medical information might be....
NEWS
Analysis of 6 Billion Passwords Shows Stagnant User Behavior
ChatGPT Health Raises Big Security, Safety Concerns
Goldman's profit beats on record stock trading, sees robust M&A activity in 2026
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Christina Richmond – christina@richmondadvisorygroup.com
Rory Duncan – rory@richmondadvisorygroup.com
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An M&A focused episode this week as CrowdStrike announces it intends to purchase identity security vendor SGNL, as well as browser runtime security vendor Seraphic Security - moves designed to beef-up it's Falcon platform, enhancing its capabilities for continuous authorization, and protecting in-session browser activity for both human and autonomous identities. Christina & Rory discuss the implications for CrowdStrike and what it means for the wider industry.
NEWS
CrowdStrike to Acquire SGNL to Secure Every Identity in the AI Era
CrowdStrike to Acquire Seraphic, Turning Any Browser into a Secure Enterprise Browser
WitnessAI Raises $58 Million for AI Security Platform
'Most Severe AI Vulnerability to Date' Hits ServiceNow
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Christina Richmond – christina@richmondadvisorygroup.com
Rory Duncan – rory@richmondadvisorygroup.com
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In this episode, Christina and Rory highlight alarming news regarding cybersecurity professionals who pleaded guilty to participating in ransomware-as-a-service schemes. They also examine shifts in cyber insurance, noting a rise in phishing-related claims even as third-party outage risks appear to decline. AI security remains a primary focus, and a discussion around analyzing the potential for autonomous agents to act as a new form of insider threat rounds out the news section.
Guest James Rice, VP of Product Marketing & Strategy at Protegrity joins the conversation to advocate for a "whitelist" approach to data protection that enables business growth rather than obstructing it. Ultimately, he emphasizes the necessity of merging data observability with security to protect organizations in an increasingly automated landscape.
NEWS
Two US Cybersecurity Pros Plead Guilty Over Ransomware Attacks
New Tech Deployments That Cyber Insurers Recommend for 2026
Palo Alto Networks security-intel boss calls AI agents 2026's biggest insider threat
Microsoft CEO Satya Nadella becomes AI influencer, asks us all to move beyond slop
LINKS
2025 Cybersecurity Market Recap Part #1: More M&A as Deal Sizes Increase!
2025 Cybersecurity Market Re-cap Part #2: Cyber Offense, Platform Wars, and the "boring bits"
Stealth AI, Defensive Agents & Quantum Resilience: The 2026 Cybersecurity Battle Lines are Drawn
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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"
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We conclude our 2025 Cybersecurity Market re-cap with a look at the defensive and offensive moves brought in by AI tools - in particular through the use of autonomous AI agents. We also cover the implications of the ongoing "platform wars" between major vendors and service providers. Oh, and some of the boring bits...
We also nominate our Heroes of the Year, as well as the Zeros and some of the things we thought were a bit "ho hum" in 2025....
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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
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In the first of our recap of the 2025 cybersecurity market, Christina & I delve into the continuing boom in M&A that has fuelled consolidation since the low-point of 2023, with Alphabet/Google, Palo Alto Networks and others playing a significant role.
We also chat with Alex Holland, Principal Threat Researcher at the HP Security Lab who explains how the quality of social engineering has dramatically improved - with some chilling examples. We also hijack his zoo analogy and end-up discussing pine martins (sorry Alex, that was my fault)....
In next week's episode - number #49 - we conclude our 2025 recap with a roundup of the other major events and trends we saw, and share our "Heroes of the Year" and our "Zeros of the Year"
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
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Our first, annual predictions special episode! We delve into what we believe 2026 will mean for the cybersecurity industry, including what trends, technologies and external factors will be prominent over the next 12 months.
Expect a lively discussion covering threat actors, defensive AI agents, post-quantum cryptography, device-level protection, and geopolitical instability.
Products/vendors we mention: IBM's ATOM, Deepwatch, Ontinue, HP Inc.
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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
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This week we discuss the under-the-radar purchase by Palo Alto Networks of observability specialist Chronosphere for $3.35 billion: what does it mean for both companies and for the wider industry? Rory also has a great chat with Alex Berger, Head of Marketing at Ontinue about the latest developments in MDR.
NEWS
Palo Alto Networks to Acquire Chronosphere, “Next-Gen Observability Leader”, for the “AI Era” (we added quotes around the parts we think are up for debate/discussion!)
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
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We had a wide-ranging chat with renowned cybersecurity researcher, innovator and author Harold Moss, looking at why we need to treat AI Agents like people - with their own identities - so that we can better manage any potential risk around their increasingly autonomous actions.
NEWS
Bridging the Skills Gap: How Military Veterans Are Strengthening Cybersecurity
Wiz and Microsoft alumni launch Mate with $15.5M Seed to build AI-native security operations
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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"
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Cary Hudgins, VP of Product Management for Fortra's Cyber Portfolio joins us this week to chaqt about the increasing complexity of cybersecurity, particularly on the data storage side of things: data lakes, data warehouses and now data lakehouses. Rory also tries telepathy with Christina, with predictable results....
NEWS
5 Plead Guilty in US to Helping North Korean IT Workers
Chinese spies told Claude to break into about 30 critical orgs. Some attacks succeeded…
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"
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Technology we use
Podcast Recording Platform – Cleanfeed.com
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This week, Mike Perez, a Director at managed IT and security services provider Ekco chats to us about Digital Loss Prevention (DLP), incident readiness, how they use deepfakes for customer tabletop cybersecurity training exercises and more!
NEWS
Bank of England says JLR's cyberattack contributed to UK's unexpectedly slower GDP growth
Vulnerability management vendor Intruder publishes its 2025 Exposure Management Index
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
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Oh boy, we had a wide-ranging and detailed discussion this week with Andy Ash (aka "Andy Two"), CISO at Netacea about the role of AI agents and bots in identity management and threat intelligence. How much risk do we trade off against convenience, and how does this affect our security?
NEWS
CISO Burnout – Epidemic, Endemic, or Simply Inevitable?
CrowdStrike releases its 2025 European Threat Landscape 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
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This week, Christina has a great chat with Charles Henderson, EVP & Head of DivisionHex at Coalfire. The discussion covers offensive and defensive security, and managed security services as well as the ins-and-outs of cyber insurance and risk dynamics....
NEWS
MITRE Unveils ATT&CK v18 With Updates to Detections, Mobile, ICS
Cybersecurity Firms See Surge in AI-Powered Attacks Across Africa
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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
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Cyber Sidekicks Show Host – Podbean.com
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Lots to talk about this week as we dissect the AWS outage, what the implications are for resiliency, and AWS' own advice about how to mitigate dependencies on partitional services - with Sean Deuby, Principal Technologist at Semperis.
NEWS
Amazon fixes huge AWS outage that broke much of the internet – here's what happened
Concerns over UK (and European) reliance on AWS and US services
White Paper: AWS Fault Isolation Boundaries - Global Services
Dutch government takes control of China-owned chip firm
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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"
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Big M&A news of the week as we discuss the announcement that LevelBlue will be acquiring Cybereason!
We also have a great discussion about security, website blocking and threat protection services with this week's guest TK Keanini, CTO at DNSFilter.
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"
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Technology we use
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Our guest this week is Chaitanya Challa, Product Leader, IBM Data Security & Quantum Safe.
Having just released the IBM Guardium Cryptography Manager, Chaitanya gives us some great insights into what it's like to create and develop a new software product - involving 100 people over 6 months - including the many time zones involved and the lack of sleep that entailed!
NEWS
Google DeepMind’s New AI Agent Finds and Fixes Vulnerabilities
Despite More CVEs, Cyber Insurers Aren't Altering Policies
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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"
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Technology we use
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Lots to discuss this week!
We find out about what's happening in the world of AI, Digital Forensics & Incident Response (DFIR) with Danny Howett, Technical Director at CyXcel.
NEWS
M&A: CyberBit Acquires RangeForce to Create Combined Cyber Range Platform
Cybersecurity Awareness Month 2025: Prioritizing Identity to Safeguard Critical Infrastructure
New AI term of the week – Workslop: In an article for the Harvard Business Review, a team of researchers coined the new term for “AI-generated work content that masquerades as good work, but lacks the substance to meaningfully advance a given task… The insidious effect of workslop is that it shifts the burden of the work downstream, requiring the receiver to interpret, correct or redo the work. In other words, it transfers the effort from creator to receiver.”
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
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In this episode we have an in-depth chat with Kyle Wickert, Field CTO at AlgoSec about Cloud 2.0 / Network 2.0 and what his customers are saying to him about the use of AI/AI Agents, policy management, application recertification and much more!
No News this week but Christina talks to us about her impressions of Lumen Technologies, following her attendance at last week's Analyst Summit.
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
This week's episode sees us in discussion with the globetrotting CISO of Cequence Security, Randolph Barr about everything to do with AI, preventing API vulnerabilities, security hygiene and the dream of a fully agentic AI vulnerability management lifecycle...
Cybersecurity Society of the Philippines
IN THE NEWS
Programmers Using AI Create Way More Glaring Security Issues, Data Shows
SentinelOne to Acquire Observo AI in $225 Million 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
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Rock Lambros, CEO & Founder of Rock Cyber joins us again this week to delve deeper into the emerging opportunities, risks and challenges of using agentic AI in your SecOps - and what you can do to minimize potential exposure and risk.
OWASP GenAI / Agentic AI resources
In the news:
Personal Liability, Security Become Bigger Issues for CISOs
Varonis Acquires Email Security Provider SlashNext to Enhance BEC Defenses
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
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This week we chat with Chris Newton-Smith, CEO of ISMS Online about AI compliance, governance and the regulatory requirements relating to ISO 42001, the EU AI Act and more!
In the news:
US, Allies Push for SBOMs to Bolster Cybersecurity
US Offers $10 Million for Three Russian Energy Firm Hackers
Rewards for Justice (RFJ)
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
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Edited & mastered in GarageBand



