Microsoft license comparison in a M365 License Matrix
Microsoft 365 (formerly Office 365) is a cloud-based service from Microsoft that offers a suite of apps and services for productivity, communication, and collaboration. Despite being known for those applications, it also contains many security services designed to protect organizations’ cloud ecosystems that many companies might not know about.
Differentiating between seemingly similar plans (e.g., E3 vs. E5 or Frontline F1 vs. F3) requires a granular analysis of security controls, compliance mechanisms, and core productivity features. Without a proper understanding of these differences, an organization might overspend on security features they don’t understand or need while still having security gaps.
In this article, we look at various licensing models and security features that M365 subscriptions offer, so you understand what might be the most appropriate license to satisfy the security requirements of your organization. We also discuss some additional security enhancements to M365 that your organization can implement to take your email security to the next level. Our analysis focuses on three key areas: general security, threat protection, and information protection.
Summary of key Microsoft 365 licensing concepts
Microsoft 365 licensing families covered in this guide (as of July 2026).
Concept
Description
Microsoft 365 Enterprise E3 versus E5
Microsoft 365 E3 and E5 are both licenses tailored for big enterprises and come with a lot of security features that are often hard to distinguish.
Microsoft 365 Business Basic versus Standard versus Premium
Microsoft 365 Business Basic, Standard, and Premium are three licensing models that Microsoft offers for small- to mid-sized organizations, each with a different set of security features. Premium provides several benefits over the other two.
Microsoft 365 Frontline F1 versus F3 and F5 Add-ons
Microsoft 365 F1 versus F3 versus F5 add-ons are three licensing models that Microsoft offers for frontline workers that are slightly different from the business licenses. Again, the highest tier (F5) provides multiple benefits that are not available in the other two options.
Microsoft 365 Education A3 versus A5
Microsoft 365's A3 and A5 are two licensing models that Microsoft offers for educational institutions, coming with a slightly different set of security features compared to Business or Enterprise licenses.
Complementary email security integrations
IRONSCALES can further enhance email security by integrating M365 products in an easy-to-use platform.
Microsoft 365 Enterprise E3 vs E5
While both Microsoft 365 E3 and Microsoft 365 E5 offer similar Office 365 functionalities, there is a substantial difference in the security features between the E3 and E5 packages. Since Microsoft 365 is composed of Office 365, Enterprise Mobility Security 365, and Windows, we will take a closer look at each component and compare these two licensing models. The table below summarizes the differences.
Microsoft 365 Enterprise E3 vs E5: security, threat protection, and information protection (as of July 2026).
Feature
M365 E3
M365 E5
General security
Entra ID Plan 1
Yes
Yes
Entra ID Plan 2
No
Yes
Multi-factor authentication (MFA)
Yes
Yes
Passwordless authentication
Yes
Yes
Single sign-on (SSO)
Yes
Yes
Conditional access
Yes
Yes
Intune
Yes
Yes
Basic mobility and security Retired by Microsoft; superseded by Intune
Yes
Yes
Privileged identity management (PIM)
No
Yes
Threat protection
Exchange Online Protection (EOP)
Yes
Yes
Defender for Endpoint Plan 1
Yes
Yes
Defender for Endpoint Plan 2
No
Yes
Defender for Office 365 Plan 1 Included in Microsoft 365 E3 / Office 365 E3 as of July 1, 2026
As of July 1, 2026, Microsoft Defender for Office 365 Plan 1 (Safe Links, Safe Attachments, and advanced anti-phishing) is included in Microsoft 365 E3 and Office 365 E3, turning on automatically for licensed users (rollout completes August 1, 2026). Plan 2 (Automated Investigation and Response, Threat Explorer at depth, Attack Simulation Training, advanced hunting) stays in E5. See Microsoft Defender Licenses and Defender for Office 365 Plan 1 comes to E3.
Data loss prevention for Exchange, SharePoint, and OneDrive is included in E3. Endpoint DLP and Teams-chat DLP require E5.
Microsoft 365 Enterprise E3 versus E5 security features matrix
Upgrading to Microsoft 365 E5 empowers your organization with a suite of advanced tools that are critical for modern security and compliance. Below, we discuss the most important security features that this license offers compared to M365 E3 in each of the three key areas mentioned earlier: general security, threat protection, and information protection.
Microsoft Entra ID Plan 2:Advanced features like access reviews, entitlement management, and risk-based conditional access for robust identity governance
Threat protection
Microsoft Defender for Office 365 Plan 2:Provides advanced email protection (Safe Attachments, Safe Links, real-time reporting, and automated remediation) to fight zero-day attacks and advanced phishing.
Microsoft Defender for Endpoint Plan 2:Comprehensive endpoint protection with advanced detection/response capabilities, vulnerability management, attack surface reduction, and automated investigation and response capabilities
Microsoft Defender for Cloud Apps:Integrates with other Microsoft security solutions for cross-platform threat intelligence and coordinated response; provides visibility, threat detection, and controls forcloud app usagewithin your organization.
Customer Key:Provides additional control over encryption for data at rest
Customer Lockbox:Gives you approval rights over Microsoft’s access to your data in support scenarios
Advanced eDiscovery:Extensive search, analysis, and legal hold capabilities for compliance
Insider risk management:Identifies internal threats like data leaks or policy violations through behavioral analysis
Microsoft 365 Business Basic versus Standard versus Premium
For small businesses venturing into the cloud, Microsoft 365 Business Basic lays the groundwork with essential online tools.Stepping up, theStandardlicense builds upon this with desktop Office apps and enhanced collaboration features. At the top, thePremiumlicense caters to organizations demanding higher levels of security, comprehensive device management, and stringent compliance capabilities. It’s crucial for your organization to assess and select the Microsoft 365 plan that not only fits your operational scale and industry but also meets specific security and regulatory needs.
Microsoft 365 Business Basic vs Standard vs Premium (as of July 2026).
Feature
M365 Business Basic
M365 Business Standard
M365 Business Premium
General security
Entra ID Plan 1
No
No
Yes
Entra ID Plan 2
No
No
No
Multi-factor authentication (MFA)
Yes
Yes
Yes
Passwordless authentication
No
No
No
Single sign-on (SSO)
Yes
Yes
Yes
Conditional access
No
No
No
Intune
No
No
Yes
Basic mobility and security Retired by Microsoft; superseded by Intune
Business Premium already included Defender for Office 365 Plan 1 before the July 2026 change and gains nothing new from it. Business Basic and Business Standard are not affected.
Microsoft 365 Business Basic versus Standard versus Premium security features matrix
Microsoft 365 Business Premiumbuilds the foundation for a zero-trust approach to security. Additionally, different from the rest of the Microsoft 365 Business licenses that don’t provide many security features, Microsoft 365 Business Premium can improve your overall security in different areas:
General security
Privileged Identity Management (PIM):Just-in-time administrative access with time-bound authorization and approval workflows, reducing the attack surface of privileged roles
Intune Plan1: Comprehensive mobile device and application management (MDM/MAM) for in-depth device configuration, compliance enforcement, and app protection policies
Conditional Access:Granular access controls based on device, location, user, and risk signals, providing zero-trust framework alignment
Threat protection
Defender for Business:Comprehensive endpoint protection with advanced detection/response, vulnerability management, automated investigation and remediation, attack surface reduction, and more
Microsoft 365 Cloud App Discovery:Analyzes your network traffic to reveal cloud app usage, including shadow IT, and assesses the risks associated with each app
Defender for Office 365 Plan 1:Enhanced email protection with Safe Attachments, Safe Links, and real-time reporting; also protects against zero-day attacks, targeted phishing, and business email compromise
Information protection
Microsoft Purview Information Protection:Unified data classification, labeling, and encryption across M365 apps and services; enhances compliance with data governance regulations
Data Loss Prevention (DLP):Proactively safeguards sensitive data with policies to detect, monitor, and automatically apply protection actions (encryption, rights management, and blocking)
Message Encryption (advanced):Granular controls for email encryption, including rights management, expiration, and revocation
How IRONSCALES can help
Considering that some Microsoft add-ons or upgrades to their existing licenses can be expensive and complex to evaluate, you can always look at other specialized solutions that complement your existing Microsoft configuration, such as IRONSCALES, which provides:
User training:Simulated phishing attacks and educational content help employees spot threats.
Microsoft 365 Frontline F1 versus F3 and F5 add-ons
M365 Frontline licenses, although sometimes confused with the M365 Business licenses, focus only on frontline employees: those who work directly with customers, clients, or other recipients of services. Microsoft’s goal with M365 Frontline is to “simplify processes, unify communication tools, and engage frontline workers in a secure, all-in-one platform with Microsoft 365.”
The table below summarizes the differences in features between M365 Frontline F1, F3, and F5.
Microsoft 365 Frontline F1 vs F3 vs F5 add-ons (as of July 2026).
Feature
M365 F1
M365 F3
M365 F5 Add-ons
General security
Entra ID Plan 1
Yes
Yes
Yes
Entra ID Plan 2
No
No
Yes
Multi-factor authentication (MFA)
Yes
Yes
Yes
Passwordless authentication
Yes
Yes
Yes
Single sign-on (SSO)
Yes
Yes
Yes
Conditional access
Yes
Yes
Yes
Intune
Yes
Yes
Yes
Device management
Yes
Yes
Yes
Basic mobility and security Retired by Microsoft; superseded by Intune
Microsoft 365 Frontline F1 versus F3 versus F5 Add-ons security features matrix
WhileMicrosoft 365 Frontline F1 and F3can provide a decent level of security, theMicrosoft 365 Frontline F5 Add-Onvastly expands your visibility and control. Below we highlight some of the most important security enhancements, divided into the same three categories seen in the table above.
Microsoft Defender for Cloud Apps: Gives visibility and control over cloud app usage, extending security to applications that frontline workers use.
Microsoft Entra ID Plan 2: A complete identity and access management solution offering advanced threat protection, risk-based conditional access, and identity governance tools
Microsoft Defender for Office 365 Plan 2:A significant upgrade with Safe Attachments, Safe Links, real-time reporting, automated investigation/response, and zero-day attack protection
Microsoft Defender for Endpoint Plan 2:Robust endpoint protection with advanced detection/response, vulnerability management, and attack surface reduction
Data Loss Prevention (DLP):Provides policies to prevent unauthorized sharing of sensitive data handled by the frontline workforce.
How IRONSCALES can help
If your organization wants to avoid analyzing different add-ons and the complex licensing behind them while enhancing email protection, it’s worth looking at complementary solutions in the market.IRONSCALEShelps organizations with:
M365 Educationis another licensing bundle that Microsoft offers as a set of student-centered solutions that help create an equitable learning environment for all while supporting students with their learning activities. Very much like Microsoft 365 Enterprise E3 and E5, the Education bundle brings everything from the Enterprise powerhouse while additionally enhancing it with functionalities that are deemed more appropriate for educational bodies.
Based on an educational institution’s professional and security-related needs, you can choose between the M365 A3 or A5 license, whose differences are summarized in the table below.
Microsoft 365 Education A3 vs A5 (as of July 2026).
Feature
M365 A3
M365 A5
General security
Entra ID Plan 1
Yes
Yes
Entra ID Plan 2
No
Yes
Multi-factor authentication (MFA)
Yes
Yes
Passwordless authentication
Yes
Yes
Single sign-on (SSO)
Yes
Yes
Conditional access
Yes
Yes
Intune
Yes
Yes
Device management
Yes
Yes
Basic mobility and security Retired by Microsoft; superseded by Intune
The July 2026 change applies to Microsoft 365 E3 / Office 365 E3 (and their G3 government equivalents) only. It does not extend Defender for Office 365 Plan 1 to Education A3.
Microsoft 365 Education A3 versus A5 security features matrix
Microsoft 365 A5is built for educational organizations that need advanced security and sensitive data protection, and it is subject to strict regulations. It ships with Information Protection, eDiscovery, and security features like the whole Microsoft Defender stack to ensure advanced security. Let’s see some of the most important security enhancements it provides, divided into the three main categories again.
Entra ID Plan 2:Advanced identity governance with access reviews, entitlement management, risk-based conditional access, and more
Information barriers:Enforces communication and collaboration restrictions between groups within the organization
Threat protection
Microsoft Defender for Office 365 Plan 2:Advanced protection against zero-day attacks, targeted phishing, ransomware, and business email compromise with Safe Attachments, Safe Links, real-time reporting, and automated remediation
Microsoft Defender for Endpoint Plan 2:Comprehensive endpoint protection with advanced detection/response, vulnerability management, attack surface reduction, and automated investigations
Insider Risk Management:Identifies internal threats like data leaks or policy violations through behavioral analysis
Complementary email security integrations
Basic Microsoft 365 plans like Microsoft 365 F1, F3, and Business Basic, leave your email security vulnerable or incomplete. This could represent the right moment to leverage a comprehensive AI-powered solution for email protection, such as IRONSCALES. Their native API integration makes it easy to complement your Microsoft 365 solution with features such as:
Crowdsourced threat intelligence: The IRONSCALESglobal network of 35,000+ security professionals across 17,000+ organizations shares real-time threat data that continuously sharpens the platform’s detection capabilities. Complementing this is itsAI-poweredthreat detection capabilities to locate phishing attempts, zero-day attacks, and impersonation scams that often bypass the traditional email filters offered by Microsoft 365.
Phishing simulation testing:Where Defender ships generic simulation templates, IRONSCALES builds simulations from real reconnaissance on the tactics targeting your people, so training reflects the attacks they actually face.
In this article, we explained the security features that various Microsoft 365 subscriptions offer, giving IT (security) professionals an insight into what exactly they need to choose for their organizations. The optimal M365 configuration is not necessarily the most expensive option. Based on our organization’s risk tolerance, regulatory complaint requests, and various user workflows, you might want to actually select multiple plans and even add solutions that complement the existing infrastructure, such asIRONSCALES, to achieve a robust security posture.
Learn about the various licensing models and security features offered by Microsoft 365 to help organizations choose the most appropriate plan for their security needs.
Learn about the latest email security features of Microsoft Defender for Office 365, including Explorer, Advanced Hunting Queries, and Automated Investigation and Response, to combat the evolving threat of phishing attacks.
Learn how the M365 Business Premium license provides essential cybersecurity components, such as Microsoft Intune and Defender for Endpoint, to enhance overall security defense for small and mid-sized organizations.
Learn about Microsoft's advanced threat protection platform, Defender XDR, and its various components and licensing models to enhance overall security for your organization.
Chapter: 4 Exchange Online Protection vs Defender For Office 365
Learn about Microsoft's Exchange Online Protection and Defender for Office 365, their features, best practices, and how they compare in email security.
Learn about the alarming growth in volume and sophistication of phishing attacks and how Microsoft 365’s Defender for Endpoint features can help enhance cyber resilience.