Christina Richmond | Rory Duncan - Cybersecurity Experts | Richmond Advisory Group
65 episodes listed below
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This podcast is your go-to partner for understanding the cybersecurity market, industry trends, and the real-world challenges of protecting organizations today.
Based on 6 episodes we listened to · June 2026
Cyber Sidekicks makes cybersecurity market moves, AI risk, and operational security choices legible for listeners tracking technology in practice.
Cybersecurity News & Analysis by Cyber Sidekicks covers technology from the business side of security. The show moves through M&A, API risk, digital executive protection, business resilience, and AI security with a steady practical bent: what changes for the people responsible…
You want cyber news with the vendor glitter scraped off first.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A grounded look at why agent behavior, context, and access are becoming central governance questions.
The discussion is about what agentic systems mean in practice: identity, context, tool access, memory, knowledge access, and why non-human identities may need to be judged by behavior and risk.
A grounded cybersecurity conversation that stays focused on CISO-targeted risk and consolidation.
Cyber Sidekicks keeps its attention on cybersecurity market trends, and it does not drift far from the pressures facing security leaders. The conversation touches physical and personal security for CISOs, consolidation, and email compromise, with Rock Lambros back as guest.
Agentic AI turns bot management into a practical security problem with sharper edges.
Agentic AI is the clear through line here, and Andy, Rory, and Christina make that shift feel immediate: once software can browse, act, and blend into ordinary traffic, the old human-versus-bot split starts to look too simple.
A year-end cybersecurity recap that balances AI change with human risk.
Cyber Sidekicks revisits 2025 with a year-end cybersecurity discussion that weighs market shifts against the harder question of human risk. Rory Duncan and Christina Richmond keep the tone light and seasonal, while still staying focused on how AI is reshaping defense and the…
The episode is strongest when it gets practical about remediation and the pressure on defenders.
This episode is at its best when it stays focused on operational security work. Rory Duncan and Christina Richmond speak with Mike Perez of Ekco, then settle into the practical pressure on defenders: attackers can bring more time, budget, energy, and tooling, while small and…
RSA prep turns into a practical case for machine-speed AI security.
Cyber Sidekicks uses its RSA prep episode to ask a timely question: what happens when AI tools, agentic coding, and AppSec have to keep pace with machine speed?
A skeptical, practical security conversation about health data, breach fallout, and physical targeting risk.
Christina Richmond and Rory Duncan open on a playful note before the discussion turns to a harder problem: what happens when sensitive data is gathered, combined, and used to map risk.
A practical discussion of browser risk, AI accountability, and security governance, grounded in everyday operational concerns.
This episode looks at browser risk, AI accountability, and governance, risk, and compliance through a practical security lens. The browser comes across as a new workspace that security teams now have to defend differently, and the discussion stays tied to familiar concerns like…
Deeply researched narrative dives into hacking history and cyber-law cases, hosted by Ran Levi.
Reported narratives on hackers, spyware, and data crimes from Dina Temple-Raston.
Dave, Joe, and Maria break down phishing kits, deepfakes, and social-engineering scams weekly.
IAPP's Jedidiah Bracy interviews the regulators and lawyers writing privacy and AI law.
A daily cybersecurity briefing hosted by Dave Bittner, pairing breaking incidents with a guest interview.
Rory Duncan and Christina Richmond of Cyber Sidekicks open with RSA Conference 2026 logistics (happening a month earlier this year), noting they're already heavily booked for meetings despite the earlier schedule.
Christina Richmond and Rory Duncan open Cyber Sidekicks with October 2025 Cyber Security Awareness Month, the “Build a Cyber-Strong America” theme, and the new AI term “Work Slop” from a Harvard Business Review report.
Rory Duncan and Christina Richmond use this year-in-review episode to call out 2025 cybersecurity themes, from geopolitical pressure and CISO burnout to AI’s offensive use.
Christina Richmond and Rory Duncan open with Microsoft, Azure, and Google outages, plus a Scottish Parliament voting failure tied to an Azure-based service.
Cyber Sidekicks opens with Rory Duncan and Christina Richmond covering veterans in cybersecurity, the $15.5 million seed round for MATE, and Harold Moss’s argument that AI agents need identities.
Cybersecurity podcast hosts Rory Duncan and Christina Richmond examine the MDR market landscape, exploring over 600 global providers competing in this mature segment.
Cyber Sidekicks explores two parallel threats: North Korean actors impersonating IT workers (130+ company infiltration) and Chinese state actors using Anthropic's Claude for coordinated cyber reconnaissance on 30 critical organizations.
Rory Duncan and Christina Richmond open Cyber Sidekicks with a broad update on Lumen's turnaround, then move into a long interview with Kyle Wickert, Field CTO at AlgoSec.
Cyber Sidekicks tracks 2025 cybersecurity M&A as a year of larger deals, with 2023 described as a low point and 2025 on track to match or exceed 2021 and 2022 in both volume and value.
Rory Duncan and Christina Richmond anchor the episode in a practical approach to data protection.
Christina Richmond and Rory Duncan open with INCH360 in Spokane, where Christina says the free cybersecurity and AI conference delivered 8 CPEs, a military tribute from Eastern Washington University Army ROTC, and sessions on ransomware, audit, insurance, and AI-driven scams.
Rory Duncan and Christina Richmond mark the 40th episode of Cyber Sidekicks with a long segment on the AWS outage, calling out its "knock-on effect" across the internet and comparing it with the CrowdStrike outage.
CrowdStrike's January M&A push leads the episode, with plans to acquire SGNL for identity-related controls and Seraphic Security for browser-native protection.
The chat starts lightly.
Cyber Sidekicks centers this week on agentic AI security with guest Rock Lambros, founder and CEO of Rock Cyber, alongside news on CISOs facing personal safety threats and Varonis's planned acquisition of SlashNext.
Nation-state actors just stole 16 million prompts from Claude using fake accounts to reverse-engineer Anthropic's AI.
Hannah Marie Darley, Chief AI Officer and co-founder at Geordie.ai, joins Rory Duncan and Christina Richmond on Cyber Sidekicks to explain why RSA Conference’s Innovation Sandbox matters for AI security.
Cyber Sidekicks’ 2026 predictions episode centers on three themes: “stealth AI” attacks, agentic defense tooling, and quantum resistance.
Christina Richmond and Rory Duncan open with their usual banter.
Rory Duncan and Christina Richmond open Cyber Sidekicks with a discussion of Google DeepMind’s CodeMender, an AI agent that finds security vulnerabilities and also patches code using Gemini DeepThink models.
Cyber Sidekicks covers LevelBlue’s acquisition of Fortra’s MDR, XDR, and WAF services, with Christina Richmond tying it to Rob McCullen’s Trustwave history and LevelBlue’s push to become a global MSSP.
Rory Duncan and Christina Richmond use Cyber Sidekicks to connect Middle East conflict with cyber risk, citing UK natural gas prices that spiked 93% and AWS data-center disruption in the United Arab Emirates.
Palo Alto Networks’ announced $3.35 billion cash acquisition of Chronosphere is the episode’s main market story, and Rory Duncan and Christina Richmond tie it to cyber M&A fatigue and AI-era platform building.
Cyber Sidekicks talks with Chris Hughes, VP of Security Strategy at Zenity, about why agentic AI changes security by giving software real autonomy and action-taking ability.
Cyber Sidekicks opens with SBOMs, the Software Bill of Materials, and a CISA-backed push to improve supply-chain visibility while adding more work for CISOs already handling third-party risk management.
Rory Duncan and Christina Richmond open with their familiar banter before moving into the week’s cybersecurity pressure points.
Rory Duncan and Christina Richmond open on LevelBlue's acquisition of Cybereason.
about. We haven't had you on before, but we don't
Rory Duncan and Christina Richmond welcome Andy and go straight to the security question they like to begin with: what keeps you up at night?
Hosts Rory Duncan and Christina Richmond discuss their RSA conference experience and introduce a guest, Ross Young.
A cybersecurity news podcast covering RSA Conference 2026 with an interview with Expel's CEO about industry trends and personal anecdotes.
A discussion at RSAC about probabilistic security and AI-driven cybersecurity strategies with an IBM expert.
The hosts interview a CISO at RSAC about the crisis in InfoSec resilience and the shift from promises to proof.
Hosts Rory Duncan and Christina Richmond introduce the 30th episode of Cyber Sidekicks, discussing vibe coding and its implications for security practitioners.
Hosts discuss personal weather anecdotes before transitioning into cybersecurity market analysis.
Hosts Christina Richmond and Rory Duncan introduce the podcast, discuss growing listener base, and welcome Spanish audience.
Hosts discuss cybersecurity trends from RSA conference, focusing on agentic AI and identity management.
Hosts preview the RSA conference, discussing their packed schedule of meetings with cybersecurity vendors and excitement for the event.
Hosts Rory Duncan and Christina Richmond introduce the weekly cybersecurity podcast, discussing personal health and upcoming RSA conference.