Need to Know podcast–Episode 343

Celebrate the 50 year anniversary of Microsoft. Like them or not you have to admire what they have been able to achieve and opportunities they have provided my business with their products and services. Unsurprisingly, AI was also part of that celebration with a raft of updates worth noting. Purview is big! If you haven’t yet dived in then maybe it’s time you did. Lots of things to learn in this episode.

Brought to you by www.ciaopspatron.com

you can listen directly to this episode at:

https://ciaops.podbean.com/e/episode-343-ai-will-eat-the-world/

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MS turn 50

50 Years of Microsoft | Our future is you

Satya Nadella recreates Microsoft’s first product

Microsoft 50th anniversary + Copilot event

Cheers to 50 years

The origin story of Microsoft

Source code – Bill Gates

AI

Your AI Companion

Introducing Copilot Search in Bing

Create pages with Copilot in SharePoint

Security

Strengthen data security posture in the era of AI with Microsoft Purview

Microsoft Purview – Data Security Posture Management (DSPM) for AI

Multi-workspace for Multi-tenant is now in Public Preview in Microsoft’s Unified SecOps Platform

Threat actors leverage tax season to deploy tax-themed phishing campaigns

Why Windows Autopatch is the smart update solution

New innovations in Microsoft Purview for protected, AI-ready data

New innovations in Microsoft Entra to strengthen AI security and identity protection

Building layered protection: New Microsoft Purview data security controls for the browser & network

Windows 365

Maximize productivity and ROI with Windows 365: New innovations now generally available

Vibe coding

Introducing GitHub Copilot agent mode (preview)

CIA Brief 20250407

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Satya Nadella recreates Microsoft’s first product –

https://www.youtube.com/shorts/Dj_f2ANBfas

50 Years of Microsoft | Our future is you –

https://www.youtube.com/watch?v=1aXrgLlqdbg

Your AI Companion –

https://blogs.microsoft.com/blog/2025/04/04/your-ai-companion/

Multi-workspace for Multi-tenant is now in Public Preview in Microsoft’s Unified SecOps Platform –

https://techcommunity.microsoft.com/blog/microsoftsentinelblog/multi-workspace-for-multi-tenant-is-now-in-public-preview-in-microsofts-unified-/4398229

Celebrating Microsoft’s 50 years –

https://blogs.microsoft.com/blog/2025/04/04/celebrating-microsofts-50-years/

Introducing Copilot Search in Bing –

https://blogs.bing.com/search/April-2025/Introducing-Copilot-Search-in-Bing

Cheers to 50 years –

https://unlocked.microsoft.com/50th/#50th-changemakers

Microsoft@50: Steve Ballmer on his best decision and biggest mistake –

https://www.youtube.com/watch?v=u7WhMZpjRbo

Bill Gates on Microsoft @ 50 –

https://www.youtube.com/watch?v=ltT32AlyJho

Microsoft CEO Satya Nadella on the company’s ‘core thread’ after 50 years –

https://www.youtube.com/watch?v=Ifq_VA-4LQY

Threat actors leverage tax season to deploy tax-themed phishing campaigns –

https://www.microsoft.com/en-us/security/blog/2025/04/03/threat-actors-leverage-tax-season-to-deploy-tax-themed-phishing-campaigns/

Cloud Detection and Response with Microsoft Defender for Cloud and Microsoft Defender XDR –

https://www.youtube.com/watch?v=ecLLpf14OyE

The origin story of Microsoft –

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

Maximize productivity and ROI with Windows 365: New innovations now generally available –

https://blogs.windows.com/windowsexperience/2025/04/02/maximize-productivity-and-roi-with-windows-365-new-innovations-now-generally-available/

Introducing more consumption flexibility with Security Copilot enhancements –

https://techcommunity.microsoft.com/blog/securitycopilotblog/introducing-more-consumption-flexibility-with-security-copilot-enhancements/4399222

15 milestones that shaped Microsoft’s vision for AI –

https://news.microsoft.com/source/features/ai/15-milestones-that-shaped-microsofts-vision-for-ai

After hours

AI’s Vibe-Coding Era — How The Shift To Apps Changed The Race – https://www.youtube.com/watch?v=mmws6Oqtq9o

Editorial

If you found this valuable, the I’d appreciate a ‘like’ or perhaps a donation at https://ko-fi.com/ciaops. This helps me know that people enjoy what I have created and provides resources to allow me to create more content. If you have any feedback or suggestions around this, I’m all ears. You can also find me via email director@ciaops.com and on X (Twitter) at https://www.twitter.com/directorcia.

If you want to be part of a dedicated Microsoft Cloud community with information and interactions daily, then consider becoming a CIAOPS Patron – www.ciaopspatron.com.

Watch out for the next CIA Brief next week

Microsoft 365 E5 versus Business Premium with E5 Security Add-on: A Comparative Analysis for Small Businesses

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The digital landscape presents an ever-increasing array of sophisticated cyber threats targeting businesses of all sizes. For small to medium-sized enterprises (SMBs) in Australia, the need for robust cybersecurity measures has never been more critical. The consequences of a cyberattack can range from significant financial losses and operational disruptions to reputational damage and even business closure. Recent data indicates a substantial threat landscape in Australia, with ransomware, supply chain attacks, Business Email Compromise (BEC), and phishing being particularly prevalent . These threats are becoming more advanced, leveraging technologies like artificial intelligence, and exploiting the interconnectedness of businesses through supply chains .

In response to these growing challenges, Microsoft offers a suite of solutions designed to enhance productivity and security. Among these, Microsoft 365 E5 and Microsoft 365 Business Premium with the recently announced E5 security add-on stand out as options for SMBs seeking to bolster their defenses . This report aims to provide a detailed comparative analysis of these two offerings, focusing on their features, security capabilities, cost-effectiveness, and overall value proposition for a security-conscious small businesses. The goal is to assist business owners and IT managers in making an informed decision that aligns with their security needs and budget.

Understanding the Cybersecurity Needs of Small Businesses in Australia

Small businesses in Australia face a multitude of cyber threats that can significantly impact their operations and viability. Ransomware, a type of malicious software that encrypts a business’s files and demands a ransom for their release, is a consistently highlighted threat . The potential for operational paralysis and financial extortion makes this a primary concern for SMBs . Supply chain attacks, where attackers compromise a less secure vendor to gain access to larger organizations, also pose a significant risk, especially given the reliance of Australian businesses on global supply chains . Furthermore, Business Email Compromise (BEC), a sophisticated email scam targeting employees to fraudulently transfer money or sensitive information, is another major financially damaging threat . Phishing attacks, which attempt to deceive individuals into revealing sensitive information through fraudulent emails or messages, remain a common entry point for various cyber threats . The increasing sophistication of these attacks, including the use of AI to craft more convincing scams, underscores the need for advanced security solutions .

Implementing robust cybersecurity presents unique challenges for SMBs. Limited budgets often constrain their ability to invest in comprehensive security measures or dedicated IT teams . Many small business owners and employees lack the technical expertise required to effectively configure and manage complex security systems . Overworked teams with limited resources may struggle to prioritize and maintain a strong security posture . Additionally, the rapid evolution of cyber threats makes it difficult for SMBs to stay informed and adapt their defenses accordingly . Therefore, cost-effectiveness and ease of management are critical factors for SMBs when evaluating security solutions. Solutions that offer enterprise-grade security without requiring extensive in-house expertise or a substantial financial investment are highly desirable .

Beyond the immediate threats, small businesses in Australia must also navigate a landscape of evolving data privacy and cybersecurity regulations . The Privacy Act 1988 and the Australian Privacy Principles (APPs) govern the handling of personal information, imposing legal obligations on many SMBs, particularly those with an annual turnover exceeding $3 million or those operating in the health sector . The Notifiable Data Breaches (NDB) scheme mandates reporting data breaches that are likely to cause serious harm . Furthermore, the Cyber Security Act 2024 introduces new requirements, including mandatory reporting of ransomware payments and the establishment of security standards for smart devices . Compliance with these regulations is not only a legal imperative but also essential for building customer trust and avoiding potential penalties . Consequently, the chosen Microsoft 365 plan should ideally support a small business’s ability to meet these regulatory requirements .

Microsoft 365 E5 Overview

Microsoft 365 E5 is a comprehensive suite designed for enterprises, offering a wide array of productivity applications and advanced capabilities, including robust security features . For a small business considering this option, understanding the key components is crucial .

The core productivity applications included in Microsoft 365 E5 are fundamental for day-to-day operations and align with the needs of most businesses . These typically encompass familiar tools such as Word, Excel, PowerPoint, Outlook, OneNote, SharePoint, and OneDrive . Microsoft Teams, a unified communication and collaboration platform, is also generally included .

Unlike the Business Premium plan, Microsoft 365 E5, being an enterprise offering, typically does not impose a user limit . While a small business might currently have a limited number of employees, the absence of a cap provides significant scalability for future growth beyond the 300-user threshold of Business Premium . This ensures that as the business expands, the chosen platform can accommodate its growing workforce without requiring a potentially disruptive migration to a different plan .

The inherent security capabilities within Microsoft 365 E5 are extensive and designed to provide enterprise-grade protection . These advanced features include Microsoft Defender for Endpoint Plan 2, which offers comprehensive endpoint security with advanced threat detection, analysis, and response . Microsoft Defender for Office 365 Plan 2 provides enhanced email and collaboration security, protecting against sophisticated phishing attacks, malware, and other threats . Microsoft Defender for Identity focuses on securing user identities by detecting and responding to identity-based attacks . Microsoft Defender for Cloud Apps provides visibility and control over cloud application usage, helping to manage shadow IT and secure SaaS applications . Additionally, Microsoft 365 E5 includes Microsoft Entra ID Plan 2 (formerly Azure AD Premium P2), which offers advanced identity and access management features such as risk-based conditional access and identity governance . Beyond these, E5 also incorporates advanced compliance tools to assist organizations in meeting regulatory requirements . Features like BitLocker for data encryption, Credential Guard to protect domain credentials, and Device Guard to prevent malicious code execution further enhance the security posture .

Microsoft 365 Business Premium Overview

Microsoft 365 Business Premium is specifically tailored for small to medium-sized businesses, offering a balance of productivity tools and security features . Understanding its core components is essential for a comprehensive comparison .

Similar to E5, Microsoft 365 Business Premium includes the core suite of productivity applications that are vital for most business operations . These applications typically include Word, Excel, PowerPoint, Outlook, OneNote, SharePoint, OneDrive, and Microsoft Teams, providing a comprehensive set of tools for document creation, data management, presentations, communication, and collaboration .

A key difference from E5 lies in the user limit. Microsoft 365 Business Premium is designed for businesses with up to 300 users . This limitation is generally sufficient for most small businesses but could pose a constraint for organizations anticipating significant growth beyond this number . In such cases, a future migration to an enterprise plan like E5 might become necessary .

The base subscription of Microsoft 365 Business Premium includes a foundational set of security offerings designed to protect SMBs . These features include Microsoft Defender for Business, which provides endpoint protection against malware and other threats . Microsoft Entra ID Plan 1 is included for identity and access management . Microsoft Defender for Office 365 Plan 1 offers email and file protection against viruses, spam, and phishing attacks . Microsoft Purview Information Protection helps to classify and protect sensitive data . The plan also includes basic mobility and security features to manage and secure devices, along with device management capabilities through Microsoft Intune Plan 1 . Additionally, Azure Information Protection is often part of the offering, providing further data security measures . While these features offer a solid security foundation, they are generally less advanced than the Plan 2 versions and broader capabilities found in Microsoft 365 E5 .

The Microsoft 365 E5 Security Add-on for Business Premium

Recognizing the increasing need for advanced security among SMBs, Microsoft has introduced the E5 security add-on for Microsoft 365 Business Premium . This add-on significantly enhances the security posture of the Business Premium plan by incorporating several key components from the enterprise-grade E5 security suite .

The core of this add-on comprises Microsoft Entra ID Plan 2, Microsoft Defender for Identity, Microsoft Defender for Endpoint Plan 2, Microsoft Defender for Office 365 Plan 2, and Microsoft Defender for Cloud Apps . These are the same advanced security solutions that form a cornerstone of Microsoft 365 E5, effectively bringing “E5-level” security capabilities to the Business Premium plan .

A key enhancement is in identity and access controls, with the upgrade to Microsoft Entra ID Plan 2 . This provides risk-based conditional access, leveraging machine learning to analyze user behavior and sign-in patterns to dynamically adjust access requirements based on the perceived risk . This proactive approach helps to block suspicious login attempts in real-time and automate security responses, offering a more sophisticated defense against identity-based threats, which are a significant vulnerability for many SMBs . Furthermore, Entra ID Plan 2 includes identity protection and identity governance features, enhancing the overall security and management of user identities and access rights .

The add-on also introduces Extended Detection and Response (XDR) capabilities through the integration of the advanced Defender products . This delivers a unified and efficient approach to incident-level visibility across the entire attack lifecycle, consolidating security information from endpoints, email, and cloud applications . This centralized view enables better threat hunting, more comprehensive forensic analysis, and faster incident response—capabilities that were traditionally reserved for larger enterprises with dedicated security teams .

The E5 security add-on significantly enhances threat protection across various attack vectors . Microsoft Defender for Endpoint Plan 2 builds upon the capabilities of Defender for Business by adding features like advanced threat hunting, live response, six months of data retention on the device, and endpoint security for IoT devices . Microsoft Defender for Office 365 Plan 2 strengthens email and collaboration security with automated investigation and response capabilities, attack simulation training to educate employees about phishing attempts, threat trackers, advanced hunting, and a comprehensive threat explorer . Lastly, Microsoft Defender for Cloud Apps provides crucial Software as a Service (SaaS) security by enabling IT teams to identify and manage shadow IT, ensure that only approved applications are used, and protect against sophisticated SaaS-based attacks .

Feature Comparison Tables

To provide a clearer comparison, the following tables outline the core features and security capabilities of Microsoft 365 E5 and Microsoft 365 Business Premium with the E5 security add-on.

Table 1: Core Feature Comparison

Table 1: Core Feature Comparison
Feature Microsoft 365 E5 Microsoft 365 Business Premium
Included Applications Word, Excel, PowerPoint, Outlook, OneNote, SharePoint, OneDrive, Teams Word, Excel, PowerPoint, Outlook, OneNote, SharePoint, OneDrive, Teams
User Limit Unlimited Up to 300
Base Subscription Cost (AUD) ~$81.90 per user/month (excl. GST) AU$32.90 per user/month (excl. GST)

Table 2: Security Feature Comparison

Table 2: Security Feature Comparison
Security Area Microsoft 365 E5 Microsoft 365 Business Premium (with E5 Security add-on)
Threat Protection Microsoft Defender for Endpoint Plan 2 Microsoft Defender for Endpoint Plan 2
Microsoft Defender for Office 365 Plan 2 Microsoft Defender for Office 365 Plan 2
Microsoft Defender for Identity Microsoft Defender for Identity
Microsoft Defender for Cloud Apps Microsoft Defender for Cloud Apps
Information Protection Microsoft Purview (Advanced DLP) Microsoft Purview (Basic DLP – *needs verification if add-on upgrades*)
Sensitivity Labels Sensitivity Labels
Compliance Advanced eDiscovery, Insider Risk Management, Compliance Manager Basic Auditing (*needs verification if add-on upgrades*)
Identity and Access Management Microsoft Entra ID Plan 2, Risk-based Conditional Access, Identity Protection, Identity Governance, MFA Microsoft Entra ID Plan 2, Risk-based Conditional Access, Identity Protection, Identity Governance, MFA

*Note: Pricing and specific feature levels may vary. Further verification is recommended based on the latest Microsoft offerings in the Australian market.*

Pricing and Value Analysis

Analyzing the pricing for both Microsoft 365 E5 and Business Premium with the E5 security add-on in Australia is crucial for determining the best value for a small businesses. Based on the available information, Microsoft 365 E5 appears to range from approximately AU$81.90 per user per month, excluding GST . It’s important to note that the specific price can depend on the type of licensing agreement . Nonprofit organizations may have access to significantly lower pricing .

Microsoft 365 Business Premium has a listed price of AU$32.90 per user per month, excluding GST . Nonprofit pricing is available at a much lower rate .

The Microsoft 365 E5 Security add-on for Business Premium is listed at approximately AU$23.76 per user per month including GST for a monthly commitment, or AU$237.60 per user per year including GST . This pricing suggests that for a small business, the cost of adding E5-level security features to a Business Premium subscription is considerably less than opting for the full Microsoft 365 E5 plan .

Considering a hypothetical small business with 20 employees, the potential cost comparison becomes clearer. If E5 is priced at around AU$81.90 per user per month (excluding GST), the total monthly cost would be approximately AU$1638 (excluding GST). If Business Premium is AU$32.90 per user per month (excluding GST), the total monthly cost would be approximately AU$658 (excluding GST). Adding the E5 security add-on at AU$23.76 per user per month (including GST) would bring the total monthly cost for Business Premium with enhanced security to around AU$1133.20 (including GST).

This preliminary cost analysis suggests that for a small business primarily focused on enhancing security, the combination of Microsoft 365 Business Premium with the E5 security add-on offers a significantly more cost-effective solution compared to the full Microsoft 365 E5 suite . The add-on provides access to near-equivalent advanced security features at a considerably lower overall expense, making it a compelling value proposition for security-conscious SMBs operating within budget constraints .

Limitations and Requirements of the E5 Security Add-on

While the E5 security add-on offers significant security enhancements for Microsoft 365 Business Premium users, there are certain limitations and requirements that small businesses need to consider . One notable limitation is the lack of support for mixed licensing in the context of endpoint security . If a business has a mix of users with Business Premium (which includes Defender for Business) and users with the E5 security add-on (which includes Defender for Endpoint Plan 2), the entire tenant will default to the Defender for Business experience . To fully leverage the advanced features of Defender for Endpoint Plan 2 for any user, all users in the tenant must be licensed for it, either through the E5 security add-on or as part of a full E5 subscription . This means that a phased rollout or pilot program with a subset of users might not yield the intended benefits unless a tenant-wide upgrade is implemented .

Another point to consider is the absence of the E5 Compliance add-on for Business Premium . Businesses with stringent compliance requirements that necessitate the advanced compliance features found in the full E5 suite might find the Business Premium plan with the security add-on insufficient in this regard . Additionally, there is a mention that an E3 subscription might be a prerequisite for some features of the E5 security add-on . This requires further clarification from Microsoft to understand if it impacts the functionality available to Business Premium users with the add-on .

From a management perspective, while Microsoft 365 Business Premium is generally designed for ease of use, even for IT generalists , the advanced security features introduced by the E5 add-on might require a higher level of technical expertise for effective configuration and ongoing management . Small businesses with limited or no dedicated IT staff might need to factor in the cost of external IT support or invest in training to fully utilize these advanced security capabilities . However, the availability of a trial version of the add-on could allow businesses to assess the management overhead before committing to a full purchase .

Conclusion and Recommendation

In conclusion, both Microsoft 365 E5 and Microsoft 365 Business Premium with the E5 security add-on offer compelling solutions for enhancing the security posture of small businesses. Microsoft 365 E5 provides a comprehensive suite of enterprise-grade productivity and security features, along with unlimited user scalability . However, it comes at a significantly higher cost, which might be prohibitive for many SMBs .

On the other hand, Microsoft 365 Business Premium offers a robust set of productivity tools and a foundational level of security at a more affordable price point, albeit with a 300-user limit . The introduction of the E5 security add-on significantly elevates the security capabilities of Business Premium to a level that closely mirrors the advanced threat protection, identity management, and cloud security features found in Microsoft 365 E5 .

For a security-conscious small businesses, where budget constraints and potentially a user base under 300 are likely factors, Microsoft 365 Business Premium with the E5 security add-on generally offers the best value . It provides access to critical enterprise-level security features at a considerably lower total cost of ownership compared to a full E5 subscription . While there are limitations to consider, such as the mixed licensing constraint and the potential need for specialized expertise to manage the advanced security features, the significant cost savings and the substantial security enhancements make this a highly attractive option .

As next steps, the business owner or IT manager should explore the trial version of the E5 security add-on to gain hands-on experience with its features and management interface . Contacting a Microsoft partner for a personalized consultation and accurate pricing based on their specific business size and needs is also recommended . Finally, conducting a thorough assessment of the organization’s current and anticipated security and productivity requirements will help in making the most informed decision.

CIAOPS Need to Know Microsoft 365 Webinar – April

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Join me for the free monthly CIAOPS Need to Know webinar. Along with all the Microsoft Cloud news we’ll be taking a look at AI Agents in Microsoft 365.

Shortly after registering you should receive an automated email from Microsoft Teams confirming your registration, including all the event details as well as a calendar invite.

You can register for the regular monthly webinar here:

April Webinar Registrations

(If you are having issues with the above link copy and paste – https://bit.ly/n2k2504)

The details are:

CIAOPS Need to Know Webinar – April 2025
Wednesday 23rd of April 2025
11.00am – 12.00am Sydney Time

All sessions are recorded and posted to the CIAOPS Academy.

The CIAOPS Need to Know Webinars are free to attend but if you want to receive the recording of the session you need to sign up as a CIAOPS patron which you can do here:

http://www.ciaopspatron.com

or purchase them individually at:

http://www.ciaopsacademy.com/

Also feel free at any stage to email me directly via director@ciaops.com with your webinar topic suggestions.

I’d also appreciate you sharing information about this webinar with anyone you feel may benefit from the session and I look forward to seeing you there.

Script to delete old installed PowerShell module versions

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A while ago I wrote a script that report all the previous versions of PowerShell modules that have been installed.

https://blog.ciaops.com/2025/03/28/report-installed-powershell-module-versions/

I’ve now done a script that will allow yoru to delete all these previous versions while retaining the current version. You’ll find that script here:

https://github.com/directorcia/Office365/blob/master/psmodules-del.ps1

# Example usage:
# Remove-OldPSModules                                                  # Process all modules without confirmation
# Remove-OldPSModules -SummaryOnly                                     # Only show summary info, minimize verbose output
# Remove-OldPSModules -ModuleNames “Microsoft.Graph”, “Az”            # Process specific modules
# Remove-OldPSModules -ConfirmUninstall                               # Ask before each removal
# Remove-OldPSModules -WhatIf                                         # Simulation mode, no actual changes
# Remove-OldPSModules -ModuleNames “Az” -ConfirmUninstall -WhatIf     # Combine parameters as needed

You can modify the execution part of the script at the bottom to suit your needs.