Welcome to the companion blog for episode 25 of Cloudy with a Chance of Insights. In this week’s lively discussion, your hosts Richard Hogan, Cyrus Irandoust, and David Rowley dive headlong into the rapidly evolving world of Microsoft Cloud. With so many announcements, updates, and new features, it can be tough to know what’s genuinely transformative and what’s just industry noise. Fear not — we’re here to help you cut through the hype!
From the game-changing inclusion of Security Copilot in Microsoft E5 licences, to the deeper integration of Defender for Cloud, and the arrival of Sysmon as a native feature in Windows 11, this episode is packed with practical insights that matter to IT leaders, security professionals, and cloud strategists alike. We’ll also explore the evolving realities of “vibe coding” and the much-talked-about WorkIQ: are they truly revolutionary, or just the latest buzzwords?
Ready to get into the details? Let’s break down the episode’s highlights, actionable takeaways, and clever solutions shared by the team — and point you to all the ways you can listen in.
Security Copilot Joins the E5 Family: Democratising AI-Driven Security
The episode kicks off with explosive news: Microsoft Security Copilot is now bundled with E5 licences at no extra cost. This is no small matter — it brings advanced, AI-powered security capabilities to a much broader audience.
Cyrus put it best when he said:
“I didn’t believe you at first, Richard… I thought, what was it? Another Microsoft marketing thing. But Security Copilot is now included in all the E5 licences at no extra cost. This is for me the most exciting news.”
What Does This Mean for IT Teams?
Security Copilot leverages generative AI to assist with tasks such as incident triage, threat hunting, and access review. With its inclusion in E5, even smaller organisations can now access these enterprise-grade capabilities.
- Incident Response: Security teams can use natural language queries to understand incidents faster and suggest next steps.
- Access Reviews: Copilot streamlines and automates the arduous process of reviewing permissions and identity governance.
- Democratisation: No longer do advanced security tools sit behind a paywall reserved for the largest enterprises.
Cyrus dove into the mechanics:
“They were talking about every thousand users who have E5, you have 400 SKUs… I thought it was only for big companies, but no, actually every tenant benefits.”
What’s Real, What’s Hype?
It’s easy to be swept up by marketing, but the hosts agree: this move is a true step forward. The caveat? As Richard points out, “It’s powerful — but you still need humans in the loop. Copilot can surface threats, but expertise is needed to act.”
Actionable Takeaway:
- If your organisation has E5 licences, start piloting Security Copilot now. Train your security analysts to leverage natural language queries and assess how the AI augments your existing workflows.
Defender for Cloud Meets Defender XDR: The Unified Portal Arrives
Next up, the team explores the integration of Defender for Cloud into the Defender XDR portal. This move, as David notes, is “a major step towards unified cloud threat management”.
Why is this important?
- Single Pane of Glass: Security teams can now manage cloud, endpoint, and identity threats from one central dashboard.
- Enhanced Visibility: Cross-platform telemetry and insights reduce blind spots and help surface multi-stage attacks.
- Streamlined Operations: Fewer portals mean less context-switching and lower operational friction.
Cyrus adds:
“Defender for Cloud’s integration into the XDR portal is about breaking silos. It’s not just a UI change — it’s a mindset shift towards unified security.”
The hosts also highlight the importance of this move for managed service providers, who often juggle multiple customer environments. As Richard says, “Anything that saves clicks and consolidates data is a win.”
Actionable Takeaway:
- Review your Defender deployments and plan for migration to the unified XDR portal. Engage your security operations centre to train on the new workflows and reporting features.
Sysmon Goes Native in Windows 11: The Telemetry Revolution
Security practitioners have long championed Sysmon for its deep endpoint visibility. The news that Sysmon is now native in Windows 11 is a game-changer — and the hosts are clearly excited.
Richard reflects:
“Sysmon becoming native in Windows just makes sense. It simplifies deployment, and the normalisation of security events is a big step forward.”
Why Does This Matter?
- Ease of Deployment: No more need for custom installers or scripts to get Sysmon running across your endpoints.
- Improved Telemetry: Native integration means richer, more standardised event data — a boon for SIEM and SOC teams.
- Better Normalisation: Security event normalisation is improved, making it easier to correlate and analyse alerts.
David points out the operational impact: “This reduces friction for IT teams. More organisations can now deploy advanced telemetry without the heavy lifting.”
Actionable Takeaway:
- If you’re running Windows 11, review your endpoint monitoring strategy. Evaluate how native Sysmon can enhance your threat detection and incident response processes.
Vibe Coding, Agent Governance & WorkIQ: Real Productivity or Just Buzz?
The latter half of the episode takes a thoughtful turn, with the hosts debating the merits (and pitfalls) of emerging trends like vibe coding, agent identity governance, and WorkIQ.
What is Vibe Coding?
As Richard explains:
“In my head, vibe coding is sort of sitting there with, I don’t know, Copilot Studio and telling it to do things, whereas I am technically using VS Code and doing React and Node stuff, which I’m not sure is technically vibe coding.”
The idea is simple: using AI-driven tools to code by ‘vibe’ — iteratively prompting, reviewing, and refining with AI assistance. But, David asks, does this actually improve productivity, or just create new distractions?
Agent 365 and Identity Governance
Cyrus introduces the concept of Agent 365 — managing the explosion of AI agents within an organisation. With every new AI-powered service comes a new “agent identity” to govern.
- Agent Governance: Ensuring every AI agent has the right permissions and audit trails.
- Security Risks: Unmanaged agents can become a threat vector.
Richard notes:
“It’s not just about the code, it’s about how these agents interact — and how we keep control.”
WorkIQ: Measuring Real Work
Finally, the team dives into WorkIQ — the idea of using AI to measure and optimise real productivity.
David is candid:
“Is it really insightful, or just another layer of monitoring? There’s potential, but we need to focus on outcomes, not just activity.”
Actionable Takeaways:
- When piloting vibe coding or Copilot Studio, set clear boundaries and goals. Measure outcomes, not just AI engagement.
- Review your identity governance policies to account for AI agents. Ensure each service account or agent identity is tracked and auditable.
- If considering WorkIQ or similar solutions, focus on employee experience and value delivered, not just metrics.
Conclusion: From Hype to Real-World Impact
This episode of Cloudy with a Chance of Insights is a testament to the team’s ability to separate the wheat from the chaff. As Microsoft Cloud continues to evolve at breakneck speed, it’s more important than ever to evaluate which innovations truly move the needle for your organisation.
Key Takeaways:
- Security Copilot’s inclusion in E5 licences democratises advanced security for all.
- Defender for Cloud’s integration into the XDR portal simplifies and strengthens threat management.
- Sysmon’s native arrival in Windows 11 revolutionises endpoint telemetry and event normalisation.
- ‘Vibe coding’, agent governance, and WorkIQ are promising, but require thoughtful implementation to realise their potential.
Ready to listen to the full episode? Tune in on your preferred platform:
Have thoughts, questions, or clever solutions of your own? Join the conversation in the comments, and don’t forget to subscribe for more insights every two weeks!
References
Microsoft Security Copilot now included with Microsoft 365 E5 https://www.microsoft.com/en-us/security/blog/2025/11/18/agents-built-into-your-workflow-get-security-copilot-with-microsoft-365-e5
https://learn.microsoft.com/en-us/copilot/security/security-copilot-inclusion
Sysmon Native Integration in Windows 11 https://techcommunity.microsoft.com/blog/Windows-ITPro-blog/native-sysmon-functionality-coming-to-windows/4468112
https://www.bleepingcomputer.com/news/microsoft/microsoft-to-integrate-sysmon-directly-into-windows-11-server-2025
Microsoft Entra Agent 365 & TryJetID
https://www.thurrott.com/a-i/329756/ignite-2025-microsoft-agent-365
https://learn.microsoft.com/en-us/entra/fundamentals/whats-new-ignite-2025
Purview DSPM Unified Portal
https://techcommunity.microsoft.com/blog/microsoftmechanicsblog/new-data-security-posture-management–microsoft-purview/4471379
https://www.linkedin.com/posts/roshansathe_beyond-visibility-the-new-microsoft-purview-activity-7398036158733008896-EqRA
Intune AI Agents: Policy Review & Device Offboarding
https://learn.microsoft.com/en-us/intune/agents/device-offboarding-agent https://ailonalab.com/2025/11/18/how-ai-driven-security-copilot-enhances-microsoft-intune-policies
Defender XDR & Defender for Cloud Integration https://techcommunity.microsoft.com/blog/microsoftthreatprotectionblog/ignite-news-xdr-in-an-era-of-end-user-to-cloud-cyberattacks-and-securing-the-use/3982002
https://learn.microsoft.com/en-us/azure/defender-for-cloud/concept-integration-365
Richard Hogan’s Vibe Coding Blog https://themicrosoftcloudblog.com/author/richardihogan
Azure Virtual Desktop on Arc https://techcommunity.microsoft.com/blog/AzureVirtualDesktopBlog/announcing-new-hybrid-deployment-options-for-azure-virtual-desktop/4468781 https://www.infoq.com/news/2025/11/azure-avd-fully-hybrid-arc/
Microsoft WorkIQ Official Documentation
https://www.microsoft.com/en-us/microsoft-365/blog/2025/11/18/microsoft-ignite-2025-copilot-and-agents-built-to-power-the-frontier-firm/
The Microsoft Cloud Blog 
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