Hosts Christina Richmond and Rory Duncan are joined this week by Glenn Weinstein, CEO of Cloudsmith to discuss building high-performing company cultures, navigating software supply chain risks, and securing modern development workflows. To counter machine-speed AI threats, Glenn proposes that organizations must embed automated "don't make me think" security guardrails directly into workflows so developers don't expend cognitive energy on manual vulnerability checks. Much like sports team management taking care of logistics so athletes can focus on competing, leadership should automate background security tasks to free developers to concentrate on solving core customer problems.

NEWS

US Senate Passes Bipartisan Bill to Strengthen Healthcare Cybersecurity

Temporal buys AI security startup Oso weeks after raising $550M

RSA Launches RSA Agent ID, an agentic identity security platform for highly regulated industries

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• Christina Richmond – christina@richmondadvisorygroup.com
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This week, Andy Hornegold, Chief Security Technologist and Head of Product at Intruder joins hosts Christina Richmond and Rory Duncan to discuss offensive security, the economics of defensive AI, and how organizations can stay ahead of modern threat actors.

The trio conclude that, to navigate rapid threat evolution and the rising costs and guardrails of commercial frontier models, defenders must prioritize fundamental attack surface reduction and lean toward specialized or open-source models for cleaner vulnerability triage.

NEWS

Akamai publishes its latest State of The Internet (SOTI) report, titled “Speed, Scale and Non-Human Identity: The Agentic Threat Landscape”

CISCO Talos Discovers Closed Quorum: the first reported autonomous AI C2 implant

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

Chris Newton-Smith, CEO of ISMS Online returns as a guest on this week's episode, discussing with Christina and Rory about how organizations can bridge the gap between perceived readiness and actual operational resilience given the challenges of both fair and foul uses of AI and AI Agents. Chris argues that to bridge the gap between perceived AI readiness and actual operational capability, organizations should adopt an integrated "resilience loop" that expands existing information security and data privacy frameworks. The hosts and Chris conclude that because complex digital systems make unexpected failures statistically inevitable, security leaders must use disciplined risk registers to prioritize resources and actively test incident response before a breach occurs.

NEWS

IBM Acquires Logiq Consulting

Fime acquires French cybersecurity specialist Red Alert Labs

Japan Dismantles First North Korean Laptop Farm as US and Allies Detail Wider Scheme

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