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Cloudy with a Chance of Insights
Richard Hogan, David Rowley and Cyrus Irandoust
25 episodes
17 hours ago
Introducing our fortnightly podcast, your guide to Microsoft's Cloud portfolio! Dive deep into the world of Microsoft Azure, Microsoft 365, Dynamics 365, and Microsoft Security with us. Our mission is to deliver engaging and insightful discussions that empower cloud practitioners and organisations to maximise their investment in Microsoft Cloud technologies. Tune in for expert insights, practical tips, and enjoyable conversations that make navigating the Microsoft ecosystem a breeze.
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All content for Cloudy with a Chance of Insights is the property of Richard Hogan, David Rowley and Cyrus Irandoust and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Introducing our fortnightly podcast, your guide to Microsoft's Cloud portfolio! Dive deep into the world of Microsoft Azure, Microsoft 365, Dynamics 365, and Microsoft Security with us. Our mission is to deliver engaging and insightful discussions that empower cloud practitioners and organisations to maximise their investment in Microsoft Cloud technologies. Tune in for expert insights, practical tips, and enjoyable conversations that make navigating the Microsoft ecosystem a breeze.
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Tech News
News
Episodes (20/25)
Cloudy with a Chance of Insights
EP23 | Front Door Fiascos, Diagram Deaths, and the Security Theatre: A Cloudy Rant

Welcome to another episode of "Cloudy with a Chance of Insights," where the only thing more unpredictable than the British weather is the state of the Microsoft Cloud.

This week, Richard, David, and Cyrus gather to dissect a week that saw Azure Front Door trip over its own welcome mat, the existential crisis of the humble architecture diagram, and a healthy dose of security theatre—complete with all the drama and none of the popcorn.

Blog
The Microsoft Cloud Blog

YouTube
Cloudy with a Chance of Insights - YouTube

Soicials
Twitter / X
BlueSky
LinkedIn
Threads
Facebook

For all the links to the articles etc, please visit the companion blog site.
The Microsoft Cloud Blog

Show more...
17 hours ago
53 minutes 51 seconds

Cloudy with a Chance of Insights
TypeChat, DeepSpeed, Entra & Purview Updates and the Joys of Not Preparing | EP22

Welcome back to Cloudy with a Chance of Insights, the bi-weekly podcast where three Microsoft Cloud architects (Richard, David, and Cyrus) attempt to make sense of the ever-expanding universe of Azure, M365, D365, and all things cloud—usually with minimal preparation and maximum digression.

This week, Richard kicks things off with a personal update, before launching into a philosophical ramble about why he’s doing a podcast at all—spoiler: it’s not for the likes, but if you fancy pressing that button, it does help others find us though :-)

David then dives into Microsoft’s TypeChat (think: making AI output less of a fever dream and more of a structured answer), DeepSpeed (the unsung hero keeping Copilot’s LLMs from collapsing under their own weight), and Mark It Down (finally, a tool to turn your document chaos into Markdown sanity).

Cyrus brings his usual blend of technical depth and existential musings, covering, the big shift: Microsoft Entra as the new source of authority for identity, Passwordless guidance, Intune’s new security baselines, Purview Insider Risk’s new network-based detection for cloud apps and GenAI

Along the way, we reminisce about Commodore 64s, DOS pranks, and the joys of wiring up PC speakers (or not), the state of search engines, the rise of GenAI, and why none of us are likely to become TikTok influencers anytime soon.

Blog
The Microsoft Cloud Blog

YouTube
Cloudy with a Chance of Insights - YouTube

Soicials
Twitter / X
BlueSky
LinkedIn
Threads
Facebook

For all the links to the articles etc, please visit the companion blog site.
The Microsoft Cloud Blog

Show more...
2 weeks ago
53 minutes 8 seconds

Cloudy with a Chance of Insights
One Token to Rule Them All? Azure Security, AI Agents & Certifications Unpacked | EP21

This week on Cloudy with a Chance of Insights, Richard, David, and Cyrus unpack a wide range of Microsoft Cloud updates and real-world challenges. Dive into the new Microsoft Agent Framework, Arc Gateway’s general availability, and the latest AI research breakthroughs. We explore Sentinel Graph, Meister’s Azure Web App release, and fresh developments in certifications and applied skills.

Security takes centre stage with a deep dive into the “one token to rule them all” vulnerability, plus practical tips for managing cross-tenant integrations. The team also discusses spec-driven development, GitHub Copilot, and the quirks of generative AI coding.

Whether you’re an architect, developer, security pro, or just cloud-curious, this episode covers the latest news, practical insights, and a few honest opinions from the front lines of Microsoft’s ecosystem.

Topics this week, include:

  • Microsoft Agent Framework and Arc Gateway
  • AI model training and 3D ML rendering
  • Sentinel Graph, Meister, and UEBA updates
  • VMware licensing changes in Azure
  • Inclusive packaging design
  • Spec-driven development and Copilot
  • Certifications, accreditations, and applied skills
  • Security incident: “one token to rule them all”


Blog
The Microsoft Cloud Blog

YouTube
Cloudy with a Chance of Insights - YouTube

Soicials
Twitter / X
BlueSky
LinkedIn

For all the links to the articles etc, please visit the companion blog site.

  • The Microsoft Cloud Blog


Show more...
4 weeks ago
51 minutes 1 second

Cloudy with a Chance of Insights
Patch Tuesday and SMB, Entra App Management Policies, MacOS Vulnerability & UK Gov/MSFT's 30bn Deal.

Cloudy with a Chance of Insights returns with Richard and Cyrus (minus David this week) for a fast-paced, insightful discussion on the latest in Microsoft Cloud, security, and AI.

Richard kicks things off with a deep dive into Microsoft’s $30 billion investment in UK cloud infrastructure, exploring what it means for data sovereignty, jobs, and the future of AI in the region. Cyrus then shares how a Microsoft Sysinternals tool for Mac helped uncover a critical MacOS vulnerability, before breaking down the latest Microsoft Entra app management policies and why security pros sometimes cheer for feature removals.

The episode also covers the latest Patch Tuesday highlights, with practical advice for managing vulnerabilities and configuration at scale. Wrapping up, Richard and Cyrus reflect on how AI is reshaping IT careers, the risks of over-automation, and why critical thinking is more important than ever in cybersecurity.

Don’t forget to like, subscribe, and hit the notification bell to stay up to date with all things Microsoft Cloud

Blog
The Microsoft Cloud Blog

YouTube
Cloudy with a Chance of Insights - YouTube

Socials
Twitter / X
BlueSky
LinkedIn

LINKS & Additional Notes

  • Microsoft’s $30 Billion UK Investment
  • MacOS Security Flaw Discovered with Microsoft Tool
  • New Microsoft Entra App Management Policies
  • Patch Tuesday Highlights


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1 month ago
31 minutes 59 seconds

Cloudy with a Chance of Insights
Zero Trust, Logic Apps , Intune Updates, OneGov & Azure Service Groups | EP19

Join Richard, David, and Cyrus for a lively, practical discussion on the latest from the Microsoft Cloud universe. This episode covers Zero Trust in action, Intune and security updates, Logic Apps on Rancher K3s, Azure Service Groups, Excel’s Fabric One Lake integration, the US government’s “OneGov” mega-deal with Microsoft, new Defender for Cloud features in GovCloud, and developer-focused updates in VS Code and Azure DevOps.

Highlights:

  • Zero Trust: Microsoft’s updated assessment tools and workshops, now with six pillars for holistic security.
  • Intune & Security: Targeted app control, autopilot patching, real-time Apple device management, and multi-admin approval.
  • Logic Apps & Service Groups: Deploy Logic Apps on lightweight Kubernetes, and visualize resources with Azure Service Groups.
  • Excel + Fabric: Pull governed enterprise data into Excel with Fabric One Lake integration.
  • US Government x Microsoft: The OneGov agreement—sovereign cloud, compliance, and major discounts.
  • Defender for Cloud: New features for GovCloud, boosting security for public sector workloads.
  • Developer Experience: VS Code Schema Designer and Azure DevOps Test Run Hub for streamlined workflows.
  • Trends & Tangents: IT/HR convergence, server naming schemes, and more real-world insights.


Subscribe & follow for more insights:
#MicrosoftCloud #Azure #ZeroTrust #CloudSecurity #Podcast #CloudyWithAChanceOfInsights

Links
Logic Apps Deployment using Rancher
Azure Service Groups
Excel support for Fabric OneLake
New Test Run Hub in Azure Test Plans
General availability of Defender CSPM and Defender for Servers Plan 2 in Azure Government cloud
Why firms are merging HR and IT departments
Zero Trust assessment and progress tracking resources
Accelerating AI adoption for the US government
What’s New in Microsoft Intune: August 2025

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1 month ago
43 minutes 2 seconds

Cloudy with a Chance of Insights
Cloud Security, AI Strategy, and the Case for Critical Thinking | EP18

In this episode, the team explores Microsoft’s evolving cloud strategy through the lens of security, AI, and architectural shifts.

Key Topics:

  • Azure Network Security Perimeter: A modular approach to securing individual resources rather than entire networks.
  • Linux OS Guard: Microsoft’s push to make Linux a first-class citizen in Azure, with secure boot and VTPM-backed trust.
  • Satya Nadella’s Mission Reframing: A cultural and strategic pivot toward AI and security as Microsoft’s core priorities.
  • Microsoft Graph Terraform Provider: Cyrus explains the significance of zero-day support and full lifecycle management across Microsoft 365 and Entra.
  • Terraform VS Code Extension: A refreshed tooling experience for infrastructure-as-code practitioners.
  • Secure Futures Initiative (SFI): Richard outlines new consumer-facing patterns and practices for security-by-default architecture.
  • Copilot UI Frustrations & Stop Button: A practical discussion on usability and token management.
  • Critical Thinking in AI: The team reflects on the importance of user discernment in an AI-driven world.

Blog:
https://themicrosoftcloudblog.com

Socials:
X: https://x.com/richardihogan
Bluesky: https://bsky.app/profile/richardihogan.bsky.social
LinkedIn: https://www.linkedin.com/in/richardhogan/<

Audio Versions:
Spotify: https://spoti.fi/3D5jBLs
Apple Podcasts: https://apple.co/49kBxxL

CHAPTERS:

  • 00:00 Introduction to Cloud Insights
  • 01:33 Exploring Azure Network Security Perimeter
  • 06:48 Linux OS Guard and Microsoft's Role
  • 13:31 Satya's Mission Reframing and AI Focus
  • 20:38 The Future of Work and AI's Impact
  • 22:35 Navigating the Future: Staying Relevant in a Changing Market
  • 25:50 Terraform Acquisition: A Game Changer for Microsoft Technologies
  • 36:08 Secure Futures Initiative: Microsoft’s Commitment to Security
  • 42:24 User Feedback Mechanisms: Evolving Communication with Microsoft

LINKS:
Azure Network Security Perimeter

Azure Linux with OS Guard

Recommitting to Our Why, What, and How

Announcing MSGraph Provider Public Preview and the Microsoft Terraform VSCode Extension

SFI Patterns and Practices

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2 months ago
50 minutes 13 seconds

Cloudy with a Chance of Insights
AI at the Edge: Sentinel Data Lake, SharePoint Exploits & the Future of Windows

In this episode of Cloudy with a Chance of Insights, Richard, David, and Cyrus explore the cutting edge of Microsoft Cloud innovation.The conversation begins with a deep dive into Microsoft Research’s new framework for classifying human-AI interactions—an essential step toward building smarter, more responsive applications.


David then introduces the public preview of Windows Backup for Organizations, a cloud-backed solution that ties user profiles and settings to identity, offering a new layer of resilience for enterprise environments.

Richard shares insights on Sentinel Data Lake, a powerful new tool for aggregating and analyzing security data across your environment. With support for KQL and Jupyter notebooks, and a tiered storage model, it’s designed for scale and flexibility.


Cyrus delivers a compelling breakdown of a recent SharePoint exploit uncovered at Pwn2Own Berlin, highlighting the importance of zero trust architecture and proactive security measures. His recommendations—pre-authentication, WAFs, and Sentinel-based hunting—are essential for any organization still running on-prem environments.


The episode wraps with a look at how AI development tools are empowering non-developers to build sophisticated solutions. David shares his experience using Claude Sonnet 4 in Visual Studio Code to automate integration analysis and reporting—proving that with the right tools, anyone can build something impactful.


Key Themes:

  • AI interaction telemetry and proactive interfaces
  • Windows Backup and user-centric design
  • Sentinel Data Lake and scalable security analytics
  • SharePoint vulnerabilities and zero trust architecture
  • AI tools for non-developers and solution reuse

Blog:

The Microsoft Cloud Blog

Socials:

  • X: https://x.com/richardihogan
  • BlueSky: https://bsky.app/profile/richardihogan.bsky.social
  • LinkedIn: https://www.linkedin.com/in/richardhogan

Audio Versions:

  • https://spoti.fi/3D5jBLs
  • https://apple.co/49kBxxL

Keywords:

#MicrosoftCloud, #AIinteractions, #WindowsBackup, #SentinelDataLake, #SharePoint #security, #AI, #cloudcomputing, #cybersecurity

Referenced Links

  • Classifying Human–AI Interactions at Scale
  • Windows Backup for Organizations
  • Windows 2030 Vision – Agentic AI OS
  • Microsoft 365 Copilot for GCC High / DoD
  • A Nuclear weapons story: Making SharePoint Zero-Day-Tolerant with Microsoft Entra, Microsoft Sentinel, and Security Copilot
  • Introducing Microsoft Sentinel Data Lake
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2 months ago
51 minutes 13 seconds

Cloudy with a Chance of Insights
HOLDING THE FORT, Exchange Server SE, Sentinel Deprecation, MCP for MS SQL & Purview OCR Feature

In this episode of 'Cloudy with a Chance of Insights', Richard Hogan discusses his transition to a new role within IBM, the upcoming changes in Microsoft's XDR and Sentinel solutions, and new features in Microsoft Purview.

He shares his experiences with Copilot and productivity tools, explores the implications of natural language processing in SQL Server, and discusses the introduction of Exchange Server subscription edition.

The episode concludes with reflections on changing career paths in the tech industry due to the rise of AI.

 

KEYWORDS

#MicrosoftCloud, #Copilot, #SQLServer, #ExchangeServer, #Purview, #XDR, #Sentinel, #AI, #ProductivityTools, CareerPaths 

Blog

https://themicrosoftcloudblog.com

Socials

X.Twitter: https://x.com/richardihogan

Bluesky: https://bsky.app/profile/richardihogan.bsky.social

LinkedIn: https://www.linkedin.com/in/richardhogan/ 

Audio Versions

Spotify: https://spoti.fi/3D5jBLsApple: https://apple.co/49kBxxL 

CHAPTERS

 

00:00 Introduction and Personal Updates

05:15 Microsoft's XDR and Sentinel Transition

08:25 New Features in Microsoft Purview

09:48 Experiences with Copilot and Productivity Tools

22:08 Natural Language Processing in SQL Server

25:16 Exchange Server Subscription Edition

28:15 Career Path Changes in Tech

33:04 Conclusion and Call to Action

 

LINKS

 

Microsoft Purview Compliance Portal OCR Support forembedded Images in Files, including Office files in SharePoint/OneDrive

https://www.microsoft.com/en-gb/microsoft-365/roadmap?id=497912

 

Exchange Server Subscription Edition (SE) is nowavailable

https://techcommunity.microsoft.com/blog/exchange

 

Agents at Work: Putting MSSQL MCP Server into Practice

https://devblogs.microsoft.com/azure-sql/mssql-mcp-server-in-action-susans-journey/

 

Planning your move to Microsoft Defender portal for allMicrosoft Sentinel customers

https://techcommunity.microsoft.com/blog/microsoft-security-blog/planning-your-move-to-microsoft-defender-portal-for-all-microsoft-sentinel-custo/4428613

 

 

 

 

 

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4 months ago
34 minutes 32 seconds

Cloudy with a Chance of Insights
M365 Local, Sovereign Cloud, Logic App Updates | EP15

In this episode of 'Cloudy with a Chance of Insights', the hosts discuss Microsoft's recent announcement regarding the expansion of its sovereign cloud initiative, particularly focusing on the implications for Microsoft 365 Local. They explore the significance of data sovereignty, the inclusion of Exchange and SharePoint servers, and the absence of Teams in the sovereign package. The conversation also delves into the balance between AI investments and cybersecurity, highlighting the evolving landscape of cloud security responsibilities. In this conversation, the speakers discuss the evolving landscape of identity and access management (IAM) and data security, emphasizing the importance of robust identity solutions and multi-factor authentication (MFA). They explore the concept of zero trust, its assumptions, and the role of AI in enhancing security measures. The discussion also covers enterprise integration, AI governance, and the significance of Azure Logic Apps in hybrid deployment scenarios. Finally, they touch on the political influences affecting cloud strategies, particularly in relation to government regulations and the shift towards sovereignty in data management.Bloghttps://themicrosoftcloudblog.comSubscribe https://www.youtube.com/@CloudyWithaChanceofInsightsSocialsX.Twitter: https://x.com/richardihoganBluesky: https://bsky.app/profile/richardihogan.bsky.socialLinkedIn: https://www.linkedin.com/in/richardhogan/Audio VersionsSpotify: https://spoti.fi/3D5jBLsApple: https://apple.co/49kBxxL#MicrosoftCloud, #SovereignCloud, #microsoft365Local, #AI, #Cybersecurity, #DataSovereignty, #CloudSecurity, #ExchangeServer, #SharePointServer, #CloudCompliance, #IAM, #datasecurity, #identity, #zerotrust, #AzureLogicAppsCHAPTERS00:00 Introduction to Sovereign Cloud Initiative02:15 Deep Dive into Microsoft 365 Local12:07 Implications of Sovereign Cloud for Organizations18:46 AI and Cybersecurity: Balancing Investments24:43 Shared Responsibility in Cloud Security27:05 The Future of IAM and Data Security28:00 Identity as the New Perimeter29:12 Zero Trust: Assumptions vs. Reality30:55 The Role of AI in Zero Trust33:40 Enterprise Integration and AI Governance40:11 Azure Logic Apps and Hybrid Deployment46:42 Political Influences on Cloud StrategyLINKSAnnouncing comprehensive sovereign solutions empowering European organizationshttps://blogs.microsoft.com/blog/2025/06/16/announcing-comprehensive-sovereign-solutions-empowering-european-organizations/SECURING AI AGENTS WITH INFORMATION-FLOW CONTROLhttps://www.linkedin.com/feed/update/urn:li:activity:7336492549919907840/Announcing the General Availability of the Azure Logic Apps Rules Enginehttps://techcommunity.microsoft.com/blog/IntegrationsonAzureBlog/announcing-the-general-availability-of-the-azure-logic-apps-rules-engine/4416707Announcement: General Availability of Logic Apps Hybrid Deployment Modelhttps://techcommunity.microsoft.com/blog/IntegrationsonAzureBlog/announcement-general-availability-of-logic-apps-hybrid-deployment-model/4422414

Show more...
4 months ago
49 minutes 56 seconds

Cloudy with a Chance of Insights
Microsoft Build, NLWeb, Cosmos DB Global Secondary Indexes, and Entra Agent ID | EP14

In this week’s episode of Cloudy with a Chance of Insights, David, Cyrus and Richard discuss the latest developments in Microsoft Cloud.

 

They explore personal learning journeys, particularly in AIcertifications, and delve into cybersecurity topics, including passwordless authentication and the introduction of Microsoft Entra. The discussion also covers the significance of passkeys, the integration of security in development processes, and the potential of Natural Language Web in AI applications. In this conversation, the speakers delve into various technological advancements, particularly focusing on Cosmos DB's global secondary indexes, the role of AI in research and development, and the future of AI factories.

They also debate the implications of identity management for agents, the challenges of licensing and cost models in AI, and reflect on the evolution of computing history. The conversation concludes with insights into the current opportunities in research and security vulnerabilities.

Blog

https://themicrosoftcloudblog.com

YouTube

https://www.youtube.com/@CloudyWithaChanceofInsights

Socials

X.Twitter: https://x.com/richardihogan

Bluesky: https://bsky.app/profile/richardihogan.bsky.social

LinkedIn: https://www.linkedin.com/in/richardhogan/

 

Audio Versions

Spotify: https://spoti.fi/3D5jBLs

Apple: https://apple.co/49kBxxL

 

CHAPTERS

 

00:00 Introduction and Technical Setup

03:00 Overview of the LinkedIn Live Session

06:02 Personal Learning Journey and AI Certifications

12:03 Passwordless Authentication and Microsoft Entra

14:58 The Future of Passkeys and Security

21:05 Natural Language Web and AI Integration

27:05 Understanding Global Secondary Indexes in Cosmos DB

29:29 Microsoft Discovery: AI in Research and Development

32:46 The Future of AI Factories and Generative Computing

37:00 The Role of Agents and Identity Management

42:32 Reflections on Computing History and Memory Management

 

LINKS


John Savil: NLWeb

https://www.youtube.com/watch?v=nahm6tEPrA4

 

The Making of NLWeb

https://www.youtube.com/watch?v=EF6uywH-Yzo

 

Introducing NLWeb

https://news.microsoft.com/source/features/company-news/introducing-nlweb-bringing-conversational-interfaces-directly-to-the-web/

 

Satya Nadella on AI Agents, Rebuilding the Web, theFuture of Work, and more

https://www.youtube.com/watch?v=_a8EnBX8DSU

 

MCP in 20 Minutes

https://www.youtube.com/watch?v=N3vHJcHBS-w

 

Why MCP is a Big Deal

https://www.youtube.com/watch?v=FLpS7OfD5-s

 

Your API is not an MCP | DEMFP786

https://www.youtube.com/watch?v=eeOANluSqAE

 

Boost Query Performance with Global Secondary Indexes inAzure Cosmos DB

https://devblogs.microsoft.com/cosmosdb/boost-query-performance-with-global-secondary-indexes-in-azure-cosmos-db/

 

Transforming R&D with agentic AI: IntroducingMicrosoft Discovery

https://azure.microsoft.com/en-us/blog/transforming-rd-with-agentic-ai-introducing-microsoft-discovery/?msockid=0e5d05b689c266ba0f75174c88106720

 

AI Factories & the Token Economy

https://www.nvidia.com/gtc/keynote/

 

Entra Agent ID https://techcommunity.microsoft.com/blog/microsoft-entra-blog/announcing-microsoft-entra-agent-id-secure-and-manage-your-ai-agents/3827392

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5 months ago
47 minutes 13 seconds

Cloudy with a Chance of Insights
Cloudy With A Chance of Insights - Update

Just a quick update for subscribes to the  @CloudyWithaChanceofInsights  podcast. As you know we tend to record the episodes on a Thursday/Friday and release on the following Monday.

This week we are doing something a little different and using LinkedIn Live to Live Stream the episode.

Why LinkedIn and not YouTube, I don't hear you ask, well there is a work reason behind this which we will explain during the recording.But please join us for Cloudy with a Chance of Insights Live on LinkedIn on the 30th May, 15:00 UK Time and 10:00am Eastern.

If you are unable to join the show will be published as usual onto all the platforms on Monday.

The link to join the live session can be found below.https://www.linkedin.com/events/cloudywithachanceofinsights-liv7333098990311268353/comments/

Show more...
5 months ago
1 minute 25 seconds

Cloudy with a Chance of Insights
M365 Backup, Sovereign Cloud, Windows Server Summit and Tech Layoffs | EP13

In this episode of 'Cloudy with a Chance of Insights', thehosts discuss various topics including the recent tech layoffs affectingMicrosoft and other companies, the importance of community support during thesetimes, and valuable resources for Azure solution design.

They also explore new features in Windows Server 2025 andthe implications of Sovereign Cloud in Europe. In this conversation, RichardHogan and Cyrus Irandoust discuss the recent updates in backup solutions forMicrosoft 365, particularly focusing on SharePoint, Exchange, and OneDrive.They explore the implications of these updates for data recovery andsovereignty, emphasising the importance of local data control and thechallenges posed by regulations like the US Cloud Act. The discussiontransitions into the concept of sovereign cloud, detailing its significance inensuring data residency and compliance with local laws.


The conversation concludes with reflections on the future ofdata sovereignty and the evolving landscape of cloud solutions.

 

#MicrosoftCloud, #techlayoffs, #Azure, #WindowsServer,#SovereignCloud, #architecturedesign, #technologynews, #M365,#backupsolutions,  #datasovereignty,#Microsoft, #SharePoint, #Exchange, #OneDrive, #cloudsolutions,#datarecoverysoftware

 

Blog

https://themicrosoftcloudblog.com

 

Socials

X.Twitter: https://x.com/richardihoganBluesky: https://bsky.app/profile/richardihogan.bsky.socialLinkedIn: https://www.linkedin.com/in/richardhogan/

 

CHAPTERS

00:00 Introduction to Cloudy with a Chance of Insights

03:01 Tech Layoffs and Industry Impact

09:09 Azure Solution Design and Self-Learning Resources

16:00 Navigating Tech Layoffs: Community Support and Networking

19:59 Windows Server 2025 Features and Enhancements

24:03 Sovereign Cloud and European Directives

24:37 Backup Solutions for N365

32:13 Understanding Sovereign Cloud

41:24 The Future of Data Sovereignty and Cloud Solutions

 

LINKS

Microsoft 365 Backup

https://learn.microsoft.com/en-us/microsoft-365/backup/?view=o365-worldwide

ASKIAM

https://youtu.be/Qef1Ly4-s8I

 

GitHub CSDSkilling / Blueprints

https://github.com/CSDSkilling/blueprints

Microsoft Build

https://build.microsoft.com/en-US/home

Windows Server Summit

https://techcommunity.microsoft.com/event/techcommunitylive/windows-server-summit-2025/4361618

Show more...
5 months ago
49 minutes 53 seconds

Cloudy with a Chance of Insights
Microsoft EU Strategy, Intune & Defender Updates, MCRA & SharePoint 2019 End of Life | EP12

Welcome to the latest instalment of Cloudy with a Chance of Insights, a bi-weekly podcast dedicated to exploring developments in the Microsoft cloud ecosystem and related technologies.In this episode, hosts Richard Hogan, David Rowley, and Cyrus Irandoust examine key topics shaping Microsoft’s technological landscape. The discussion offers insights on:➡ AI Innovations: A summary of a recent hackathon and its focus on advancing artificial intelligence solutions.➡ Cybersecurity: Updates on the importance of automatic attack disruption and its role in improving digital security.➡ Changes to SharePoint Licensing: Analysis of the subscription model, its impact on legacy system migrations, and considerations for enterprises maintaining older technology.➡ Sovereign Cloud Initiatives: An exploration of Microsoft’s commitments to European data sovereignty and the broader implications for global cloud strategies.➡ Future of BizTalk: Insights on the prospects for this established integration tool within evolving IT infrastructures.The hosts also delve into updates to Microsoft’s Security Reference Architecture, the unification of security tools, and advancements in Intune’s capabilities for enterprise environments. This episode provides a comprehensive overview for IT professionals and technology enthusiasts alike, offering valuable perspectives on the future of cloud technology and cybersecurity#Microsoft, #cloud, #cybersecurity, #AI, #SharePoint, #digitalsovereignty, #datacenters, #IBM, #technologynews, #podcast, #Microsoft365, #migration, #securityarchitecture, #BizTalk, #Intune, #automaticattackdisruption, #cloudsolutions, #legacysystems, #microsoftcloud, #microsoftazure Bloghttps://themicrosoftcloudblog.comSubscribe https://www.youtube.com/@CloudyWithaChanceofInsightsSocialsX.Twitter: https://x.com/richardihoganBluesky: https://bsky.app/profile/richardihogan.bsky.socialLinkedIn: https://www.linkedin.com/in/richardhogan/Audio VersionsSpotify: https://spoti.fi/3D5jBLsApple: https://apple.co/49kBxxLCHAPTERS00:00 Introduction to Cloudy with a Chance of Insights03:06 Hackathon Insights and AI Innovations05:55 Cybersecurity Trends and Observations09:12 IBM's New Microsoft Practice Announcement11:51 Microsoft's European Digital Commitments15:02 Sovereign Cloud and Data Center Expansion17:54 SharePoint Licensing Changes and Future Implications32:46 Navigating SharePoint's Subscription Model36:34 Challenges of SharePoint Migration40:18 Legacy Systems and Their Implications41:44 The Future of BizTalk and Microsoft Solutions43:38 Microsoft Security Reference Architecture Updates48:20 Unifying Microsoft Security Tools50:16 Recent Developments in Intune and Security54:58 Automatic Attack Disruption in Microsoft SecurityLINKSIBM Launches Microsoft Practicehttps://newsroom.ibm.com/2025-04-29-ibm-launches-microsoft-practice-to-deliver-transformative-business-value-for-clientsIBM Threat Intelligence Indexhttps://www.ibm.com/thought-leadership/institute-business-value/en-us/report/2025-threat-intelligence-indexUK Cyber Week Conference & Expohttps://www.ukcyberweek.co.uk/Microsoft announces new European digital commitmentshttps://blogs.microsoft.com/on-the-issues/2025/04/30/european-digital-commitments/Microsoft Security Bloghttps://techcommunity.microsoft.com/blog/microsoftthreatprotectionblog/monthly-news---april-2025/4401552Microsoft MCRA Updateshttps://learn.microsoft.com/en-us/windows/deployment/windows-autopatch/manage/windows-autopatch-hotpatch-updates

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6 months ago
1 hour 14 seconds

Cloudy with a Chance of Insights
New Features in Copilot Studio, Student SOC’s and Purview & Defender Updates for Secure AI | Cloudy with a Chance of Insights | EP11

In this week’s episode of 'Cloudy with a Chance ofInsights', the hosts discuss various recent developments in the Microsoft Cloud, including the new Copilot Studio features. The conversation also touches on security vulnerabilities and the implications of the CVE program. The hosts share insights on navigating technology changes and the importance of data privacy.

They explore the significance of Student Security OperationsCentres (SOCS) in bridging the skills gap in cybersecurity education. The discussion also delves into the rise of agentic AI in cybersecurity, highlighting its potential to enhance security measures and the implications of AI in the context of popular culture, particularly referencing the Matrix.

 

CHAPTERS

00:00 Introduction to Cloudy with a Chance of Insights

07:20 Navigating Microsoft Support Challenges

13:04 Exploring Copilot Studio's New Features

17:29 CVE Program and Government Funding Drama

22:23 The Importance of Student Security Operations Centres

26:57 Bridging the Skills Gap in Cybersecurity Education

30:53 The Rise of Agentic AI in Cybersecurity

38:53 Reflections on AI and the Matrix

 

LINKS

Microsoft Customer Digital Experiences

https://cdx.transform.microsoft.com/


The Microsoft 365 Developer Program

https://developer.microsoft.com/en-us/microsoft-365/dev-program

 

Announcing new computer use in Microsoft Copilot Studiofor UI automation

https://www.microsoft.com/en-us/microsoft-copilot/blog/copilot-studio/announcing-computer-use-microsoft-copilot-studio-ui-automation/

 

Introducing r1, a pocket companion that moves AI fromwords to action

https://www.rabbit.tech/newsroom/introducing-r1

 

Releasing Windows 11 Build 26100.3902 to the ReleasePreview Channel

https://blogs.windows.com/windows-insider/2025/04/10/releasing-windows-11-build-26100-3902-to-the-release-preview-channel/

 

Uncle Sam kills funding for CVE program. Yes, that CVEprogram

https://www.theregister.com/2025/04/16/homeland_security_funding_for_cve/

Student SOCs turn college experience into careerreadiness

https://www.microsoft.com/en-us/education/blog/2025/04/student-socs-turn-college-experience-into-career-readiness/?msockid=2db0be1eba176e053806ab29bbf76ff3 


Microsoft unveils Microsoft Security Copilot agents andnew protections for AI

https://www.microsoft.com/en-us/security/blog/2025/03/24/microsoft-unveils-microsoft-security-copilot-agents-and-new-protections-for-ai/

 

Counter Terrorism, Intelligence and Cybercrime (DualDegree) BSc (Hons)

https://www.port.ac.uk/study/courses/undergraduate/bsc-hons-counter-terrorism-intelligence-cybercrime-dual-degree


Show more...
6 months ago
42 minutes 34 seconds

Cloudy with a Chance of Insights
Insider Risk Management, Hands-Free Music Production and Cyber Resilience vs Traditional BC/HA/DR

In this episode of 'Cloudy with a Chance of Insights', thehosts discuss various topics related to Microsoft Cloud technologies, including the innovative Microsoft Hands-Free Sound Jam, which allows users to control music through brainwave technology. They also delve into recent cybersecurity incidents, such as the potential Royal Mail dat breach, and the implications of new legislation on cybersecurity resilience.


The conversation shifts to the relationship between cyberresiliency and traditional disaster recovery, highlighting the need for a more integrated approach.


The discussion moves to insider risk management, emphasising the importance of understanding internal threats and the tools available for monitoring and managing these risks. In this conversation, the speakers discuss recent Microsoft security announcements, focusing on data loss prevention, classification challenges, and the impact of AI tools on cybersecurity.

 

Finally, they explore innovations in AI, including a project toisolate copyrighted material in large language models, and the importance of critical thinking when using AI-generated content.

 

CHAPTERS

 

00:00 Introduction to Cloudy with a Chance of Insights

01:23 Exploring Microsoft Hands-Free Sound Jam

06:20 Cybersecurity Updates: Royal Mail Breach and NewLegislation

10:19 Cyber Resiliency vs. Traditional Disaster Recovery

18:35 Diving into Insider Risk Management

29:22 Introduction to Microsoft Security Announcements

32:41 Data Loss Prevention and Classification Challenges

36:55 Innovations in AI and Cyber Resilience

39:31 The Role of AI in Content Generation and Analysis

43:06 Sentiment Analysis and Employee Well-being

 

LINKS

 

Microsoft Hands-Free Sound Jam

https://www.microsoft.com/en-us/research/project/microsoft-hands-free-sound-jam/

 

Royal Mail investigates data leak claims, no impact onoperations.

https://www.bleepingcomputer.com/news/security/royal-mail-investigates-data-leak-claims-no-impact-on-operations/

 

New cyber laws to safeguard UK economy and securelong-term growth

https://www.gov.uk/government/news/new-cyber-laws-to-safeguard-uk-economy-secure-long-term-growth

 

NCSC Annual Review 2024

https://www.ncsc.gov.uk/collection/ncsc-annual-review-2024


GCHQ worker admits taking top secret data home

https://www.bbc.co.uk/news/articles/c5y6933pp9go

 

Microsoft unveils Microsoft Security Copilot agents andnew protections for AI

https://www.microsoft.com/en-us/security/blog

 

Obliviate: Efficient Unmemorization for LLMs

https://github.com/microsoft/Obliviate-Unmemorization

 

Microsoft Secure

https://register.secure.microsoft.com/?ocid=cmm204t3pxf

 

 

CONTACTS

 

https://themicrosoftclpudblog.comhttps://www.linkedin.com/in/richardhogan/https://x.com/richardihogan  https://bsky.app/profile/richardihogan.bsky.social

Show more...
7 months ago
52 minutes 53 seconds

Cloudy with a Chance of Insights
Identity Governance, SMB's & Cybercrime, Azure Landing Zones and Iced Coffee | EP09

This week the hosts discuss various topics related toMicrosoft Cloud, including the significance of JML processes for account security, the challenges of managing permissions and access control, the launch of serverless GPUs, strategies for infrastructure landing zones, and the increasing cybersecurity threats faced by small and medium businesses (SMBs).

The conversation emphasises the necessity for organisationsto be proactive in their security measures and to remain informed about the latest technological developments.

 

This discussion explores the critical issues surroundingcybersecurity for small businesses, underscoring the vulnerabilities they encounter and the significance of tailored security solutions. Cyrus addresses the alarming statistics regarding consumer attacks, the role of Microsoft in delivering security solutions for SMBs, and the broaderimplications of cybercrime on small enterprises.

The discussion also touches upon user experience incybersecurity measures and innovative methods to raise awareness about security threats.


SHOW NOTES 

Announcing GA for Azure Container Apps Serverless GPU

https://techcommunity.microsoft.com/blog/appsonazureblog/announcing-ga-for-azure-container-apps-serverless-gpus/4394302

 

Level up your defense: protect against attacks usingstale user accounts

https://techcommunity.microsoft.com/blog/microsoftthreatprotectionblog/level-up-your-defense-protect-against-attacks-using-stale-user-accounts/4386290

 

The Hiscox Cyber Readiness Report 2024

https://www.hiscox.co.uk/cyberreadiness

 

Smart Choices, Strong Foundations: Selecting the RightInfrastructure Approach

https://techcommunity.microsoft.com/blog/azureinfrastructureblog/infrastructure-landing-zone---implementation-decision-making/4386520/replies/4394658

 

Unveiling Kubernetes lateral movement and attack pathswith Microsoft Defender for Cloud

https://techcommunity.microsoft.com/blog/microsoftdefendercloudblog/unveiling-kubernetes-lateral-movement-and-attack-paths-with-microsoft-defender-f/4374958

 

March Windows updates mistakenly uninstall Copilot

https://www.bleepingcomputer.com/news/microsoft/microsoft-march-windows-updates-mistakenly-uninstall-copilot/

 

FBI Cyber Internet Crime Report

https://www.ic3.gov/AnnualReport/Reports/2023_IC3Report.pdf

 

Lakera Gandalf

https://gandalf.lakera.ai/do-not-tell-and-block

 

NASA Sonification’s

https://science.nasa.gov/mission/hubble/multimedia/sonifications/

 

and just for David (which is scarily accurate)

Ross from Friends showing his music/Keyboard Skills

https://youtu.be/z0PJnc8BFTk

 

CHAPTERS

 

00:00 Introduction to Cloudy with a Chance of Insights

02:15 JML Processes and Account Security

08:10 Managing Permissions and Access Control

13:17 Serverless GPUs and Cost Management

16:50 Infrastructure Landing Zone Strategies

21:26 Cybersecurity in the SMB Market

22:35 Cybersecurity Landscape for Small Businesses

30:12 Microsoft's Security Solutions for SMBs

36:04 The Impact of Cybercrime on Small Enterprises

40:35 User Experience in Cybersecurity

49:37 Innovative Approaches to Cybersecurity Awareness

Show more...
7 months ago
52 minutes 53 seconds

Cloudy with a Chance of Insights
The Kaito Project, Microsoft AI Tour London, IBM Cyber Range and Apple vs UK Government | EPO8

In this episode of 'Cloudy with a Chance of Insights', thehosts discuss various topics related to Microsoft Cloud, AI tools, cybersecurity, and recent technological developments.

They share insights from the Microsoft AI Tour, the benefitsof accessibly from Generative AI, and experiences from an IBM Cyber Range exercise.

The conversation also delves into the implications ofgovernment requests for encrypted data and recent tech developments, including tools for reporting phishing emails and releasing classic game source codes.

 

LINKS

The Microsoft AI Tour - London

https://aitour.microsoft.com/en-US/london

The Kaito Project

https://github.com/kaito-project/kaito

Microsoft Dragon Copilot provides the healthcareindustry’s first unified voice AI assistant that enables clinicians tostreamline clinical documentation, surface information and automate tasks
https://news.microsoft.com/2025/03/03/microsoft-dragon-copilot-provides-the-healthcare-industrys-first-unified-voice-ai-assistant-that-enables-clinicians-to-streamline-clinical-documentation-surface-information-and-automate-task/

New sales agents accessible in Microsoft 365 Copilot helpteams close more deals, faster.

https://www.microsoft.com/en-us/microsoft-365/blog/2025/03/05/new-sales-agents-accessible-in-microsoft-365-copilot-help-teams-close-more-deals-faster/?msockid=2db0be1eba176e053806ab29bbf76ff3

IBM Cyber Range

https://www.ibm.com/services/xforce-cyber-range

IBM Completes Acquisition of HashiCorp, CreatesComprehensive, End-to-End Hybrid Cloud Platform

https://newsroom.ibm.com/2025-02-27-ibm-completes-acquisition-of-hashicorp,-creates-comprehensive,-end-to-end-hybrid-cloud-platform

 MSFTRecon: : A Powerful Reconnaissance Tool For Microsoft 365 And Azure

https://kalilinuxtutorials.com/msftrecon/

Show more...
7 months ago
30 minutes 23 seconds

Cloudy with a Chance of Insights
Entra God Mode, Intune MAC OS Update, Data Formulator & Impact of GenAI on Critical Thinking

In this episode of Cloudy with the Chance of Insights, the bi-weekly Microsoft Cloud Podcast.  The hosts discuss various topics related to Microsoft Cloud technology, including the new God Mode feature in Entra, enhancements in Intune for MAC security, and recent data breaches affecting organisations like the British Museum and HPE.

The conversation emphasises the importance of security hygiene, user access management, and the need for organisations to adapt to modern endpoint management solutions. In this conversation, the speakers delve into various aspects of technology governance, data automation, and the implications of generative AI on critical thinking.

They discuss the importance of security in technology, the challenges of managing insider risks, and the need for practical data transformation tools. The conversation also highlights the role of confidence in AI outputs and the emerging concept of shadow IT, emphasising the necessity for organisations to adapt to these changes.

 

Securing DeepSeek and other AI systems with Microsoft Security

https://www.microsoft.com/en-us/security/blog/2025/02/13/securing-deepseek-and-other-ai-systems-with-microsoft-security/

 

HPE notifies employees of data breach after Russian Office 365 hack

https://www.bleepingcomputer.com/news/security/hpe-notifies-employees-of-data-breach-after-russian-office-365-hack/

 

Google remakes Super Bowl ad after AI cheese gaffe

https://www.bbc.co.uk/news/articles/cx2j15r1g09o

 

The Impact of Generative AI on Critical Thinking: Self-Reported Reductions in Cognitive Effort and Confidence Effects From a Survey of Knowledge Workers

https://www.microsoft.com/en-us/research/uploads/prod/2025/01/lee_2025_ai_critical_thinking_survey.pdf?msockid=2db0be1eba176e053806ab29bbf76ff3

 

Data Formulator: A concept-driven, AI-powered approach to data visualisation

https://www.microsoft.com/en-us/research/blog/data-formulator-a-concept-driven-ai-powered-approach-to-data-visualization/?msockid=2db0be1eba176e053806ab29bbf76ff3

 

Law firm restricts AI after 'significant' staff use

https://www.bbc.co.uk/news/articles/cglyjn7le2ko

 

Gaining Insight into Entra's "God Mode" for Azure

https://www.linkedin.com/pulse/gaining-insight-entras-god-mode-azure-john-savill-yehrc/

 

British Museum hit by alleged IT attack by ex-worker

https://www.bbc.co.uk/news/articles/cd9qjde4wnqo

 

Intune for MAC OS - Pre-install and post-install script

https://techcommunity.microsoft.com/blog/intunecustomersuccess/understand-pre-install-and-post-install-scripts-for-macos-in-microsoft-intune/4377799

 

Payloadless packaged

https://techcommunity.microsoft.com/blog/intunecustomersuccess/exploring-the-use-cases-of-payloadless-packages-in-microsoft-intune-for-macos/4382728

 

New application types in MacOS:https://techcommunity.microsoft.com/blog/intunecustomersuccess/understanding-application-types-in-microsoft-intune-for-macos/4373987

Show more...
8 months ago
40 minutes 1 second

Cloudy with a Chance of Insights
Project Stargate, Coldplay + AI, SASE vs SSE & Residuality | EP06 | Cloudy with a Chance of Insights

In this episode of 'Cloudy with a Chance of Insights', the hosts discuss the latest developments in the Microsoft Cloud space, including OpenAI's Project Stargate and its implications for AI investments.
They explore the evolving landscape of cybersecurity, particularly the relevance of VPNs and the emergence of SASE. The conversation also touches on the concept of Residuality Theory in software architecture, emphasizing flexibility over perfection.
The episode concludes with insights on Microsoft's innovative collaboration with Coldplay and reflections on the global tech market dynamics.

LINKS

Announcing The Stargate Project
https://openai.com/index/announcing-the-stargate-project/
Microsoft and OpenAI evolve partnership to drive the next phase of AI
https://blogs.microsoft.com/blog/2025/01/21/microsoft-and-openai-evolve-partnership-to-drive-the-next-phase-of-ai/
UK chip firm Arm sale by Softbank collapses amid competition fears
https://www.bbc.co.uk/news/business-60297874
PM plans to 'unleash AI' across UK to boost growth
https://www.bbc.co.uk/news/articles/crr05jykzkxo
Reeves Says Regulators Are Holding Back Britain’s Growth
https://uk.finance.yahoo.com/news/reeves-says-regulators-holding-back-124058118.html
What is secure access service edge (SASE)?
https://www.microsoft.com/en-us/security/business/security-101/what-is-sase
Advanced Software Architecture with Residuality
https://ddd.academy/introduction-to-residuality-theory/
Coldplay evolves the fan experience with Microsoft AI< br />https://azure.microsoft.com/en-us/blog/coldplay-evolves-the-fan-experience-with-microsoft-ai/
Cisco AI Summit
https://www.ciscoaisummit.com/

Show more...
8 months ago
30 minutes 19 seconds

Cloudy with a Chance of Insights
M365 Expanded Logs, Red Teaming & DDoS Attacks | EP05 | Cloudy with a Chance of Insights

In this episode of 'Cloudy with a Chance of Insights', the hosts discuss recent developments in Microsoft Cloud, focusing on security updates related to Exchange Online, the implications of red teaming in AI security, and the growing threat of DDoS attacks. They also touch on the challenges in the cybersecurity field, including the shortage of professionals and the costs associated with defending against attacks.

The conversation highlights the importance of proactive measures and collaboration in enhancing cloud security. In this conversation, the speakers delve into the latest advancements in AI and storage technologies.

They wrap up by discussing the importance of understanding cloud-native concepts, emphasizing the need for scalable, resilient, and portable applications. The conversation also highlights the emergence of micro VMs and the role of Rust in enhancing security and efficiency in cloud environments.


LINKS

CISA Publishes Microsoft Expanded Cloud Log Playbook.
https://www.cisa.gov/news-events/news/cisa-publishes-microsoft-expanded-cloud-log-implementation-playbook

Cloudflare Mitigates Record Breadking 5.6Tbps DDoS attack
https://blog.cloudflare.com/ddos-threat-report-for-2024-q4

IBM Training https://skillsbuild.org

Lessons from Red Teaming 100 Gen AI Products
https://www.microsoft.com/en-us/microsoft-cloud/blog/2025/01/14/enhancing-ai-safety-insights-and-lessons-from-red-teaming/?msockid=2db0be1eba176e053806ab29bbf76ff3

Show more...
9 months ago
42 minutes 29 seconds

Cloudy with a Chance of Insights
Introducing our fortnightly podcast, your guide to Microsoft's Cloud portfolio! Dive deep into the world of Microsoft Azure, Microsoft 365, Dynamics 365, and Microsoft Security with us. Our mission is to deliver engaging and insightful discussions that empower cloud practitioners and organisations to maximise their investment in Microsoft Cloud technologies. Tune in for expert insights, practical tips, and enjoyable conversations that make navigating the Microsoft ecosystem a breeze.