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

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

Episodes

May 19, 2026

32 min

How do you differentiate between a scenario where agents are getting smarter and working for you versus getting smarter and working against you? This week, Christina & Rory chat with Shiv Agarwal, Co-Founder & CEO at Singulr AI, discussing the advancements in detective and preventive technologies and the importance of modelling out the Good vs. the Bad
NEWS
Google Detects First AI-Generated Zero-Day Exploit
Sweet Security Launches Agentic AI Red Teaming to Counter ‘Mythos Moment’
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

May 12, 2026

35 min

The critical topic of securing the software supply chain is discussed this week with Daniel Bardenstein, CEO & Co-Founder of Manifest Cyber. Rory, Christina & Daniel talk about the critical intersection of AI, supply chain security, and the erosion of trust in technology.
Christina also shares her thoughts about her visit to IBM Think 2026, including why specific solutions for orchestration and observability have calmed many of her fears about the governance of agentic AI !
Link to the IBM video that Christina mentions:
Agentic Runtime Security Explained: Securing Non-Human Identity
 
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

May 5, 2026

35 min

In this week's episode, Kory Daniels, Chief Security & Trust Officer at LevelBlue describes how the rapid advancement of AI is fundamentally altering the cybersecurity landscape, necessitating a shift in how organizations approach defense, culture, and risk management. In discussion with Christina and Rory, Kory argues that the speed of AI agentic capabilities—specifically citing models like Anthropic’s Opus and the newly-announced Mythos —is making traditional vulnerability management irrelevant.
NEWS
Claude-powered AI coding agent deletes entire company database in 9 seconds — backups zapped, after Cursor tool powered by Anthropic's Claude goes rogue!
Airbus strengthens sovereign cyber security with acquisition of Quarkslab in France
 
 
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

Apr 28, 2026

48 min

This week's mega-episode is the second in our series of deep-dives into industry topics, this time looking at Governance, Risk & Compliance (GRC). Christina and Rory chat about the history of GRC, its "facelift" more! 
Two guests join the show this week to discuss the topic: Fabio Campos, Managing Partner, Global Cyber Strategy & Risk Leader at IBM Consulting, and Matt Alderman, Chief Product Officer at CyberSaint.
Links to things discussed in the show:
IBM Announces Autonomous Security
IBM Blog: Autonomous Security for Cloud in Azure.... 
 
 
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

Apr 21, 2026

33 min

A bumper episode this week: Christina & Rory discuss the announcement of IBM Autonomous Security & cybersecurity assessment services. Does this fulfill the goal of using agents to autonomously handle repetitive security tasks - aka the "boring bits" - that humans often struggle to maintain?
This week's guest is Co-Founder & CEO of Straiker, Ankur Shah, and we have an interesting discussion about securing the AI lifecycle, particularly during the development and experimentation phases addressing the risks that arise when coding agents generate new autonomous entities for the enterprise.
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

Apr 14, 2026

48 min

Former CIA officer and seasoned cybersecurity leader - and co-host of CISO Tradecraft, creator of the OWASP Threat and Safeguard Matrix (TaSM) - Ross Young joins the show this week to discuss his latest book - Cybersecurity's Dirty Secret: Why Most Budgets Go To Waste - and chat about the importance of strategy & workflow when it comes to Agentic AI.
 
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

Apr 7, 2026

20 min

No Day 3 podcast, but we saved a great discussion for Day 4 - with Dave Merkel, Co-Founder and CEO of Expel. During the chat, we looked at the past, present and potential future of cybersecurity, including AI, the Agentic SOC and the restorative power of a burger washed down with a pint of ale!
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

Apr 2, 2026

29 min

"It's a new cyber war of digital escalation" - Day 2 at #RSAC2026, and in the second of our Cyber Sidekicks podcasts, hosts Christina Richmond and Rory Duncan chat with #IBM's Associate Partner of Security Services John Velisaris about "the art of the possible" for enterprise security protection.
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

Mar 31, 2026

17 min

It's Day 1 of RSAC 2026! Principal Analysts Christina Richmond and Rory Duncan chat with Spektrum Labs' CISO Josh Brown about cybersecurity resilience, safeguards, posture validation and insurance readiness
This is the first of our RSAC 2026 podcasts. You can see the video version on our YouTube Channel.
Day 2 and Day 4 podcasts and videos to follow!
Richmond Advisory Group
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

Mar 24, 2026

40 min

It's RSAC 2026 Week! In the run-up to the show, Christina and Rory chat with Zenity's VP of Security Strategy, Chris Hughes. The discussion centers on the transformative and "double-edged" nature of AI in cybersecurity - simultaneously breaking traditional security paradigms and offering new promise for areas like GRC, AppSec, and SecOps.
RSAC 2026 Preview
Christina & Rory highlight some of the meetings planned at the show, including with IBM, Netcraft, LevelBlue and Zenity.
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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