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CIAOPS Need to Know podcast – CIAOPS – Need to Know podcasts | CIAOPS
X – https://www.twitter.com/directorcia
CIAOPS Blog
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CIAOPS AI Dojo
CIAOPS weekly news update – CIA Brief – CIAOPS
CIAOPS Labs – The Special Activities Division of the CIAOPS
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A special thanks to the CIAOPS Patron community for making this podcast possible. You can find the benefits of a subscription to the community and become a member at https://www.ciaopspatron.com
This episode covers the latest Microsoft 365, Copilot, security, OneDrive and Intune updates, along with some thoughts on what we can expect from Microsoft Ignite. I also look at recent MSP security concerns around ConnectWise and SkyKick and why better logging, auditing and monitoring should be a priority.
The bigger topic, however, is where AI is taking the MSP industry. AI will increasingly automate traditional Tier 1 work, while customers will expect IT providers to deliver faster, more consistent services at a lower cost. But putting AI into individual PSA, RMM and security products only creates more intelligent silos. The real opportunity is orchestration: an AI layer across the entire technology stack that can bring these systems together and act more like a digital employee. I share what I've been doing with Grokbot and why I think this orchestration model is where MSPs need to be heading.
CIAOPS Need to Know podcast – CIAOPS – Need to Know podcasts | CIAOPS
X – https://www.twitter.com/directorcia
CIAOPS Blog
Join my Teams Shared Channel – CIAOPS
CIAOPS Merch store – CIAOPS
Become a CIAOPS Patron
CIAOPS AI Dojo
CIAOPS weekly news update – CIA Brief – CIAOPS
CIAOPS Labs – The Special Activities Division of the CIAOPS
Support CIAOPS
Get your M365 questions answered via email
Join my email list
A special thanks to the CIAOPS Patron community for making this podcast possible. You can find the benefits of a subscription to the community and become a member at https://www.ciaopspatron.com
Copilot & AI
Security
Partners/MSP
Admin
CIAOPS Need to Know October webinar – AI M365 Administration automation
In this episode I cover the latest Microsoft news, including Office moving into the new Copilot app, the new Copilot with Home, Code and Autopilot, usage-based Copilot billing for partners starting 1 December (initially not available in Australia), new partner margin and a Business Premium security promotion, Entra ID blocking script injection at sign-in, Outlook blocking MSIX attachments, deepfake detection coming to Teams, an Exchange Server security update, the 2027 Windows Update certificate expiry and the Microsoft Digital Defense Report 2026.
In my editorial I look at agent autopilots like Grok Bot, Microsoft Autopilot (formerly Scout) and Meta Muse, and how I'm using a team of Grok Bot bots to post to social media, monitor my Microsoft 365 tenant with a read-only global admin reader, make phone calls and even produce the intro and news segment of this episode in a clone of my voice. Did you notice? Love your feedback.
Copilot
Introducing Office in the new Microsoft Copilot app Microsoft is bringing Word, Excel and PowerPoint into the Copilot app so you can create, edit and collaborate on documents without leaving Chat or Cowork. It is rolling out to Frontier customers from 9 October, so think pilots rather than mass rollout. https://techcommunity.microsoft.com/blog/microsoft-copilot-blog/introducing-office-in-the-new-microsoft-copilot-app/4561230
Microsoft 365 Copilot release notes The latest release notes, covering 22 September to 6 October, show Copilot Search now embeds chat so users can search and then ask follow-up questions in the same place.https://learn.microsoft.com/en-us/microsoft-365/copilot/release-notes
Introducing the new Copilot with Home, Code and Autopilot Microsoft's 25 September announcement of the new Copilot: Home brings Chat and Cowork together, Code lets people build small apps and automations in a sandbox hosted in your tenant, and Autopilot (previously Scout) is a persistent agent with its own identity, in private preview. Also covers the plugin registry, Copilot Managed Runtime and spend controls in Agent 365. https://blogs.microsoft.com/blog/2026/09/25/introducing-the-new-copilot-with-home-code-and-autopilot/
Money and partners
Partner Center announcements: October 2026 Usage-based billing becomes default-on for new Microsoft 365 Copilot Business licences bought through CSP from 1 December 2026, with a default cap of 4,000 Copilot Credits per user per month. It is initially not available in Australia. Also from 1 October, a 7.5% promotional pricing offer on Defender Suite and Purview Suite for Business Premium (customers under 300 seats) and new growth margin for Copilot, Microsoft 365 E5/E7, Defender Suite, Purview Suite and Windows 365 Enterprise. Link: https://learn.microsoft.com/en-us/partner-center/announcements/2026-october
Security and admin changes
Microsoft to block Entra ID script injection attacks starting in October Entra ID browser sign-in will enforce a Content Security Policy so only scripts from trusted Microsoft CDN domains run on the sign-in page. Rolling out mid to late October, on by default. Some browser extensions and helper tools that inject code may stop working, so test now. Link: https://www.bleepingcomputer.com/news/security/microsoft-to-block-entra-id-script-injection-attacks-starting-october/
Microsoft Outlook to block MSIX attachments used in attacks MSIX and MSIXBUNDLE attachments are being added to the blocked file types in OWA mailbox policies, starting early November. Admins can allow them via the AllowedFileTypes property if needed. https://www.bleepingcomputer.com/news/microsoft/microsoft-outlook-to-block-msix-attachments-used-in-attacks/
Microsoft Teams to add third-party deepfake detection and impersonation protection New Microsoft 365 Roadmap entries show Teams integrating third-party deepfake detection signals and impersonation protection that warns about suspicious meeting organisers or participants, targeted for November. Roadmap dates can shift and third-party providers may mean extra cost. https://www.bleepingcomputer.com/news/security/microsoft-teams-to-add-third-party-deepfake-detection-impersonation-protection/
MSRC October 2026 security update release notes (CVE-2026-96940) On-premises Exchange Server security update released 5 October for CVE-2026-96940, CVSS 8.8, rated Exploitation More Likely, with no workarounds listed. Read the CVE page for impact details before briefing customers. https://msrc.microsoft.com/update-guide/releaseNote/2026-Oct
Exchange Server SE security update KB5129955 The fix is in Exchange Server SE security update KB5129955 (SU10 V2). If you still run on-premises or hybrid Exchange, patch promptly.
https://support.microsoft.com/en-us/servicing/exchange/server/update/2026/5129955
Microsoft: Outdated Windows devices will lose security protection next year Certificates used to connect to Windows Update expire on 17 May 2027 and 19 June 2027. Devices on unsupported Windows versions will lose Windows Update services, so audit old PCs and servers now.
https://www.bleepingcomputer.com/news/microsoft/microsoft-outdated-windows-devices-will-lose-security-protection-next-year/
Threat landscape
Insights from the 2026 Microsoft Digital Defense Report Microsoft's 2026 report says threat actors are using AI across reconnaissance, social engineering, malware development and post-compromise activity, mostly within existing attack workflows. The fundamentals still apply: identity, least privilege and monitoring. https://www.microsoft.com/en-us/security/blog/2026/10/01/insights-from-the-2026-microsoft-digital-defense-report/
Editorial: agent autopilots
Grok Bot overview The agent platform I use for my bots: persistent cloud computer per user, skills and routines. https://docs.x.ai/grok-bot/overview Introducing Muse, Meta's personal AI agent Meta's consumer personal agent announced in September 2026. https://about.fb.com/news/2026/09/introducing-muse-personal-ai-agent/
In this episode I ask the question about whether privacy is becoming and optional and take a deep dive into creating better data structures in places like SharePoint and Teams that help users and AI generate better results. There is also the usual look at recent cloud news from Microsoft and thoughts on how even all this is become about AI. Love your feedback.
In this episode of the Need to Know Podcast, I cover recent Microsoft news, including strong financial results, continued Azure growth, rising Microsoft 365 Copilot adoption, and major security updates. Key security stories include supply chain compromise, cybercrime disruption, hotel Wi-Fi credential theft, and Project Perception, which points toward a future where security is increasingly managed by AI agents rather than manual review. The episode also highlights new Microsoft 365 Copilot capabilities, web grounding domain controls, Copilot in SharePoint improvements, plus two new CIAOPS simulators for Exchange/Defender policy flow and Microsoft 365 sign-in/Conditional Access testing.
Latest news and updates from the Microsoft cloud from security, to copilot and beyond. I also share my thoughts on recent changes at Microsoft, Cowork costs, security challenges with agents and my experiences configuring local AI. Always keen to hear your thoughts and feedback on the content in this episode.
This episode ultimately reflects on how organisations must adapt to an environment where solutions are no longer neatly balanced between simplicity and capability. Instead, businesses need to reassess priorities, stay informed, and make deliberate choices about which innovations deliver real value. For SMBs, the challenge is not just keeping up—but identifying what’s truly “good enough” in an increasingly complex cloud-first world.
Azure Sets a New Performance Record for LLM Training Benchmark at Extreme Scale
Forrester names Microsoft a Leader in the 2026 Extended Detection and Response Platforms Wave report
Copilot Cowork is now generally available
Microsoft Defender email security benchmarking: Key insights from one year of data
Stay productive in new Outlook for Windows with these 5 features
What’s new in Power Platform: June 2026 feature update
What’s New in Notebooks | June 2026
Mercedes-AMG PETRONAS F1 Team responds to the intensity of race weekends with Microsoft
AI brands as bait: How threat actors are using the AI hype in social engineering
Join me as I unpack the most impactful Microsoft Build 2026 announcements for SMBs, including Work IQ’s general availability, new autopilot and Scout agent features, enhanced agent security with Microsoft Execution Containers, and the latest MAI models for code, image, and voice. Discover how upcoming Work IQ APIs, OpenClaw integration with Windows, and the shift toward hybrid AI solutions are shaping the future of business technology, with practical insights on cost control, disaster recovery, and agentic security. Don’t miss this episode for actionable takeaways and expert analysis on the evolving AI landscape.
Microsoft Build 2026 blog – Be yourself at work
Developer-Tech – AI agents, Copilot, Windows developer tools
VentureBeat – AI agents and enterprise use cases
Thurrott – Scout personal work agent and AI models
VentureBeat – Data silos and Microsoft IQ
Windows Report – Securing code agents and AI models
Engadget – Build 2026 live blog
Microsoft Learn – Work IQ in Azure Foundry
Firstpost – MXC, OpenClaw, and OpenShell
In this episode, we dig into Cowork Skills and why they represent a genuine shift from “AI as a novelty” to “AI as part of how work actually gets done.” Not more prompts. Not more tools. But fewer decisions, less friction, and more consistency across the business.
Microsoft Build
Choose how OneNote opens Microsoft 365 file links
How Storm-2949 turned a compromised identity into a cloud-wide breach
Disrupting Fox Tempest: A cybercrime service that turned “verified” software into a pathway for ransomware
Exposing Fox Tempest: A malware-signing service operation
A faster, more efficient Editor experience with Narrator in Word
Launched: Microsoft 365 Copilot Adoption Hub Redesign
A weekly roundup of Microsoft Cloud news with a focus on SMBs. Key topics include Microsoft's internal testing of an always-on AI assistant, major security threats such as Russian state-sponsored router hijacking and advanced phishing attacks, updates to Microsoft Teams, and a retrospective on SharePoint's evolution. Robert also discusses the challenges and strategies for adopting AI in business, emphasizing the need for a unified, collaborative approach to AI usage within organizations.
Microsoft tests 'ClawPilot' AI agent for 3,000 staff
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