Microsoft 365

Microsoft 365 E3 vs. E5 vs. F3: Choosing the Right SKU for Enterprise Users

Microsoft 365 E3 vs. E5 vs. F3

Microsoft 365 E3 vs. E5 vs. F3

Selecting the right Microsoft 365 Enterprise license edition is crucial for striking a balance between cost and capabilities.

CIOs and CTOs should tailor their Microsoft 365 licensing mix—specifically, E3, E5, and F3—to meet the unique needs of individual user roles.

The key message: not everyone in the organization needs the top-tier (and most expensive) E5 plan.

Right-sizing licenses (using E3 or F3 where appropriate) can deliver enterprise-wide productivity while avoiding overspending on unnecessary features.

Overview: E3, E5, and F3 License Options

Microsoft offers multiple Microsoft 365 Enterprise SKUs to cater to the diverse needs of users. The main options are E3, E5, and F3 (Frontline).

Each edition provides a bundle of Office apps, cloud services, and security features at different levels:

  • E3 is the core enterprise suite, covering standard productivity and security needs.
  • E5 is the premium suite with advanced security, compliance, analytics, and telephony features (at a significantly higher cost).
  • F3 is a stripped-down plan for frontline or firstline workers who require only basic email and collaboration tools.

Understanding these differences is critical. A common mistake is assuming one size fits all—for example, buying E5 for every employee by default.

In reality, CIOs should align each user’s role with the appropriate license: give power-users and high-risk roles the advanced tools of E5, standard knowledge workers the cost-effective E3, and task-based workers the lightweight F3.

This ensures everyone has what they need, and you’re not paying for extras that go unused.

Read Microsoft 365 E5 Value: Using Included Features Over Third-Party Add-Ons.

Microsoft 365 E3 – Core Enterprise Suite

Microsoft 365 E3 is the standard enterprise plan that delivers the full Office productivity suite and essential enterprise services without the extras that drive up cost.

It includes:

  • Productivity Apps: Full desktop versions of Office apps (Word, Excel, PowerPoint, Outlook, etc.), plus web and mobile app access.
  • Collaboration Services: Email (Exchange Online) with large mailboxes (typically 100 GB mailbox and archive capabilities), SharePoint and OneDrive for Business (1 TB storage per user, expandable), and Microsoft Teams for meetings and chats.
  • Enterprise Management & Security: Windows 10/11 Enterprise OS licensing for each user’s device, and core security tools via EMS E3 (Azure AD Premium P1 for identity management, Microsoft Intune for device management, basic Office 365 data loss prevention, and MFA support).

E3 provides a robust foundation for most information workers. It covers standard security needs, including multi-factor authentication, basic threat protection, and compliance features (e.g., standard eDiscovery, data loss prevention policies), which satisfy many regulatory requirements.

Importantly, E3 costs significantly less than E5—roughly in the mid-$30s per user per month at list price (approx. $33–$36). This makes it a cost-effective default for users who do not explicitly need E5’s premium features.

For many organizations, Microsoft 365 E3 hits the “sweet spot”: it’s comprehensive enough to support enterprise-grade productivity and security, but not over-engineered for users with routine needs.

Real-world example: A regional bank equipped 90% of its employees with E3 to provide Office apps, email, and baseline security, while keeping costs contained.

Only specialists in IT security and data analysis were assigned higher-cost licenses.

This strategy ensured broad productivity without incurring the cost of advanced capabilities that most staff wouldn’t use.

Microsoft 365 E5 – Advanced Capabilities at a Premium

Microsoft 365 E5 is the top-tier plan that includes everything in E3 plus a suite of advanced features. It is designed for organizations that require best-in-class security, analytics, and communication capabilities.

Key additions with E5 include:

  • Advanced Security: Microsoft Defender for Endpoint (endpoint detection and response), Defender for Office 365 Plan 2 (advanced threat protection for email and documents), Azure AD Premium P2 (identity protection with risk-based conditional access and Privileged Identity Management), and other tools like Microsoft Cloud App Security. These go far beyond E3’s basic security, helping defend against sophisticated cyber threats.
  • Advanced Compliance: E5 unlocks tools such as Advanced eDiscovery, Audit (with longer audit log retention and audit analytics), Customer Lockbox for controlled data access, and advanced information protection. These features are critical for heavily regulated industries (finance, healthcare, government) where E3’s compliance features might not be sufficient.
  • Analytics & AI: E5 includes Power BI Pro, Microsoft’s business analytics platform, which enables users to create and share rich data visualizations (E3 users would require a separate Power BI license). It also offers advanced analytics, such as Workplace Analytics (insights into work patterns), and adds capabilities like Viva Insights (advanced mode) for in-depth analysis of organizational productivity.
  • Telephony and Collaboration Enhancements: With E5, organizations get Teams Phone System rights and Audio Conferencing out of the box. This means users can have full PBX-like calling functionality in Teams (make/receive external phone calls) and dial-in conferencing options for meetings. In contrast, E3 users would require additional licenses for these telephony features. For companies looking to use Teams as a phone system, E5 provides a big portion of that capability.

All these extras, however, come at a steep price. E5 is roughly 50–70% more expensive per user than E3. At list pricing, E5 is approximately $57 per user per month, versus E3 at approximately $34.

In enterprise agreements, that gap can represent millions of dollars over a multi-year term. E5’s value proposition is that it may eliminate the need for certain third-party products (e.g., email security gateways, standalone VPN or BI tools, third-party call systems) by consolidating those functions into one Microsoft license.

The challenge for CIOs is to ensure that this premium is only paid for by users who truly need those advanced capabilities. Paying 1.5–2 times more for E5 is worthwhile if a user leverages the extra features; otherwise, it’s a wasted budget.

Use case: A global professional services firm initially considered upgrading all 5,000 employees to E5 for advanced security and analytics.

After analysis, they identified that only about 1,000 users (in cybersecurity, compliance, and data science roles) would actively use E5 features.

They decided to license those 1,000 on E5 and keep 4,000 on E3. This targeted deployment met the firm’s needs and avoided spending on 4,000 unnecessary E5 subscriptions, resulting in an estimated annual savings of several million dollars.

Microsoft 365 F3 – Frontline Worker Essentials

Not every employee in an enterprise works at a desk or needs the full Office suite.

Microsoft 365 F3 is designed for frontline workers, including staff on the shop floor, in the field, or in customer service roles, who require basic communication and productivity tools but not a full PC software environment.

Key characteristics of F3 include:

  • Lightweight Productivity Access: F3 users receive web and mobile access to Office 365 apps (Word, Excel, PowerPoint online), but desktop Office applications are not included. This is suitable for users working on shared devices, such as tablets or phones.
  • Email & Storage Constraints: Exchange Online in F3 is provided as a kiosk plan, typically with a 2 GB mailbox per user and Outlook Web Access only (no Outlook desktop client). OneDrive storage is also limited (e.g., 2 GB per user). These limits are usually sufficient for employees who only occasionally use email and don’t deal with large files.
  • Teams & Collaboration: Despite its low cost, F3 still includes Microsoft Teams for chat, meetings, and calls (critical for keeping frontline staff connected). It also includes access to SharePoint sites, Yammer communities, and Shift scheduling tools, allowing frontline employees to participate in company communications and access resources.
  • Device Management & Security: F3 includes core security via EMS E3 components, such as Azure AD P1 and Intune. In practical terms, this allows for basic device management and security policies on work phones or shared terminals (e.g., enforcing MFA, conditional access on the apps they use). F3 users do not get the full advanced threat protection suite. Still, they are covered by fundamental cloud security measures and compliance policies (like being able to view/share content in a controlled way).

At an entry-level price (around $8 per user per month), F3 licenses are a fraction of the cost of E3/E5.

They are ideal for staff who mainly need to check email, view documents, communicate via Teams, or use a limited set of apps. Examples include retail floor employees, manufacturing line workers, or hourly service workers who may clock in via Teams Shifts and access company bulletins on SharePoint.

Providing E3 or E5 licenses to these users would be overkill and cost-prohibitive. By allocating F3 where appropriate, enterprises can extend digital tools to frontline teams without breaking the budget.

Feature and Cost Comparison

To visualize the differences in cost, consider the relative pricing of F3, E3, and E5. E5 is the highest-cost SKU, E3 is mid-range, and F3 is very low-cost per user. The chart below illustrates the approximate list price per user per month for each plan:

Illustrative comparison of Microsoft 365 monthly license costs per user. E5 (green bar) is roughly 1.6× the cost of E3 (orange bar), while F3 (blue bar) is only a small fraction of E3’s cost. This stark cost difference highlights why not every user should be on E5 if their needs can be met with a lower plan.

In addition to cost, the feature sets vary significantly. The following table summarizes each plan’s pricing and key capabilities to aid in comparison:

PlanApprox. Cost (USD/user/month)Key Features IncludedIdeal Use Cases
Microsoft 365 F3~$8 (Frontline)– Office apps via web/mobile (no desktop apps)
– 2 GB email mailbox (Outlook web access only)
– 2 GB OneDrive storage
– Microsoft Teams, SharePoint, Yammer access
– Basic device management (Intune, Azure AD P1)
Frontline and firstline workers: shift employees, retail, factory, or field staff who need basic email & Teams communication but not advanced productivity tools.
Microsoft 365 E3~$34 (Enterprise)– Full Office suite (desktop, web, mobile)
– 100 GB email mailbox + archive, 1 TB OneDrive (expandable)
– Exchange, Teams, SharePoint enterprise services
– Windows 10/11 Enterprise license per user
– Security & management: Azure AD P1, Intune, basic threat protection, standard compliance (DLP, eDiscovery)
Information and knowledge workers: employees who create and edit documents, use email & meetings heavily, and need enterprise security and device management but not specialized analytics or telephony.
Microsoft 365 E5~$57 (Enterprise Premium)Everything in E3, plus:
– Advanced security suite (Defender for Endpoint P2, Defender for Office P2, Azure AD P2, Cloud App Security)
– Advanced compliance (Advanced eDiscovery, Audit, Customer Lockbox, information protection enhancements)
– Power BI Pro for analytics and reporting
– Teams Phone System and Audio Conferencing capabilities
– Azure Sentinel integration and advanced monitoring
Power users and high-security environments: executives, analysts, IT security staff, or users in regulated departments who need top-tier security, data analysis tools, or integrated calling/voice features. Also suited for organizations aiming to consolidate numerous tools into the Microsoft 365 platform.

Note: The costs above are list prices for annual subscriptions. Enterprises with volume licensing agreements often negotiate discounts, especially on E5, given its higher price.

The “ideal use cases” aren’t strict rules but guidelines—each organization should map license levels to its users’ actual needs and work patterns.

Right-Sizing Your Licensing: Not Everyone Needs E5

One of the most important licensing strategies for a CIO is “right-sizing”: ensuring each employee has the least expensive license that still meets their needs. This prevents overspending on E5 licenses for users who don’t benefit from E5’s extras.

Key steps in right-sizing include:

  • Assess User Requirements: Analyze the roles within your organization and the tools and features that each role utilizes. For example, a call center agent likely just uses email, Teams, and maybe shared documents – an E3 or F3 license would suffice. An IT security engineer using advanced threat hunting tools or a data scientist using Power BI might justify an E5. Survey departments or review usage logs to identify how extensively users utilize advanced features, such as Power BI, Defender, or phone system capabilities.
  • Segment Your User Base: Group users into profiles based on roles such as high-security/high-compliance, standard office workers, and frontline staff. Many enterprises find a small percentage of users (perhaps 10–20%) truly need E5-level functionality. Most employees can safely be on E3, and a segment (often in operations or customer-facing roles) can use F3. For instance: High-Security or Specialized Users – e.g., cybersecurity team, legal/compliance officers, senior executives handling sensitive data. License: E5 for these users, providing advanced threat protection, auditing, and analytics. Knowledge Workers (General Office Staff) – e.g., analysts, marketers, finance staff, developers, managers. They use email, Office apps, and Teams daily. License: E3 is usually sufficient. They get all core productivity tools and baseline security. Only upgrade to E5 if a specific need arises (for example, a finance team that requires Power BI Pro may obtain a few E5 Licenses or separate Power BI licenses). Frontline/Firstline Workers – e.g., retail associates, factory technicians, field sales reps, contractors. They primarily need communication tools and may occasionally view or input data. License: F3 is tailored for these users, providing them with access to email, Teams, and online Office apps without the cost of full desktop software.
  • Use Data-Driven Decisions: Leverage Microsoft 365 admin reports and analytics to identify which features are being utilized. If you’ve deployed some E5 licenses, check if those users are using the E5-only features (like Power BI or Advanced Threat Protection dashboards). If not, it may indicate an opportunity to downgrade some to E3. Conversely, if an E3-licensed team is encountering limitations (e.g., needing larger mailboxes or more advanced compliance tools), that’s data to consider when upgrading select users to E5.

Right-sizing is an ongoing process. Regularly review license allocations (for example, quarterly or biannually) as roles change and Microsoft adds new features. This practice ensures that your organization isn’t paying for premium capabilities that sit idle.

One large enterprise found that after a year of E5 for all users, only a fraction of users engaged with the advanced security dashboards or Power BI.

They responded by shifting hundreds of users back to E3 and reallocating E5s to only those who truly needed them. The result was substantial cost savings with no loss in productivity or security.

Mix-and-Match Licensing and Add-On Options

Microsoft’s licensing model is flexible – you do not have to choose a single SKU for everyone.

Microsoft 365 plans are designed to be mixed within the same organization.

Many enterprises adopt a mix-and-match approach: for example, 70% E3 users, 20% F3, and 10% E5, aligning with different user groups.

There is no technical downside to this mix; all users can still collaborate. The benefit is purely cost optimization.

Additionally, Microsoft offers add-on licenses that can be attached to E3 or even F3 in some cases, providing specific E5 capabilities à la carte.

This granularity helps avoid “all or nothing” E5 adoption. Key add-ons to consider:

  • Microsoft 365 E5 Security – An add-on for E3 that includes the advanced security components of E5 (Defender suite, Threat Protection, Azure AD P2). Priced around $12 per user per month, this upgrade can enhance an E3 user’s security to the E5 level without requiring a full E5 subscription. This is useful if security is the only gap you need to fill for many E3 users.
  • Microsoft 365 E5 Compliance – Similarly, this add-on (~$10–$12/user/month) gives E3 users access to the advanced compliance features (Advanced eDiscovery, audit, customer key, etc.). Organizations under strict compliance mandates often use this for legal, HR, or compliance departments while keeping those users on E3 for other services.
  • Teams Phone and Audio Conferencing – If you want to enable enterprise voice calling in Teams for E3 users, you can buy a Teams Phone add-on license (formerly called Phone System license) for those users. Audio Conferencing (dial-in teleconference numbers) can be added separately or bundled in promotions. These add-ons mean you don’t have to put everyone on E5 just to get telephony for a subset of users.
  • Power BI Pro – E5 includes Power BI Pro, but you can purchase standalone Power BI Pro licenses (~$10 per user) for any E3 or F3 user who requires that analytics capability. This might be cheaper than upgrading an entire group to E5 if they only lack the analytics piece.

Using add-ons, an organization could, for example, keep all users on E3 but add the E5 Security package for the IT and security teams, and add a few Power BI Pro licenses for the analytics team.

That approach may cost far less than upgrading those groups to E5, while delivering nearly the same functionality in those specific areas.

However, be cautious with piecemeal add-ons: if you find that you need to add multiple add-ons (such as security, compliance, and calling) to a large subset of users, the combined cost might approach or exceed the E5 license cost. In such cases, a full E5 license could be more economical and simpler to manage.

Always run the numbers. Microsoft’s volume licensing specialists can help model these scenarios, but as a savvy customer, you should independently calculate the breakeven point where piecemeal add-ons stop making financial sense.

The goal is to strike the right balance—only pay for E5 where it truly adds value, or replicate its value via targeted add-ons.

Negotiation and Contract Considerations

Choosing between E3, E5, and F3 isn’t just a technical decision—it’s also a major factor in your Microsoft enterprise agreement negotiations.

Microsoft’s sales teams are often eager to sell more E5 subscriptions (because of the higher revenue per user), so CIOs and CTOs can leverage that in negotiations:

  • Leverage Volume and Scope: If you plan to adopt E5 for a portion of users (or eventually more users), use that as a bargaining chip. For example, you might tell Microsoft, “We will consider E5 for our engineering and finance divisions (500 users) but need better pricing,” or “If we expand E5 to more users in year 2, we expect a larger discount.” Microsoft will often respond with discounts or concessions to encourage broader adoption of E5. Large enterprises commonly negotiate 10–25% off the E5 list price (or even more for very large seat counts) in exchange for multi-year commitments or higher adoption. Don’t accept the first quote—come armed with pricing benchmarks from peers if possible.
  • Timing Can Improve Deals: Align your negotiations with Microsoft’s fiscal year-end or quarter-end (June 30 for year-end, and end of each quarter) when sales teams have strong incentives to close deals. In these periods, you might secure extra incentives—such as free add-on licenses, extended trials, or deeper discounts on E5—to tip the deal.
  • Request Trial Periods/Pilots: If you’re unsure about E5’s value, negotiate a pilot. Microsoft may offer a 3-6 month trial for select E5 features or a limited number of E5 seats. This allows your organization to validate the benefits before making a full commitment. It also sends Microsoft the signal that you are not sold on E5 sight-unseen, which can make them more flexible.
  • Consider Alternative Scenarios: Having a well-thought-out alternative can strengthen your position. For instance, be prepared to discuss a scenario where you remain on E3 plus third-party security tools, or where you only upgrade a minimal set of users. The possibility that you could “walk away” from a full E5 deployment gives you leverage. Even mentioning that you’re evaluating competitors (like Google Workspace for some services, or other security platforms) can add pressure—just ensure this is credible for your context.
  • Avoid Common Pitfalls: Be wary of over-committing. It’s better to slightly underestimate how many E5 licenses you’ll need and add more later than to over-purchase and have E5 licenses sitting idle. Microsoft now allows some flexibility with monthly or annual terms—use those options to adjust if your needs change. Also , avoid double-paying for capabilities: if you do invest in E5, plan to phase out any overlapping software (for example, separate web conferencing or threat protection subscriptions) to fully realize the cost savings of the E5 bundle. On the flip side, if you decide to stay with mostly E3 + add-ons, ensure that the cost of multiple add-ons isn’t exceeding what you would have paid for E5 all-up; if it is, bring that up in negotiations as a reason you might switch some users to E5 if the price is right.

Ultimately, being an informed customer is your strongest asset. Microsoft’s licensing is complex, but by understanding your requirements and the flexibility of E3, E5, and F3, you can drive a better bargain.

Negotiating the right mix of licenses (at the right price) can save substantial money while still empowering your users with appropriate technology.

In contract talks, clearly articulate your deployment plan and which users truly need E5 and which do not. Microsoft will often accommodate a tailored approach, especially if it keeps you as a long-term customer.

Recommendations

  • Align Licenses to Roles: Categorize your employees (by department, role, or job function) and assign the minimum required Microsoft 365 SKU to each category. For example, executives and IT administrators might receive E5, most office staff E3, and frontline workers F3.
  • Start with E3 by Default: Use Microsoft 365 E3 as the default license for knowledge workers and only upgrade individuals to E5 if a clear need is identified (such as specific security or analytic features that their role demands). This prevents “license creep,” where everyone ends up with E5 unnecessarily.
  • Utilize F3 for Frontline Staff: Deploy F3 licenses for employees who don’t require full Office desktop apps or large mailboxes. This can dramatically cut licensing costs for large frontline teams while still keeping those workers connected via email and Teams.
  • Consider Add-Ons vs. Full E5: Before purchasing E5 for capabilities such as advanced security or compliance, evaluate add-on licenses. Often, adding an E5 Security or Compliance package to E3 for a subset of users can address your needs at a lower cost. Choose the full E5 option only when multiple premium features are required broadly.
  • Regularly Audit License Usage: Conduct periodic audits of Microsoft 365 usage to ensure users are on the right plans. If E5 features (e.g., Power BI, advanced threat protection) aren’t being utilized by certain users, consider downgrading them to E3. Likewise, if new needs arise, be ready to upgrade some licenses—maintain flexibility.
  • Negotiate Enterprise Agreements Aggressively: Don’t pay list prices—work with Microsoft (and use benchmarks) to get discounts, especially on E5. Leverage the promise of wider E5 adoption for better terms, and time your negotiations when Microsoft is most inclined to close deals (end of quarter/year).
  • Pilot Test E5 Features: When unsure about the value of E5 features, run a pilot program. Enable a small group of users with E5 or specific add-ons to gauge the benefits. Use the results (ROI, improved security metrics, user feedback) to decide if a broader upgrade is justified.
  • Eliminate Redundancies: If you invest in E5, plan to retire redundant third-party tools that provide similar functions (e.g., separate security or reporting tools). This ensures you capture cost savings from the E5 bundle. Conversely, if you choose to keep third-party solutions that you prefer, you might stick with E3 and avoid paying for E5 features you won’t use.
  • Stay Informed on Licensing Changes: Microsoft licensing evolves regularly. Keep an eye on announcements (new bundle offerings, price changes, or emerging products like Microsoft Viva or Copilot that could influence license value). Being aware of changes allows you to adjust your licensing strategy or renegotiate if needed, well in advance of renewal time.
  • Plan for Future Growth: If your organization may require more advanced capabilities shortly (e.g., rapidly increasing security requirements or data governance needs), incorporate this into your strategy. It might mean negotiating upgrade paths or pricing protections now (such as a discounted step-up from E3 to E5 in year 2), so that scaling up later is smoother and budgeted.

FAQ

Q1: Can we mix E3, E5, and F3 licenses within our organization?
A: Yes. Microsoft 365 allows a mix of license types in the same tenant. Mixing E3, E5, and F3 is a best practice to optimize costs. You might assign E5 to certain users or departments, and E3 or F3 to others. All users can still collaborate; the difference lies in the individual features each user has access to. There’s no requirement that all users be on the same SKU. Tailor the mix to your needs.

Q2: How do we determine which users truly need an E5 license?
A: Focus on the use case and feature requirements. Identify roles that handle highly sensitive data, face sophisticated cyber threats, or require advanced analytics and voice capabilities. Examples include cybersecurity staff (requiring advanced threat protection), compliance or legal teams (requiring advanced eDiscovery and audit capabilities), executives (with a high risk profile), or data analysts (utilizing Power BI). For each role, ask: Will this user significantly benefit from E5’s extra features? If the answer is yes (and alternatives aren’t in place), that user is a candidate for E5. If not, they can likely thrive on E3. Usage data and pilot programs can also help confirm if a user group is using those advanced features.

Q3: How much more does E5 cost compared to E3, and is it worth it?
A: At list prices, E5 can cost about 50-70% more than E3 per user (roughly in the high-$50s vs mid-$30s per month). Whether it’s “worth it” depends on whether you need the extra features. If deploying E5 enables you to eliminate other software costs (such as security, telephony, and BI tools) and reduces risk, it can justify the price for those users. However, if an employee isn’t utilizing E5-only capabilities, then paying the premium isn’t worthwhile for that user. Many organizations find E5 is very valuable for a small portion of their staff and unnecessary for the rest. It’s about value realization: you want to ensure an E5 user is taking full advantage of what you’re paying for.

Q4: What key features does E5 have that E3 doesn’t?
A: E5 includes all E3 features and adds several major components. The big ones are: advanced security tools (the Defender suite for threat protection, advanced identity protection with Azure AD P2), advanced compliance tools (advanced audit logs, eDiscovery Premium, Customer Lockbox, etc.), Power BI Pro for data analytics, and Teams Phone System + Audio Conferencing for integrated calling. E5 also enables some advanced analytics and AI-driven insights across the suite. Essentially, E3 covers the core Office 365 apps and basic enterprise security, while E5 layers on high-end security/compliance and analytics, plus voice capabilities. If you need any of those in a widespread way, that’s where E5 distinguishes itself.

Q5: When is it appropriate to use Microsoft 365 F3 licenses?
A: Use F3 for employees who have limited IT needs – typically frontline or hourly workers who don’t create a lot of content but need to stay connected. If a user primarily checks email via a web browser or smartphone, uses Teams for messaging or shift scheduling, and maybe views SharePoint content, F3 is appropriate. It’s ideal for scenarios such as retail staff, factory workers, hospitality employees, and call-center agents, among others. It gives them the essentials (email, Teams, online Office apps) at a low cost. However, if a user needs to work extensively on Office documents or requires a large mailbox, they’d consider E3 instead. Think of F3 as “productivity lite” for those who wouldn’t fully utilize a heavier plan.

Q6: Can we start users on E3 and upgrade them to E5 later if needed?
A: Absolutely. One advantage of Microsoft 365’s cloud licensing is flexibility. You can begin with users on E3 and later change their license to E5 at any time. This could occur during mid-subscription or at renewal—licenses can be easily reassigned in the admin portal. Many organizations do this routinely: for example, if someone’s role changes or a new project demands E5 features, you can upgrade that user from E3 to E5 on the fly. Similarly, you could trial some E5 licenses, and if the value is not there, revert those users to E3. The key is to monitor needs over time and adjust licenses accordingly, which the platform makes technically simple (financially, you might handle the cost true-up at the next billing cycle or through your enterprise agreement’s terms).

Q7: Are there add-on options to get E5 capabilities without full E5 licenses?
A: Yes, Microsoft offers add-ons that let you pick specific E5 capabilities à la carte for E3 users. For instance, the E5 Security and E5 Compliance add-ons can be attached to an E3 license, providing that user with the advanced security or compliance tools of E5. You can also add Teams Phone System to an E3 user if they need the voice calling feature, or buy Power BI Pro licenses separately for analytics. These add-ons enable you to customize and fill feature gaps without requiring a complete upgrade to E5. This is often more economical if you only need one or two E5 features for certain users. The caution is that if you find you’re adding multiple add-ons per user, beyond a point, it might have been cheaper to just go with E5. But Microsoft’s licensing flexibility in this area is a big advantage—you can mix base licenses and add-ons to fine-tune the capabilities for each user or group.

Q8: How can we negotiate better pricing for E5 in our enterprise agreement?
A: Preparation and timing are key. First, do your homework: know the list prices and seek insight into what discounts similar organizations have received (if possible). Microsoft reps expect negotiation, especially for large deals. Emphasize your expected volume of licenses and the possibility of expanding usage – for example, you might say, “If the price is right, we’re considering upgrading 500 users to E5.” Microsoft often has sales targets around E5, so they may offer discounted rates or concessions to secure your commitment. Aim high when requesting a discount; it’s not uncommon to achieve 15-25% off for sizeable enterprise deals. Additionally, time your negotiation to coincide with Microsoft’s end-of-quarter or fiscal year-end, when sales teams have an extra incentive to close. Lastly, don’t be afraid to compare alternatives: even hinting at evaluating other solutions or sticking with E3 and other tools can create leverage. The main point is to treat it like any major vendor negotiation – use your volume and willingness to expand or withhold business as leverage to secure a better deal on E5.

Q9: What are the risks of over-licensing or under-licensing with E3 and E5?
A: Over-licensing (too many E5s) means you’re paying for features that aren’t being used – essentially, money wasted that could have been invested elsewhere. The risk here is purely financial inefficiency, but at enterprise scale, it’s a big risk (hundreds of thousands or millions of dollars overspent). It can also breed complacency in IT, leading to the thought that “we have everything” while failing to deploy or leverage those tools. On the other hand, under-licensing (failing to provide E5 when it’s needed) could mean that certain users or departments lack critical security or compliance functions. For example, suppose you tried to stick to E3 but needed advanced eDiscovery or advanced threat protection. In that case, you might expose the organization to legal or security risks, or end up buying third-party tools at the last minute at a higher cost. Under-licensing can also result in productivity loss if users lack tools that would significantly ease their jobs. The goal is to find the sweet spot: minimize unused premium features (avoid overpaying) while also avoiding shortchanging important needs (avoid false economy). Regular reviews and risk assessments can help navigate this balance.

Q10: Can Microsoft 365 E5 help us cut costs by replacing other software or services?
A: In many cases, yes. A big part of E5’s value proposition is consolidation. For example, E5 includes advanced security and compliance features; an organization might be able to retire separate email security appliances, endpoint protection subscriptions, or compliance management tools, thereby saving on those costs. It also includes Power BI Pro – potentially saving on separate BI tool licenses – and a phone system, which could replace a third-party PBX or conferencing service. However, the caveat is that you must use those E5 features effectively to realize the savings. It might require effort to migrate from third-party solutions to Microsoft’s equivalents and to train your staff on them. Some companies find that E5 simplifies their stack and saves money, while others may prefer certain best-of-breed external tools. Evaluate it case by case: if E5 lets you eliminate, say, $20 per user per month of other subscriptions, then the upgrade pays for itself. If not, you need to question whether the added E5 features are “nice to have” or truly cost-justifying. The best approach is to inventory your software spend in areas such as security, compliance, analytics, and voice, and identify which of these might be absorbed into E5. That analysis will clarify the potential ROI of moving to E5 for those capabilities.

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  • Fredrik Filipsson has 20 years of experience in Oracle license management, including nine years working at Oracle and 11 years as a consultant, assisting major global clients with complex Oracle licensing issues. Before his work in Oracle licensing, he gained valuable expertise in IBM, SAP, and Salesforce licensing through his time at IBM. In addition, Fredrik has played a leading role in AI initiatives and is a successful entrepreneur, co-founding Redress Compliance and several other companies.

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