Microsoft EA Renewal

Microsoft EA Renewals: A Guide for CIOs and Procurement

Microsoft EA Renewals

  • Plan early โ€“ Start 12-18 months before renewal to assess needs.
  • Review usage โ€“ Identify underutilized licenses to optimize costs.
  • Negotiate pricing โ€“ Leverage benchmarks and alternative options.
  • Consider CSP or third-party support โ€“ EA isn’t the only option.

Microsoft EA Renewals: A Guide for CIOs and Procurement

Microsoft EA Renewals A Guide for CIO

Microsoftโ€™s Enterprise Agreement (EA) is a cornerstone licensing contract for large organizations, typically spanning three-year terms.

As renewal approaches, CIOs and procurement leaders must navigate complex decisions to balance cost, compliance, and strategic needs.

This guide provides a structured approach to EA renewals, covering renewal strategies, pricing models, cost optimization, negotiation tactics, compliance considerations, and key contract terms.

For a general overview of how Microsoft contract negotiations work, refer to ourย Microsoftย EA negotiation overview.

It provides real-world insights and expert recommendations for a successful renewal.

Before You Sign That EAโ€ฆ Read This.

Most enterprises are overpaying Microsoft โ€” and they donโ€™t even know it. Our 2025โ€“2026 Microsoft EA Benchmarking Report reveals the costs that global companies are incurring for M365, Azure, and Copilot. Real pricing data. No vendor spin. Download the report and enter your next renewal with confidence.

Request your copy now.

Renewal Strategies: Best Practices and Key Steps

Renewing an EA is not a routine administrative task โ€“ itโ€™s an opportunity to realign your Microsoft licensing with business objectives.

Proper planning and strategy are essential.

Key renewal best practices include:

  • Start Planning Early: Begin renewal preparations 8โ€“12 months before the EA expiration. Rushing at the last minute is a common pitfall that can lead to poor outcomesโ€‹. Early planning enables you to assess your needs, avoid gaps in coverage, and capitalize on favorable timing in negotiations. Microsoft itself suggests initiating the renewal process about a year in advanceโ€‹. Start planning early by reading the 12โ€‘month renewal preparation checklist.
  • Inventory and Usage Review: Conduct a thorough internal audit of your current deployments and licenses to ensure optimal utilization of resources. Identify the software and cloud services you currently have versus those being used. This โ€œeffective license positionโ€ analysis will spotlight unused licenses, under-utilized services, and areas of over- or under-licensing.
  • Needs Assessment for the Next Term: Forecast your organizationโ€™s needs for the upcoming 3-year periodโ€‹. Consider planned growth or reductions in users, cloud migration plans, and new Microsoft products or services you intend to adopt. For example, if a business unit plans to shift to a different solution, you might decide not to renew certain Microsoft components for that unitโ€‹.
  • Stakeholder Alignment: Involve all relevant stakeholders โ€“ IT, procurement, finance, and business unit leaders โ€“ early in the processโ€‹. Gather their requirements and ensure consensus on goals. A unified internal stance prevents last-minute disagreements and strengthens your position when negotiating with Microsoft.
  • License Optimization (True-Down Before Renewal): Clean up your license counts before renewing to ensure optimal usage. Remove or reassign unused licenses to avoid carrying โ€œshelfwareโ€ into the next term. For instance, one company discovered that 20% of its licenses were unused and avoided renewing them, directly reducing renewal costs. Similarly, if certain users can be moved to cheaper license editions, plan those changes now. This ensures you only renew what you need.
  • Engage with Microsoft or Your LSP Early: Open a dialogue with your Microsoft account representative or Licensing Solution Provider (LSP) 6โ€“12 months before renewal. Share that you are entering renewal planning and requesting initial quotes or proposals. This signals Microsoft to start working on your deal (e.g., securing special discount approvals) early. It also provides a baseline for identifying gaps and areas for negotiation.
  • Set Renewal Objectives and Benchmarks: Define clear goals for the renewal. For example, you might target a specific percentage cost reduction or require the addition of a new product within a certain budget limit. Research industry benchmarks or deals similar to those organizations have gotten, if possible, to inform your expectations. Having concrete targets (e.g., โ€œreduce total EA cost by 10%โ€ or โ€œcap Office 365 cost at $X per userโ€) will guide your negotiation strategyโ€‹.
  • Execute a Structured Renewal Process: Treat the renewal as a project. It often helps to follow a phased approach (planning, analysis, optimization, negotiation, etc.) similar to formal methodologies. For example, experts outline phases such as 1) environment assessment, 2) future demand planning, 3) optimization of current usage, 4) pre-negotiation strategy, 5) negotiations, and 6) contract executionโ€‹. A structured plan ensures you cover all angles and are well-prepared.
  • Finalize and Communicate: Once you have negotiated new terms, thoroughly review the contract documents (quotes, terms, and any amendments) to ensure they accurately reflect the agreed-upon deal. Before signing, have your legal and procurement teams verify that the pricing, discount percentages, and special conditions align with the promises made. After signing, communicate the changes by informing IT teams about license adjustments or new services to be deployed, and letting end-users know about any new tools or benefits they can access. Update your internal tracking systems with the new agreement details for smooth management.

Following these steps transforms the renewal from a simple โ€œcheckbox exerciseโ€ into a strategic initiative.

The result is an EA renewal that aligns with your business needs (with no unnecessary spending) and positions you well for the next term.

Read Microsoft Renewal Negotiation Playbook for Procurement Leaders.

EA Pricing Models: Volume-Based Discounts and Recent Changes

Understanding how EA pricing works is crucial for budgeting and negotiations. Microsoft EAs utilize a tiered volume pricing model: the more licenses or users you commit to, the lower the price per unit.

Traditionally, there are four programmatic discount levels based on the number of users/devices licensed:

  • Level A: 500 โ€“ 2,399 users/devices
  • Level B: 2,400 โ€“ 5,999 users/devices
  • Level C: 6,000 โ€“ 14,999 users/devices
  • Level D: 15,000+ users/devices

Each tier offers progressively larger volume discounts, so larger organizations receive better unit pricing.

For instance, a company with 3,000 seats falls in Level B and would expect deeper discounts than an 800-seat Level A company.

Microsoft has advertised that large EAs can yield built-in savings up to ~45% off list prices due to volume pricing and package dealsโ€‹ (actual discounts vary by product and negotiation).

Pricing structure features:

  • Price Lock During Term: When you sign a new EA, the pricing for those licenses is generally locked in for the 3-year term (with payments usually spread annually). This price protection means even if Microsoft raises global prices, your costs for existing EA licenses wonโ€™t increase in the mid-termโ€‹. However, at renewal, this protection ends โ€“ pricing resets to the then-current price list unless you negotiate otherwiseโ€‹. This is why many organizations experience cost increases at renewal if Microsoftโ€™s list prices rise in the interim or if prior special discounts arenโ€™t carried forward.
  • Level-Based Discounting: The EA level (A, B, C, D) is determined by your initial order quantity (e.g., the number of qualified users or devices). Higher levels result in higher volumes, which in turn lead to larger built-in discounts. For example, Level D (15k+ seats) might enjoy significantly lower unit costs than Level A.โ€‹ Note: These built-in discounts are โ€œprogrammaticโ€; you can often negotiate additional discounts on top, especially for large deals or strategic products. However, Microsoftโ€™s business desk must approve those cases on a case-by-case basis.
  • Enterprise-wide Requirement: EAs typically require committing to licensing all โ€œqualifiedโ€ users or devices for certain products (such as Windows or Office) to ensure broad coverage. In exchange, Microsoft grants discounted โ€œplatformโ€ pricing for those enterprise products.

Read CIO Guide: Top 20 Trends in Microsoft EA Renewals (2025).

Changes in Recent Years: Microsoft has made notable adjustments to EA pricing and eligibility:

  • Microsoft eliminated some automatic volume discounts for the smallest EA tier. A few years ago, Level A customers stopped receiving a pre-set discount off the list price, meaning smaller EAs might pay closer to retail ratesโ€‹. This was part of a 2018 pricing change that removed programmatic discounts for the lowest tiers, prompting customers to negotiate discounts rather than relying on built-in reductions.
  • The minimum size for an EA has increased. Historically, organizations with 250 seats could qualify, and then the threshold increased to 500; now, Microsoft officially positions EAs for 500 or more users. More importantly, Microsoft has signaled plans to phase out Level A (500-2,399 seat) EAs altogether in favor of its newer Microsoft Customer Agreement (MCA) model for those customersโ€‹. Industry watchers report that Microsoft intends to raise the minimum EA size to 2,400 users (the current Level B threshold), meaning organizations with fewer than 2,400 users would no longer be offered an EA at renewal. If this trend continues, mid-size customers will be steered toward MCA or Cloud Solution Provider (CSP) agreements instead. In preparation, Microsoft has already begun contacting some smaller EA customers (especially โ€œcloud-onlyโ€ EAs) to transition them to the new format.
  • Cloud Service Pricing: As Microsoftโ€™s cloud offerings (Azure, Microsoft 365, etc.) have matured, their pricing within an EA has also evolved. Cloud subscriptions under EA are often priced similarly to standalone subscriptions. Still, with benefits for committed spending, for example, Azure under an EA provides a monetary commitment (prepaid credits) along with usage discounts compared to pay-as-you-go rates. Also, Microsoft may offer additional discounts or incentives for bundling cloud services at renewal (since moving customers to the cloud is a key goalโ€‹).
  • Price Increases and Currency Adjustments: Microsoft periodically announces price increases for certain products or regions. These will affect your renewal if they occur after your last EA signing. Additionally, renewal pricing may reflect these adjustments if your EA is priced in a foreign currency and the value of that currency fluctuates. Itโ€™s essential to stay informed about Microsoftโ€™s pricing announcements during your term and factor them into your renewal planning.

Practical Takeaway:

Thoroughly understand your organization’s pricing tiers and their impact on costs. Suppose your user count is on the cusp of a higher tier.

In that case, it may be worth evaluating if consolidating licenses (or including more affiliates) to reach the next level makes financial sense due to the steeper discount.

Conversely, if Microsoft is pushing you to a new agreement model (like MCA) due to size, be prepared: MCA/CSP typically donโ€™t offer the same kind of upfront volume discounts and price protections as an EAโ€‹.

In such cases, youโ€™ll need to negotiate hard on pricing or adjust your licensing strategy to maintain cost efficiency.

Read CIO Playbook: Navigating Microsoft EA Renewals vs. MCA-E in 2025

Cost Optimization: Reducing EA Costs and Maximizing Value

One of the biggest challenges at EA renewal is controlling costs.

Throughout a multi-year EA, organizations often accumulate excess licenses or suboptimal bundles, resulting in overspending.

Renewal time is your chance to optimize and trim the fat.

Here are strategies to reduce EA costs and ensure you get maximum value from what you pay:

  • Eliminate Shelfware (Unused Licenses): Identify licenses that are paid for but not being used. These include additional Office 365 seats, rarely used Visio/Project licenses, or workloads migrated off Microsoft but still covered. Plan to true-down at renewal โ€“ i.e., do not renew those unused licenses. Many companies find double-digit percentage savings this way. For example, one enterprise discovered only ~600 of its 1,000 Visio licenses were actively used, so they renewed just 600 and saved the cost of 400 licensesโ€‹. Another company realized it had given all employees a premium EMS E5 security suite, but most werenโ€™t using its advanced features. At renewal, they right-sized by licensing only IT administrators with E5 and downgrading the rest to E3, achieving significant savings while still meeting their needs. Make it a rule: if a product or service hasnโ€™t been utilized in the last year, scrutinize whether itโ€™s needed going forward.
  • Right-Size License Types and Quantities: Beyond dropping unused licenses, ensure the license mix matches actual usage profiles. This can involve shifting users to lower-cost editions if appropriate (e.g., not everyone needs Office 365 E5 or Windows E5 if E3 is sufficient), or reducing quantities to the exact number required rather than over-provisioning โ€œjust in case.โ€ Right-sizing often requires usage analysis โ€“ e.g., tracking how many users truly use Power BI Pro or how many devices require Windows Enterprise โ€“ but pays off in avoided excess costs. The EA renewal is the best time to reallocate and adjust license types because you can make clean changes for the next term (whereas, in the mid-term, youโ€™re more locked in)โ€‹. Ensure that any downsizing is done in compliance with licensing rules. Additionally, remember that you can always add licenses mid-term if needed (via True-Up), whereas removing them mid-term is not possible. So itโ€™s safer to start lean and add later than overbuy upfront.
  • Leverage Azure Credits and Hybrid Benefits: If your EA includes Azure or other cloud services, fully utilize any committed cloud spend or credits to prevent them from going to waste. Many EAs have a monetary Azure commitment (essentially pre-paid Azure credits) โ€“ track your consumption to ensure you use what youโ€™ve paid for. If you consistently under-consume Azure in your EA, consider reducing the committed amount at renewal to avoid overpaying. Conversely, negotiating a higher upfront commitment can result in larger discounts on Azure rates if you plan to utilize Azure extensively. Microsoft provides better pricing for committing to Azure spend (like an enterprise Azure plan) versus pay-as-you-goโ€‹.
    Additionally, take advantage of Azure Hybrid Benefit (AHB) where possible. This benefit allows you to apply existing on-premises licenses (Windows Server, SQL Server with Software Assurance) to cover Azure VM costs, thereby drastically reducing Azure charges. Ensuring you properly use AHB can cut cloud bills by 30-50% for those workloads. In short, optimize your cloud resources by right-sizing VM instances, eliminating idle resources, and utilizing Microsoftโ€™s cost management tools or Azure Advisor to identify potential savings. Cloud cost control has a direct impact on your EA spending.
  • Cut Redundant or Overlapping Services: Large organizations sometimes pay for overlapping capabilities. For example, you might have a third-party security product that provides similar features to those in your Microsoft 365 E5 bundle, or multiple analytics tools; in such cases, Microsoft Power BI could be a suitable alternative. Assess your software portfolio for opportunities to consolidate on Microsoft (or vice versa) to eliminate duplicates. If youโ€™ve upgraded to Microsoft 365, which includes Teams for communication, you should have long-retired separate conferencing or collaboration subscriptions. Similarly, ensure youโ€™re not double-paying for Windows or SQL Server licenses in the cloud if those are covered by your on-prem agreements (use the hybrid use benefit instead). Streamlining services not only saves licensing costs but also simplifies compliance.
  • Utilize Software Assurance (SA) Benefits or Consider Dropping SA: Software Assurance adds 25% or more to license costs annually, but it also provides benefits such as version upgrades, training vouchers, planning services, extended support, and license mobility. Review whether you fully utilize SA benefits โ€“ if yes, they can offset other costs (e.g., using SA training days instead of paying external trainers)โ€‹. If not, you might be wasting money on SA. At renewal, you could choose to renew certain licenses without SA (or let SA lapse) if you determine the benefits arenโ€™t needed for those products. Be cautious: Dropping SA means losing rights, such as new version upgrades and license mobility. For instance, without SA, you cannot freely move Windows/SQL Servers to the cloud or between hosts (breaking compliance)โ€‹and lose access to upgrade to new versions. A balanced approach is to keep SA on products where you need the benefits (or where itโ€™s required for cloud/hybrid use), and possibly not renew SA on stable, legacy products that you donโ€™t plan to upgrade or move. This can reduce costs, but weigh the risk of future needs.
  • Consider Alternative Licensing for Certain Segments: Not all parts of your organization need to be under the EA if itโ€™s not cost-effective. For example, development and test environments might use Visual Studio subscriptions (which include some Azure credits) instead of full EA licenses. Smaller acquired companies or subsidiaries may be placed on CSP agreements or Microsoft 365 Business plans if an enterprise EA SKU is deemed overkill for their needs. During renewal, identify if a portion of your estate could be licensed more cheaply via a different program. Microsoftโ€™s CSP (Cloud Solution Provider) program can sometimes offer flexibility and monthly billing that suit a small division better than the 3-year EA commitment. Please note that relocating licenses out of the EA may reduce your volume tier and, consequently, your discounts on the remaining EA licenses. Itโ€™s a financial optimization puzzle to solve.

In summary, drive a leaner, more value-focused renewal. Every license on your new EA should have a purpose and an active user โ€“ if not, it doesnโ€™t belong there.

By right-sizing and cleaning the house, you save money, tighten compliance (fewer unused licenses mean less audit risk), and gain more clarity on what youโ€™re paying for.

Coupled with a strong negotiation (next section), cost optimization efforts can significantly lower your EA TCO for the next cycle.

Read Negotiating Microsoft EA Renewals: Strategies for Enterprise Discounts.

Negotiation Tactics: Securing Better Terms with Microsoft

Renewal time is negotiation time. An EA renewal effectively negotiates a new contract, giving you a prime opportunity to improve the terms.

Microsoft expects customers to negotiate, but failing to do so leaves money on the tableโ€‹.

Here are tactics and considerations to negotiate the best deal:

  • Donโ€™t Wait โ€“ Start Early and Leverage Time: Engage in pre-renewal discussions well before your EA expiration. Starting negotiations 6-12 months in advance allows you to work through proposals and counter-proposalsโ€‹methodically. It also allows you to time your deal optimally, such as Microsoftโ€™s fiscal year-end. Microsoftโ€™s fiscal year ends on June 30, and both the end-of-quarter and end-of-year periods are when sales teams are eager to close deals to meet quotas. By initiating talks early, you can pace them such that the final approvals and signing occur when Microsoft is most motivated to make concessions (e.g., in Q4 of their fiscal year, when they may offer extra discounts or credits to secure your renewal). Avoid last-minute negotiations โ€“ if you go to Microsoft a few weeks before expiration, you lose leverage and may be forced to accept whatever is on the table.
  • Present a Unified Front: Microsoft sales representatives often employ a โ€œdivide and conquerโ€ approach, engaging different stakeholders (e.g., IT vs. finance) to gather information or create pressure. Counter this by making sure your team is aligned internally. Define clear roles: who leads commercial discussions, handles technical scope, etc. All internal stakeholders should support the agreed-upon negotiation strategy and refrain from undermining it. For example, ensure no one on your side indicates a willingness to sign โ€œas-isโ€ if your strategy is to push for a better deal. A cohesive message strengthens your negotiating position.
  • Use Data as Leverage: Include detailed data on your current usage, license consumption, and projections. Demonstrate that you know exactly what you have and what you need. This prevents overselling and allows you to decline unnecessary items. If Microsoftโ€™s initial quote includes, say, 1,000 Windows Server licenses, but your audit shows you only use 800, you have evidence to demand the removal of the excess. Showing the under-utilization of certain products can also justify requests for price reductions or flexibilityโ€‹. Additionally, research prevailing discount levels โ€“ if you know similar companies got a 20% discount on a certain product, use that as a discussion benchmark (without revealing names).
  • Leverage Microsoftโ€™s Strategic Interests: Align your requests with Microsoft’s key priorities and concerns. Currently, Microsoftโ€™s priority is cloud adoption and subscription servicesโ€‹. If you plan to increase Azure usage or roll out more Microsoft 365 services, use that as a bargaining chip. Emphasize your commitment to Microsoftโ€™s cloud: โ€œWeโ€™re evaluating moving our legacy ERP to Azure,โ€ or โ€œWe intend to upgrade to Teams Phone for all employees.โ€ This positions you to ask for incentives in return, such as Azure credits, an extra discount on Azure consumption, or a favorable deal on the Microsoft 365 E5 licenses needed for Teams Voice. Microsoft often provides better pricing if it knows it can secure a larger share of your IT roadmap. Conversely, suppose there are Microsoft products you might consider dropping or replacing. In that case, you can (tactfully) use that as leverage too โ€“ e.g., suggesting that you move some workloads to AWS or switch some users to Google Workspace, which can encourage Microsoft to offer concessions to keep that business. To understand recent shifts and trends, ensure youย navigate the evolving EA negotiation landscapeย before engaging withย vendors.
  • Bundle and Broaden the Deal Scope: One tactic is to bundle new products or expansions into the renewal to get a better overall deal. If youโ€™re considering adopting a Microsoft product you donโ€™t currently have (such as Dynamics 365, Power BI, or Security add-ons), negotiating it as part of your EA renewal can yield introductory discounts or favorable terms for that product. Microsoft loves to showcase customers increasing their cloud footprint, so they may be willing to be flexible on price if you add, for example, Dynamics 365 licenses bundled with your renewal instead of buying them later. Bundling can also mean consolidating separate contracts into the EA (like folding in a standalone Azure agreement), which gives Microsoft a larger single deal to win, often leading to improved discounts across the board. Be strategic: only add what aligns with your needs. However, if you know youโ€™ll buy it eventually, consider doing so within the EA negotiation to secure a better price.
  • Negotiate Discounts and Concessions Aggressively: Microsoftโ€™s first offer is rarely the best. Prepare to counteroffer โ€“ multiple times if needed. Common areas to negotiate:
    • Discount Percentages: Scrutinize the discount on each major line item. If they offer (for example) a 15% off list for Office 365, push higher by citing your volume or competitive offers. Use any benchmarks you have. Customers are expected to request better pricing; Microsoftโ€™s sales teams have some flexibility, and any requests beyond their limit are forwarded to Microsoftโ€™s internal โ€œbusiness deskโ€ for approval. Justify your position to help your representative advocate internally (e.g., budget constraints, competitor pricing, a long history as a loyal customer, etc.). If youโ€™re unsure what a fair price looks like, learn how to benchmark your EA pricing to compare against other enterprises.
    • Price Caps or Fixed Pricing: You can negotiate to cap price increases for additional quantities or True-Ups. For instance, request that if you add more users during the term, they get the same unit price as the initial users (or a fixed discount level)โ€‹. This prevents the scenario of paying more later if your headcount grows. You could also negotiate rate locks for renewal options โ€“ e.g., if you agree to a certain growth, Microsoft agrees to hold pricing steady.
    • Billing and Payment Terms: While list pricing is usually the same whether you pay annually or upfront, you may be able to negotiate an incentive for upfront payment (if you can prepay). In some cases, customers have received an extra percentage point or two off in exchange for paying 3 years upfront, as it helps Microsoft book revenue more quickly. At a minimum, ensure the payment timing aligns with your cash flow preferences (Microsoft is usually fine with annual payments, which is the default).
    • Flexible True-Up/True-Down: Normally, you can only increase license counts annually (True-Up) and canโ€™t reduce them until renewal. If you expect significant fluctuations, consider negotiating provisions for partial adjustments or an earlier checkpoint. Microsoft is reluctant to trade down flexibility, but large customers have occasionally negotiated the ability to reduce a certain percentage of licenses mid-term or convert them to cloud subscriptions if needed (especially during events like economic downturns)โ€‹. Even if you canโ€™t drop licenses mid-term, you might negotiate an option to transition some on-premises licenses to cloud services without penalty, preserving your spend while adding flexibility.
  • Exploit Competitor and Alternative Leverage: Even if you are a โ€œMicrosoft shop,โ€ letting Microsoft know you have options creates leverage. Mention that you are also considering alternatives for certain workloads (AWS or Google for cloud, Zoom for meetings, etc.). If Microsoft believes part of your spending is at risk to a competitor, they will often sharpen their pencil on price or throw in extras to sway the decisionโ€‹rates. For example, showing an AWS cost comparison for similar infrastructure might prompt Microsoft to offer a larger Azure credit or discount to compete. Be credible โ€“ focus on areas where alternatives are realistic, but you donโ€™t have to leave Microsoft to gain this negotiating benefit.
  • Mind the Timing of Commitments: Microsoft reps have quarterly and annual targets. Thereโ€™s often a spike in generosity as the end of Q4 (June) nears, and sometimes at the end of Q2 (December). If youโ€™ve done the work early, you can choose to finalize the deal at a time when Microsoft is under pressure to close. In practical terms, this could mean not signing your renewal in April but waiting until late June, if your EA expires in July โ€“ thereby negotiating in late May or June. Microsoft may come back with a โ€œlast callโ€ improvement as the deadline looms. However, be careful not to push timing so far that you risk missing the renewal deadline (which could cause a lapse in coverage). Always leave a bit of a buffer to complete the paperwork.
  • Engage the Right People: Your primary interface will be Microsoftโ€™s account manager and perhaps a specialist or technical salesperson. But remember, final pricing and terms often need approval from Microsoftโ€™s Business Desk (a corporate pricing approver). If negotiations stall at the representative level, it can be helpful to request a meeting with a Microsoft sales manager or bring in an executive sponsor from your side to escalate key requests. When high-level management is involved, Microsoft recognizes the importance of the deal and may be more willing to approve exceptions. Also, if you buy through a reseller (LSP), ensure they actively advocate for you. Sometimes, having multiple resellers bid (if possible in your region) can create competition, resulting in a better offer.
  • Document Every Concession: During negotiations, if Microsoft verbally agrees to a concession (such as extra training days or a special break on pricing for a specific component), obtain it in writing (via email, at a minimum) and ensure itโ€™s reflected in the final contract or an amendment. People change roles, and memories fade โ€“ you need the legal document to capture all promises. Before signing, double-check that your negotiated discounts are displayed correctly on the order and that any special conditions (e.g., extended timelines for a migration or a custom usage right) are included as an agreement amendment.

Expert tip: Negotiation is about price, terms, and relationships.

Be professional and factual but firm about your requirements.

Microsoft values long-term partnerships, so if you can articulate a win-winโ€”e.g., โ€œWeโ€™ll commit to adopting X cloud product if you can accommodate Y in pricingโ€โ€”you often get further than a purely adversarial stance.

At the same time, donโ€™t hesitate to say โ€œnoโ€ and resist offers that donโ€™t meet your goals; Microsoft negotiators expect resistance and will rarely walk away from a renewal negotiation with a willing customer.

In the end, the best agreements are those where both you and Microsoft feel your needs are addressed โ€“ you get a cost-effective, flexible deal, and they retain a satisfied customer.

Read how to renew your Microsoft EA.

Compliance Considerations: Managing Risks and Microsoftโ€™s Enforcement

Ensuring compliance with Microsoftโ€™s licensing rules is critical to EA renewals. Nothing derails a renewal (or blows up your budget) faster than discovering a massive license shortfall or facing an unexpected audit.

CIOs and procurement managers should proactively address compliance in the renewal process:

  • Perform an Internal License Audit Pre-Renewal: Before you enter negotiations, thoroughly assess your license usage vs. entitlements. Reconcile what youโ€™ve deployed against what youโ€™re licensed for. This internal audit identifies any compliance gaps (e.g., usage exceeding licenses), allowing you to address them (by purchasing additional licenses or adjusting deployments) before Microsoft audits you. Many organizations conduct this inventory 3โ€“6 months before renewal as a best practiceโ€‹. It guides you on what you need to renew and avoids panic if Microsoft initiates a compliance review, since youโ€™ve already self-corrected. In short, know your compliance position better than Microsoft does.
  • Understand True-Up Obligations: During the EA term, you are contractually required to report and pay for any annual usage increases (the True-Up). Ensure that, over the last three years, you have accurately performed your true-ups. You could carry a compliance debt into the renewal if something were missed (e.g., additional users were added but not reported). The true-up process requires submitting any changes 30 days before each anniversary. Double-check that all new deployments (servers, CALs, Office 365 seats, etc.) were accounted for. If not, expect Microsoft to catch that at renewal, possibly resulting in a retroactive charge. By proactively including any needed โ€œcatch-upโ€ licenses in your renewal quote, you take control of the situation rather than waiting for Microsoft to bill you later (which could even come at non-discounted rates if done outside the EA).
  • Common Compliance Gaps to Check: Microsoft licensing is complex, and certain areas often lead to unintentional non-compliance:
    • Server and Infrastructure Licensing: Verify that server products (like Windows Server and SQL Server) are correctly licensed for how theyโ€™re used. Check VM hosts for proper coverage (e.g., all physical cores licensed if using a per-core model)โ€‹. Ensure that any secondary servers for failover are licensed by Microsoftโ€™s rules. If you use virtualization heavily, ensure you have Software Assurance if needed for mobility or DR scenarios.
    • Client Access Licenses (CALs): CALs for Windows Server, SQL, Exchange, and other applications are often easily overlooked. Audit if every user/device accessing those services has the appropriate CAL. Microsoft often finds CAL deficits during auditsโ€‹.
    • Office 365 / Microsoft 365 Usage: Ensure the number of users with access matches the licenses you have. You must follow up if you allow extra users (beyond your purchase count) to use the services. Additionally, verify that users are assigned to the correct license plans (e.g., a user utilizing Office 365 E5 features should have an E5 license, not an E3 license).
    • SQL Server Editions and Options: Deploying a higher edition feature (e.g., using an Enterprise Edition feature on a Standard Edition license) is a compliance violationโ€‹. Ensure that deployments align with the edition and version for which youโ€™re licensed.
    • Geographical and Affiliate Use: If your EA covers only certain regions or affiliates, ensure licenses arenโ€™t used elsewhere informally without proper transfer or extension. License transfer and country restrictions are often buried in terms but can be importantโ€‹.
  • Microsoftโ€™s Audit and Enforcement Tactics: Microsoft maintains contractual audit rights in the EAโ€™s terms, typically through the MBSA (Microsoft Business and Services Agreement). In recent years, Microsoft has become more aggressive in enforcing compliance, particularly as it promotes cloud adoption. Companies have observed an uptick in formal and โ€œinformalโ€ audits disguised as Software Asset Management engagementsโ€‹. These SAM reviews are where Microsoft (or a partner) offers to help you assess your licenses, often identifying gaps that require additional purchases to resolve. Be aware that if you decline to renew and remain on legacy products, you may increase your audit risk, as Microsoft is aware that youโ€™re out of contract and may scrutinize your environment. Always assume that any significant licensing shortfall will eventually come to light โ€“ itโ€™s better to discover and resolve it on your terms than on Microsoftโ€™s. If Microsoft initiates an audit, engage your experts, carefully manage the scope, and negotiate any findings โ€“ but ideally, avoid getting to that point by staying compliant.
  • Compliance Risks of Not Renewing vs Renewing: Oddly, renewing your EA can help you stay compliant because it typically includes maintaining Software Assurance on your licenses. Please note that certain usage rights will immediately terminate if you choose not to renew. For example, if you have perpetual licenses with SA and donโ€™t renew SA, you lose rights such as new version upgrades and license mobility into the cloud or across servers. Microsoft cautions that many organizations rely on these SA-only benefits for compliance, such as running virtual machines in Azure Hybrid Benefit or frequently reassigning licensesโ€‹. If you let SA lapse, those VMs could suddenly be non-compliantโ€‹. Thus, part of compliance planning involves deciding which licenses must be maintained under SA to ensure compliant use of the software. Conversely, if you transition fully to subscriptions (such as Microsoft 365 or Azure), you may no longer need SA on some on-premises licenses. The key is to map out the rights you need for your IT environment to remain compliant and ensure that your renewal (or alternative licensing after EA) covers those rights.
  • Document and Communicate Changes: To maintain compliance continuously, itโ€™s wise to implement internal controls. For instancedocument your entitlements (what you purchased, the quantities, and allowed usage) when the new EA starts. Maintain a central record (such as the Microsoft License Statement and renewal orders) that can be easily referenced. If IT deploys new servers or adds users, a process is in place to track these changes and procure licenses as needed, rather than waiting for the annual true-up time. Regular internal reviews (quarterly or biannually) can help identify issues early. Also, communicate the โ€œdos and donโ€™tsโ€ to technical teams โ€“ e.g., if they spin up an extra SQL Server instance, they need to inform procurement to license it. A culture of license compliance can save a lot of pain.

In essence, proactive compliance management is your best defense.

Microsoftโ€™s enforcement is real โ€“ they will enforce the contract if necessary, and non-compliance could result in purchasing unbudgeted licenses at full price or even back-paying fees.

However, if you enter your renewal with a clean bill of health and a clear plan (and include any necessary fixes as part of the new agreement), you can turn compliance into just another routine checkpoint rather than a fire drill.

Read our Case study – Microsoft EA Renewal for an IT Professional Services Company in Chicago.

Key Contract Terms: Renewal Clauses, Flexibility, and Pitfalls to Watch

Enterprise Agreements are complex contracts.

Understanding key terms and potential pitfalls in your EA and renewal documents will help you avoid surprises and ensure you get favorable terms.

Here are the contract elements CIOs and procurement should be mindful of during renewals:

  • EA Term and Renewal Mechanics: A standard EA runs for 3 years. Ultimately, it doesnโ€™t automatically roll over โ€“ you can sign a new agreement (renew) or not. An EA renewal is a new EA, rather than a simple extension. This means all terms (pricing, discounts, conditions) can be renegotiated. Microsoft usually sends a โ€œRenewal Orderโ€ or paperwork to execute the renewal. If you do nothing, the EA will expire, and for perpetual licenses, you retain rights to the versions you had (without SA), while subscription services would shut off. Some EA contracts include a โ€œrenewal optionโ€ clause indicating you can elect to renew for another term, but it still requires signing the new agreement. Always confirm with Microsoft your intent to renew or not at least 30 days before expiration to avoid any lapse or confusion.
  • Price Increases and Benchmark Clause: When you renew, your pricing is reset to the current Microsoft prices. If, over the last term, Microsoft raised prices for certain products (or introduced new editions), you might see higher costs. Likewise, any special discount you previously enjoyed does not carry over by default. You must renegotiate any discounts again. A significant pitfall is assuming your old pricing will simply continue, when in fact, without negotiation, youโ€™ll likely receive a quote at higher rates (even if your usage remains the same). To combat this, negotiate for price protection in the new term. Some customers secure a price hold or cap for year-over-year increases within the new EA, especially for subscriptions. If Microsoft is quoting significantly higher, use competitive bids or your history to push back (e.g., โ€œWe need the Office price to remain at $X per user as it was last yearโ€). Ensure that any agreed-upon discount percentage is clearly stated in the contract or price sheet for all term years.
  • Contractual Discounts and Unit Pricing: Your EA will include a Customer Price Sheet that lists the unit prices and any applicable discounts. Scrutinize this sheet. Verify that volume tier discounts (Levels A, B, C, and D) are applied correctly. If you negotiated additional discounts, ensure that they are reflected accurately. Microsoft sometimes offers step-up discounts (e.g., a larger discount if you commit to growth or if certain conditions are met); if so, the terms to earn those discounts should be explicitly documented. Renewal Discounting is an area to watch: Microsoft has been known to reduce long-standing discounts on some renewals if not challengedโ€‹. If you had a 30% discount last time, donโ€™t assume youโ€™ll get 30% again unless you fight for it.
  • Enterprise Subscription vs Perpetual EA: At renewal, you can switch your EA to an Enterprise Subscription Agreement (EAS) instead of a perpetual EA. An EAS means you do not keep licenses at the end โ€“ itโ€™s a pure subscription for the term, but in exchange, you have more flexibility to reduce counts at each anniversary or not renew without owning anything. The key trade-off is flexibility vs. ownership. A normal EA (perpetual licenses + SA) might be better if your organization is stable or growing, as youโ€™ll own licenses after 3 years. If you expect declines or want to shift entirely to cloud subscriptions, an EAS could save money because youโ€™re not buying perpetual rights you donโ€™t need. Remember: In an EAS, if you drop licenses, you must do it at the annual True-Up/True-Down window; you canโ€™t adjust month-to-month as with some cloud plans. Microsoft will often allow a mix โ€“ e.g., you might renew your desktop products on a standard EA and use an EAS for a specific product, such as developer tools, where you want the flexibility to drop it later. Consider your needs and ask Microsoft to present both EA and EAS pricing for comparisonโ€‹.
  • Cloud Solution Provider (CSP) Option: An alternative renewal path involves migrating certain workloads to a CSP agreement instead of the EA. CSP is a completely different licensing program (purchased via a partner, with monthly billing). It offers high flexibility (add or remove licenses on a month-to-month basis) and can be suitable for smaller segments or pure cloud services. However, CSP lacks the centralized enterprise-level agreement benefits โ€“ typically, no upfront volume discount (pricing is often on the list or close to it for M365/Azure under CSP), and the partner, rather than Microsoft, provides support. Itโ€™s worth evaluating if CSP makes sense for parts of your estate during EA renewal. For example, if you have 200 seasonal workers who only require office work for 6 months, assigning them CSP licenses might be more cost-effective than including them in a 3-year EA commitment. Microsoft sometimes encourages shifting to CSP/MCA for sub-500-seat groups as part of the EA changes. Weigh the pros and cons carefully. Many large enterprises maintain an EA for core licensing and use CSP tactically for fringe cases or very dynamic needsโ€‹. The renewal is a good time to carve out those if appropriate (and possibly negotiate with your EA reseller to be your CSP provider for simplicity).
  • Payment Terms and Renewal Flexibility: Microsoft EAs typically offer annual payment with no interest โ€“ you pay one-third of the total each year (this is standard and should be outlined in the contract). If you prefer to pre-pay the entire 3-year amount, you can, but ensure itโ€™s reflected. Some customers negotiate custom payment schedules (e.g., front-loaded or back-loaded payments) to align with budgets. Microsoft is often open to reasonable requests, as long as the total amount is fixed. Also, clarify the renewal term options. Does the contract allow a short-term extension if needed? (Sometimes, if negotiations are delayed, Microsoft can issue a 1โ€“3 month bridge.) Do you have an option to renew for another full term under the same conditions? Typically, no โ€“ each renewal is a new negotiation; however, some public sector EAs have clauses that include preset renewal options. Knowing this helps you plan long-term.
  • True-Up and True-Down Terms: Your EA agreement will outline the annual True-Up process. Typically, you report increases 30 days before the anniversary and then receive a bill after the anniversary. Whatโ€™s important at renewal is how the final True-Up of the expiring term is handled. Typically, youโ€™ll conduct a final True-Up for Year 3 just before renewal. If you are reducing licenses at renewal, Microsoft may allow you to offset some additions with reductions informally (e.g., you added 100 users mid-year but plan to drop 100 at renewal, which could help you avoid a charge). Officially, you must pay for all increases and only drop at renewal; however, in practice, discuss this with your representative. Sometimes, they can be lenient if itโ€™s all part of the renewal deal (especially if youโ€™re migrating products). Also, if you move to an EAS from EA, ask how True-Up/True-Down is handled annually (since you can decrease, make sure the contract language supports that flexibility).
  • Software Assurance Continuation: If you renew an EA with perpetual licenses, essentially, youโ€™re renewing the Software Assurance on those. The new contract should clearly state that SA is continued without lapse, so you maintain upgrade rights and other benefits. If there is any break in coverage, you normally lose SA benefits. Thus, ensure the renewal starts exactly when the old one ends (to avoid a gap). Additionally, if you decide not to renew the SA of certain products, be aware of the โ€œexpired SAโ€ provisions. Without SA, you may lose access to features such as the right to run prior versions, the Home Use Program for Office, or the ability to add new licenses of that product under the old terms. Plan for those changes โ€“ for example, if you drop SA on Windows, you can no longer use new versions beyond whatโ€™s released up to the end of your old SA period.
  • Contract Amendments and Special Terms: Throughout an EA, you might have negotiated special terms (via contract amendments) โ€“ such as exceptions to standard product use rights, special pricing protections, a cap on support costs, etc. Do not assume these automatically roll into the renewal. Each EA is a fresh contract, so you need to renegotiate or explicitly carry forward any special clausesโ€‹. For instance, if you had an amendment allowing unlimited virtualization for a specific project, youโ€™ll likely need a new amendment in the renewed EA to continue that. Keep a list of non-standard terms from your previous deal and bring them up during renewal negotiations. Microsoft may agree to reissue those amendments, or they might push back if the program has ended. Getting this sorted is vital to avoid losing an entitlement you rely on.
  • Pitfalls to Avoid: Based on experience, here are common mistakes in EA renewals:
    • Renewing As-Is: Simply rubber-stamping the same products and quantities for another 3 years without analysis is costlyโ€‹. It guarantees you carry forward inefficiencies and shelfware. Always review and justify each line item.
    • Ignoring Contract Details: Focusing on price and overlooking terms is a common mistake. Watch out for things like contractual commitments (did you promise to deploy a specific product to all users to receive a discount?) or changes in product terms that Microsoft makes. Read the Notes and Product Terms for any new limitations that didnโ€™t exist before.
    • Not Locking In Negotiated Terms: Verbal assurances are meaningless unless they are in writing. Ensure any negotiated flexibility (say, a right to swap some licenses for equivalent value during the term) is documented. If you negotiated a special price for a future True-Up, get that in the contract or an official email.
    • Overcommitting to Unused Services: Sometimes, in the heat of negotiation, companies agree to add new Microsoft services (due to a favorable bundle price) but never deploy them. This results in wasted spending and can hurt credibility in the next renewal (โ€œYou bought 1000 Power BI and only used 100โ€). Donโ€™t commit just because itโ€™s cheap โ€“ commit because you plan to use itโ€‹. If you add new services, ensure that you have a rollout plan and a user adoption program in place internally so the investment pays off.
    • Forgetting to Update Internal Compliance Post-Renewal: Some believe the job is done after signing. However, ensure your IT and asset management teams update license assignments and repositories to reflect the new agreement. Remove permissions for any software you dropped (so itโ€™s not used illegally), and enable new rights you gained. Additionally, schedule your next internal audit cycle to ensure things stay on track.

In summary, treat the contract as carefully as the pricing. A contract clause that limits flexibility or imposes unexpected costs later can undermine a well-negotiated price. Conversely, securing a strong clause (such as a price cap or transfer rights)

can save you money and headaches. If you lack expertise in licensing legalese, involve counsel or a licensing expert to review the paperwork.

Donโ€™t hesitate to ask Microsoft for clarifications or adjustments โ€“ the time to fix contract language is before signing, not after.

By being detail-oriented and aware of pitfalls, you can enter the new EA term confident that there are no hidden traps and that you have the flexibility to manage your licenses efficiently.

Read our MS EA Renewal FAQ.


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  • Fredrik Filipsson

    Fredrik Filipsson is the co-founder of Redress Compliance, a leading independent advisory firm specializing in Oracle, Microsoft, SAP, IBM, and Salesforce licensing. With over 20 years of experience in software licensing and contract negotiations, Fredrik has helped hundreds of organizationsโ€”including numerous Fortune 500 companiesโ€”optimize costs, avoid compliance risks, and secure favorable terms with major software vendors. Fredrik built his expertise over two decades working directly for IBM, SAP, and Oracle, where he gained in-depth knowledge of their licensing programs and sales practices. For the past 11 years, he has worked as a consultant, advising global enterprises on complex licensing challenges and large-scale contract negotiations.

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