
Complete Enterprise License Comparison: Security, Compliance, Pricing & Features
~$36/user/month
Best for: Organizations with basic security needs
~$57/user/month
Best for: Security-conscious enterprises, regulated industries
Choosing between Microsoft 365 E3 and Microsoft 365 E5 is one of the most important licensing decisions for enterprise organizations. Both licenses provide the full Microsoft 365 productivity suite, but E5 adds significant security, compliance, voice, and analytics capabilities that can be essential for regulated industries and security-conscious organizations.
The Microsoft 365 E5 license (also known as M365 E5 or Office 365 E5) is Microsoft's most comprehensive enterprise offering, designed for organizations that need:
$36.00
per user/month (annual)
$57.00
per user/month (annual)
+$21.00
per user/month
For a 500-user organization, the annual difference between E3 and E5 is approximately $126,000. However, this comparison doesn't account for the add-on costs you'd incur to get E5-equivalent features with E3:
| Add-on for E3 | Cost/user/month | Included in E5? |
|---|---|---|
| Microsoft Defender for Office 365 P2 | $5.00 | |
| Microsoft Defender for Endpoint P2 | $5.20 | |
| Power BI Pro | $10.00 | |
| Teams Phone Standard | $8.00 | |
| Audio Conferencing | $4.00 | |
| Total Add-ons | $32.20+ | All included in E5 |
If you need 3+ of the E5-exclusive features, upgrading to E5 is typically more cost-effective than buying E3 plus add-ons. The $21 premium for E5 provides over $32 worth of add-on features, plus additional compliance and security tools not available as add-ons.
Security is where the Microsoft 365 E5 license truly shines. E5 includes Microsoft's complete security stack, while E3 provides only baseline protection.
For regulated industries (healthcare, finance, legal, government), E5's compliance features are often the deciding factor.
Organizations subject to HIPAA, FINRA, SEC Rule 17a-4, or similar regulations often require E5's advanced compliance features. The Advanced eDiscovery and Audit capabilities are essential for legal holds and regulatory investigations.
Microsoft 365 E5 includes full cloud voice capabilities that would cost $12+/user/month as add-ons to E3:
For organizations planning to replace their traditional phone system with Teams, E5 provides significant value by including Phone System at no additional cost.
Power BI Pro ($10/user/month standalone) is included with Microsoft 365 E5, providing:
For data-driven organizations that need business intelligence for most employees, E5's included Power BI Pro can justify the upgrade cost alone.
| Feature Category | E3 | E5 |
|---|---|---|
| Productivity & Collaboration | ||
| Office Apps (Word, Excel, PowerPoint, Outlook) | ||
| Microsoft Teams | ||
| Exchange Online (100 GB mailbox) | ||
| SharePoint Online | ||
| OneDrive for Business (unlimited) | ||
| Security | ||
| Azure AD Premium P1 | ||
| Azure AD Premium P2 (Identity Protection, PIM) | ||
| Microsoft Defender for Office 365 P2 | ||
| Microsoft Defender for Endpoint P2 | ||
| Microsoft Defender for Identity | ||
| Microsoft Defender for Cloud Apps | ||
| Compliance | ||
| Basic eDiscovery | ||
| Advanced eDiscovery | ||
| Advanced Audit (10-year retention) | ||
| Insider Risk Management | ||
| Communication Compliance | ||
| Voice & Analytics | ||
| Teams Phone System | ||
| Audio Conferencing | ||
| Power BI Pro | ||
For most enterprise organizations, we recommend Microsoft 365 E5 due to the comprehensive security and compliance features. The cost difference is typically offset by reduced need for third-party security tools, and the integrated experience across Microsoft Defender products provides better protection than point solutions.
Microsoft 365 E5 includes everything in Office 365 E5 plus Windows 10/11 Enterprise and Enterprise Mobility + Security (EMS). Office 365 E5 is the cloud services only (Exchange, SharePoint, Teams, etc.) without the Windows license or device management features.
Yes, you can assign E3 to some users and E5 to others. A common strategy is E5 for executives, IT, security teams, and compliance officers who need advanced features, with E3 for general users.
E5 includes Teams Phone System (cloud PBX), but you still need PSTN connectivity. Options include Microsoft Calling Plans (additional cost), Operator Connect, or Direct Routing with your existing carrier.
No, Microsoft 365 Copilot is an additional $30/user/month add-on that requires E3 or E5 as a prerequisite. Copilot is not included in either license tier.
E5 includes Power BI Pro, which allows creating and sharing reports with other Pro users. For Power BI Premium features (larger datasets, paginated reports, deployment pipelines), you need Premium Per User ($20/user/month add-on) or Premium capacity.
E5's Microsoft Defender suite provides enterprise-grade protection comparable to leading third-party vendors. The key advantage is native integration across endpoints, email, identity, and cloud apps with a unified security dashboard. Many organizations eliminate separate EDR, CASB, and email security products after deploying E5.
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