Contents
- The 2026 Commercial Context
- The Microsoft Product Stack in 2026
- M365 SKU Tiers: E1 to E7
- Purchasing Programmes: EA, MCA, CSP, NCE
- Azure Licensing and Cost Optimisation
- Dynamics 365 Licensing
- On-Premises Server Products and SA
- July 2026 Pricing Changes
- Negotiation Strategy for 2026
- Compliance and Audit Risk
- 2026 Action Plan for Enterprise Buyers
1. The 2026 Commercial Context
Microsoft in 2026 is a fundamentally different commercial entity from the Microsoft that signed most enterprise EAs in 2020–2022. Three forces are reshaping the commercial terms of every Microsoft engagement:
AI monetisation. Microsoft has made a large bet on AI — through Azure OpenAI, Microsoft 365 Copilot, Copilot Studio, and the new E7 SKU — and is working to translate that bet into revenue. The E7 tier, the $30/user/month Copilot add-on, and Copilot Studio's per-session model are all vehicles for extracting AI revenue from the existing enterprise installed base. Microsoft's field teams have explicit targets to convert E5 customers to E7 at renewal. Understanding which AI products you will actually use — versus which are being upsold — is the central commercial challenge of 2026.
Programme consolidation. Microsoft is aggressively consolidating its commercial programmes. The New Commerce Experience (NCE) is now the standard transactional framework for cloud products. The Microsoft Customer Agreement (MCA) is replacing the Enterprise Agreement for new signings in some segments. Legacy volume tier pricing (Levels A–D) has been eliminated. The effect for buyers is reduced flexibility, compressed discount ranges, and a commercial environment that is increasingly designed to move organisations toward higher-cost, longer-term commitments.
Price increases. Microsoft announced significant price increases effective July 1, 2026, covering all major M365 tiers. These are not the first increases — Microsoft raised prices in 2022 and again in 2023 — but they represent the largest single-year increase in the subscription era and are compounded by the elimination of volume tier discounts that previously provided effective discounts of 8–15% for large accounts.
2. The Microsoft Product Stack in 2026
Before engaging on licensing strategy, it is worth mapping the full Microsoft commercial portfolio. In 2026, Microsoft's enterprise product estate organises into five main families, each with its own licensing model:
Microsoft 365 — The flagship productivity and security suite. Sold as per-user subscriptions across E1, E3, E5, and the new E7 tiers for enterprise customers, and F1/F3 for frontline workers. Also includes Business plans (Basic, Standard, Premium) for SMB. M365 contains Teams, Exchange, SharePoint, OneDrive, Office apps, endpoint management (Intune), identity (Entra ID), and a growing stack of security and compliance tools depending on tier.
Azure — Microsoft's cloud platform, billed on consumption. Azure spans infrastructure (virtual machines, storage, networking), platform services (SQL Database, Azure OpenAI, Azure Kubernetes Service), and developer tools (DevOps, GitHub). Azure costs are managed through a combination of Monetary Commitments in an EA, Reserved Instances, Savings Plans, and Azure Hybrid Benefit on qualifying on-premises workloads.
Dynamics 365 — Enterprise business applications covering CRM (Sales, Customer Service, Marketing), ERP (Finance, Supply Chain Management, Project Operations), and AI-powered agents. Dynamics 365 uses complex per-user subscription pricing with qualifying user rules and attach licence structures. From January 2026, automatic licence enforcement means that access without a qualifying licence is now blocked rather than just flagged.
Power Platform — A low-code/no-code application and automation platform including Power Apps, Power Automate, Power BI, and Power Virtual Agents. Power Platform has its own licensing model separate from M365, with per-user, per-app, and capacity-based pricing options.
On-premises server products — Windows Server, SQL Server, Exchange Server, SharePoint Server, and System Center remain important for organisations with hybrid or on-premises infrastructure. These are available as perpetual licences with optional Software Assurance, and they are the most technically complex area of Microsoft licensing due to virtualisation rules, core-based licensing, and CAL (Client Access Licence) requirements.
3. M365 SKU Tiers: E1 to E7
The M365 enterprise SKU stack is the foundation of most organisations' Microsoft spend. The current hierarchy runs E1 → E3 → E5 → E7, with E7 being the new top tier announced in March 2026 and reaching general availability on May 1, 2026. This is the most important structural change to the M365 product line since E5 was introduced in 2015.
M365 E1 — $10.50/user/month
Entry-level enterprise tier providing web and mobile-only Office apps (no desktop), Exchange Online Plan 1 with a 50GB mailbox, Microsoft Teams, SharePoint, OneDrive 1TB, and basic Entra ID. E1 is appropriate for users who primarily need email and Teams collaboration and do not require full desktop Office productivity. It does not include Intune, advanced security, or compliance tools.
M365 E3 — $39/user/month from July 2026 (up from $36)
The core enterprise productivity tier and the most widely deployed enterprise M365 SKU. E3 includes full desktop Office apps, Exchange Plan 2 with a 100GB mailbox and unlimited archive, Microsoft Teams, unlimited OneDrive (5TB per user), Intune Plan 1 (and from July 2026, also Intune Plan 2, Remote Help, and Advanced Analytics), Entra ID P1, Defender for Office P1 (from July 2026), Windows 11 Enterprise upgrade rights, and DLP. For most information workers, E3 provides sufficient capability and is the most appropriate default tier.
M365 E5 — $60/user/month from July 2026 (up from $57)
The advanced security and compliance tier. E5 adds to E3: Microsoft Defender for Endpoint P2 (endpoint detection and response), Defender for Identity, Defender for Cloud Apps, Microsoft Sentinel integration, E5 Compliance (advanced eDiscovery, Insider Risk Management, Communication Compliance, full Microsoft Purview governance), Power BI Pro, Teams Phone System, and the complete Intune Suite including Endpoint Privilege Management and Cloud PKI. E5 is appropriate for organisations with advanced security operations, stringent regulatory compliance requirements, or a need for integrated cloud-native SIEM capabilities.
M365 E7 — $99/user/month (GA May 1, 2026)
E7 is the new top tier above E5, announced by Microsoft in March 2026. It is Microsoft's first new enterprise tier since E5 launched in 2015. E7 bundles everything in E5 plus Microsoft 365 Copilot AI (previously a $30/user/month add-on), advanced AI-powered security and compliance capabilities, Copilot Studio entitlements, and additional AI agent features for Dynamics 365 and Power Platform integration. Microsoft's field teams are actively pushing E5 customers toward E7 at renewal by framing it as a cost consolidation play: for customers already paying for E5 ($60) plus Copilot ($30) plus Intune Suite, the E7 all-in price of $99 appears competitive. Before accepting this framing, validate your actual all-in cost stack and whether E7's exclusive capabilities justify the premium at your specific seat count.
Critical Rule: E5 Is No Longer the Top SKU
Any reference — from Microsoft account teams, resellers, or advisors — to E5 as the "top" or "most comprehensive" M365 enterprise tier is out of date. E7 sits above E5 in the current hierarchy. This matters for negotiations because it affects how Microsoft positions tier upgrades and what the "ceiling" of the SKU conversation is.
Frontline Worker Tiers: F1 and F3
F1 ($2.25/user/month) provides web/mobile access to Office apps, Teams, and basic cloud services. F3 ($10/user/month) adds full desktop Office, Outlook with a 2GB mailbox, Power Automate, and Power Apps. Organisations with significant populations of shift workers, deskless employees, or retail staff typically achieve substantial savings by ensuring those users are on F1 or F3 rather than E3. The F1/F3 distinction is an important right-sizing opportunity that Microsoft's account teams rarely raise proactively.
Need a complete M365 SKU right-sizing analysis before your next renewal?
Our Microsoft EA negotiation specialists map your user population by actual role requirements and identify the optimal SKU mix — typically saving 15–30% against blanket E5 deployment.4. Purchasing Programmes: EA, MCA, CSP, NCE
The purchasing programme you use determines your negotiation leverage, pricing structure, and commercial flexibility. In 2026, there are four main paths to market.
Enterprise Agreement (EA)
The EA remains the most commercially powerful vehicle for large enterprise buyers (500+ users). Key characteristics: 3-year commitment, annual True-Up reconciliation, volume pricing (currently 10–20% off list price), Software Assurance included for covered products, and a structured negotiation event at signing and at each True-Up. Microsoft's EA True-Up window — running 60 to 30 days before the EA anniversary date — is the primary annual negotiation opportunity. The True-Up is not just an administrative reconciliation; it is when scope disputes, right-sizing claims, and commercial amendments should be raised.
Important 2026 development: from November 2025, Microsoft eliminated the volume tier system (Levels A through D) that historically provided larger organisations with deeper discounts based on seat count. All EA cloud product purchases are now priced at Level A regardless of volume. For organisations that were previously at Level C or D, this represents an effective price increase of 8–15% on top of the headline rate increases taking effect in July 2026.
Microsoft Customer Agreement (MCA)
The MCA is Microsoft's preferred commercial model for 2026. It is a flexible, evergreen agreement with no fixed term. Under MCA, products are subscribed to as needed, seats are added in real time, and there are no True-Ups — billing simply reflects the current subscription state. The administrative simplicity of MCA is genuine; the commercial cost is reduced buyer leverage. Without a large upfront commitment event, Microsoft's field teams have less incentive to compete for your business, which typically means less flexibility on price and terms.
MCA-E (the enterprise version) is replacing the traditional EA for new signings in some Microsoft segments, particularly in North America. If your organisation is offered MCA-E instead of a traditional EA renewal, the commercial evaluation must account for the loss of True-Up leverage and the shift to Level A pricing. For many large accounts, negotiating an EA extension rather than converting to MCA-E is the better commercial outcome — but this requires engaging early and with a clear alternative commercial posture.
Cloud Solution Provider (CSP)
CSP routes procurement through authorised Microsoft partners. Partners manage billing, provide first-line support, and can bundle advisory services. CSP pricing under NCE: monthly commit = list price, no discount. Annual commit = up to 5% discount. CSP is appropriate for organisations that value a managed relationship with a trusted partner and are not large enough to benefit from EA volume pricing, or for specific products that sit outside an EA scope. It is rarely the most cost-effective channel for large-scale M365 or Azure procurement.
New Commerce Experience (NCE)
NCE is the transactional framework — not a purchasing programme in itself, but the commercial rails on which MCA and CSP run. NCE standardises subscription management, introduces monthly/annual/3-year commit options, and has replaced legacy volume tier pricing for M365, Dynamics 365, and Power Platform. NCE monthly commit products cannot be cancelled mid-month without cost; annual commit products lock you in for 12 months. Understanding the difference between NCE monthly and annual commit is essential for organisations that are actively expanding or contracting their Microsoft estate.
5. Azure Licensing and Cost Optimisation
Azure is Microsoft's fastest-growing revenue category, and it is also the area where enterprise buyers most frequently overpay due to poor commercial structure, unoptimised Reserved Instance portfolios, and missed Azure Hybrid Benefit opportunities.
Azure Monetary Commitment
Under an EA, Azure is typically covered by an upfront Monetary Commitment — a prepaid credit that is drawn down as you consume Azure services. In exchange for the commitment, Microsoft provides a negotiated discount rate on consumption. Organisations that negotiate Azure Monetary Commitments without independent benchmarking frequently accept discount rates 10–20% below market. The Q4 window (April–June) is when field teams have most flexibility to improve Azure commitment terms.
Reserved Instances vs Azure Savings Plans
Reserved Instances commit to a specific VM size, OS, and region for 1 or 3 years, providing up to 72% discount versus pay-as-you-go rates. Azure Savings Plans commit a fixed hourly spend for 1 or 3 years and apply that discount across compute types and regions flexibly, with up to 65% savings. For stable, predictable workloads where the VM configuration is unlikely to change, Reserved Instances deliver higher savings. For mixed or evolving workloads, Savings Plans preserve flexibility while still capturing substantial discounts. Most large Azure environments benefit from a portfolio approach — RIs for stable cores, Savings Plans for variable capacity.
Azure Hybrid Benefit
Azure Hybrid Benefit (AHB) is consistently the most underutilised cost optimisation in hybrid Microsoft environments. AHB allows qualifying on-premises Windows Server and SQL Server licences with active Software Assurance to be applied to Azure VMs at dramatically reduced compute rates — typically 40–85% savings on qualifying VM workloads. Every organisation with on-premises server licences plus Azure workloads should verify that AHB is activated. Our advisory team finds unclaimed AHB savings in the majority of hybrid accounts we review.
Azure OpenAI: PTU vs Pay-As-You-Go
Azure OpenAI pricing requires particular attention as AI workloads scale. Pay-as-you-go (billed per token consumed) suits development, testing, and variable production workloads. Provisioned Throughput Units (PTU) pre-purchase dedicated model capacity at a fixed hourly rate, providing guaranteed latency and throughput for production AI applications. PTU commitments must be sized against actual consumption patterns — over-provisioning PTU is wasteful, and under-provisioning creates latency issues at scale. Model capability and pricing varies across GPT-4o, o1, and other Azure OpenAI models, and should be benchmarked against your specific use case before committing to PTU.
6. Dynamics 365 Licensing
Dynamics 365 licensing is the most technically complex area of Microsoft's commercial portfolio and the most common source of unexpected audit findings in 2026. Three developments require particular attention:
Automatic licence enforcement (January 2026). Microsoft introduced system-level enforcement of qualifying user rules in Dynamics 365. Users accessing Dynamics 365 functionality without a qualifying licence are now blocked rather than flagged. If your organisation has been relying on informal user access patterns that were "technically non-compliant but never enforced," that grace period is over. Review your user access mapping against the current qualifying user matrix immediately.
Attach licence pricing. Dynamics 365's attach model allows users with a qualifying base licence (Sales, Customer Service, Finance, or Field Service full user) to add additional Dynamics 365 workloads at significantly reduced attach pricing. Users without a qualifying base licence pay full price for each additional product. Auditing whether your users are correctly configured for base + attach versus full + full pricing is a standard right-sizing opportunity.
Dynamics 365 Copilot. Microsoft is embedding AI Copilot capabilities across Dynamics 365 products and including them in various SKUs. The boundary between what is included and what requires a separate Copilot add-on has shifted multiple times since 2023. As of April 2026, most core Dynamics 365 Copilot features are included in the standard SKU, but Microsoft Copilot for Sales and Copilot for Service remain as separate add-ons at approximately $50/user/month each.
7. On-Premises Server Products and Software Assurance
Despite Microsoft's focus on cloud, a significant proportion of enterprise Microsoft spend in 2026 remains in on-premises server licences. The two products that dominate enterprise server licensing complexity are SQL Server and Windows Server.
SQL Server 2022
SQL Server is licensed either per core (two-core packs minimum, covering all physical cores of a server) or per server with Client Access Licences (CALs). Virtualisation licensing for SQL Server is particularly complex — SQL Server Standard edition virtual machine limits apply per physical server based on the number of VMs assigned, while SQL Server Enterprise's per-core licensing covers unlimited VMs on a licensed host. In heavily virtualised environments, the SQL Server virtualisation licensing calculation is the most common source of high-value audit findings. SQL Server with active SA qualifies for Azure Hybrid Benefit for Azure SQL Database and SQL Managed Instance deployments.
Windows Server 2022
Windows Server uses per-core licensing (16-core minimum per server) with two editions: Standard (limited VM rights) and Datacenter (unlimited VM rights on a licensed host). The choice between Standard and Datacenter depends on virtualisation density — at four or more Windows Server VMs per physical host, Datacenter typically becomes more cost-effective than Standard. Windows Server with active SA qualifies for Azure Hybrid Benefit on Azure VMs, representing 40–80% savings on qualifying workloads.
Software Assurance Decision Framework
Software Assurance costs approximately 25–29% of the underlying perpetual licence value annually. The ROI depends on benefit utilisation. The primary evaluation criteria are: Will you upgrade to the next product version during the SA coverage period? Are you deploying qualifying workloads in Azure (Azure Hybrid Benefit value)? Do you need licence mobility for outsourced data centre environments? If none of these three conditions apply, SA renewal is likely not cost-effective. If Azure Hybrid Benefit is applicable at scale, SA almost always pays for itself and more.
8. July 2026 Pricing Changes: What Changes and What It Means
Microsoft announced significant pricing changes effective July 1, 2026. These represent the most material commercial changes to standard enterprise Microsoft pricing since the NCE transition in 2022. Key changes:
- M365 E3: $36 → $39/user/month (+8%). Now includes Intune Plan 2, Defender for Office P1, and Remote Help, which were previously sold as add-ons. Organisations currently paying for these as separate add-ons will see a net reduction in add-on spend but a net increase in base SKU cost.
- M365 E5: $57 → $60/user/month (+5%). Modest increase; new E5-included capabilities are primarily Intune Suite expansions.
- M365 Business Basic: $6 → $7/user/month (+17%). Significant percentage increase but low absolute impact at small seat counts.
- M365 Business Standard: $12.50 → $14/user/month (+12%). More material for SMB deployments on Business tier.
- Frontline F3: $8 → $10/user/month (+25%). The largest percentage increase in the 2026 cycle — organisations with large frontline worker populations should validate whether F3 versus F1 tiering decisions need to be revisited.
For organisations with renewal dates falling between July 2026 and December 2026, early renewal before June 30 can lock in current pricing for a full 3-year EA term. The commercial case for early renewal is strongest for E3 and F3 heavy deployments, particularly where E3 add-on costs (Intune Plan 2, Defender for Office P1) will be absorbed into the higher E3 base price post-July — eliminating the add-on saving without reducing the total cost.
9. Negotiation Strategy for 2026
Microsoft's commercial environment in 2026 has more complexity and more pressure than at any point in the past decade. But buyer leverage has not disappeared — it has simply shifted. The following negotiation principles apply to every Microsoft commercial engagement in 2026:
Time Your Negotiations to Microsoft's Q4
Microsoft's fiscal year ends June 30. April 1 to June 30 is Q4 — the period when Microsoft field representatives have maximum incentive to close commercial conversations at favourable terms. Account teams that cannot offer additional discounts or flexibility in Q1 will often find the position available in Q4. If your EA renewal, True-Up, or major add-on decision can be timed to land before June 30, do so. The discount differential between a Q4 close and a Q1 close on the same deal is typically 5–15 percentage points.
Right-Size Before You Negotiate Price
Negotiating a 15% discount on an estate that is 25% over-licensed produces a worse outcome than negotiating a 10% discount on the right-sized baseline. The first step in every Microsoft commercial engagement is building an accurate Effective Licence Position — what you have deployed, what you are paying for, and what the gap is. A right-sizing analysis before renewal consistently identifies savings of 12–22% against the naive renewal baseline, independent of any price negotiation.
Use Competitive Alternatives as Leverage
Microsoft responds to credible competitive pressure. Google Workspace for M365, AWS for Azure, and Salesforce for Dynamics 365 are all credible alternatives that Microsoft's account teams are trained to handle. You do not need to intend to switch to benefit from competitive positioning — you need your Microsoft account team to understand that you have evaluated the alternatives and that the conversation is not a foregone conclusion. This posture consistently unlocks additional flexibility that is not available in a Microsoft-only conversation.
Challenge the E5-to-E7 Upsell
Microsoft's field teams have been equipped with a specific playbook for moving E5 customers to E7. The playbook frames E7 as cost-neutral or cost-positive by combining E5 plus Copilot ($30/user/month) and presenting E7 at $99 as equivalent. The frame is legitimate only if you were already paying for Copilot at all seats. Challenge by: (1) running a detailed E5 total cost stack analysis including all active add-ons; (2) modelling E7 at your actual AI adoption rate, not a theoretical 100% deployment; (3) negotiating E7 as an option at renewal rather than committing at full deployment on day one.
Engage Independent Microsoft Licensing Advisory
The ROI case for independent Microsoft EA negotiation specialists in 2026 is stronger than in any previous year. The combination of programme complexity, price increases, volume tier elimination, and E7 upsell pressure means that organisations negotiating without independent benchmark data and market intelligence are consistently leaving 10–25% on the table. Our 500+ engagement dataset provides current market benchmarks for every Microsoft product category, enabling our clients to anchor negotiations with real market data rather than accepting Microsoft's stated floor.
10. Compliance and Audit Risk in 2026
Microsoft's compliance enforcement environment has intensified materially. The three most significant developments are: AI-based compliance scanning that identifies exposure before Microsoft's sales team contacts you; Dynamics 365 automatic enforcement from January 2026; and average audit findings climbing to $3.4 million. The risk categories that drive the largest audit findings remain consistent: SQL Server virtualisation licensing, Windows Server core and VM counting, Dynamics 365 qualifying user access, and M365 user assignment mismatches. A proactive quarterly review of your Effective Licence Position — comparing entitlements against deployments — is the most cost-effective audit risk management approach available. Organisations that do this systematically consistently achieve settlement values 40–60% below those that enter an audit unprepared.
For organisations that have received an audit notice or SAM review invitation, the first action is to determine which type of process you are in — a voluntary SAM review (shortfalls remedied at contracted pricing) versus a formal audit (shortfalls at 125% list price plus potential audit cost liability). This distinction should inform every subsequent action. Immediate engagement of independent Microsoft licensing advisory at the point of audit notice is the single highest-ROI intervention available.
11. 2026 Action Plan for Enterprise Buyers
Based on the current commercial and compliance landscape, we recommend the following actions for every enterprise organisation with significant Microsoft spend in 2026:
- Validate your M365 SKU stack against actual role requirements. Identify users who are over-licensed (E5 where E3 suffices) and users who are under-served (frontline workers on E3 where F3 would be appropriate). Build a right-sizing model before your next True-Up or renewal event.
- Audit your add-on spend against July 2026 E3 bundling changes. Intune Plan 2, Defender for Office P1, and Remote Help will be included in E3 from July 2026. Any organisation paying for these as standalone add-ons should cancel them at or before the July 2026 effective date.
- Evaluate the E7 upsell on your specific cost stack, not Microsoft's generic model. Build your actual all-in E5 cost (base + Copilot + active add-ons) and compare it honestly against E7 at full deployment. If E7 is genuinely cost-neutral or better, it may be the right decision. If it represents a material increase, negotiate to preserve E5 with targeted Copilot licensing for high-utilisation users rather than committing to E7 across the board.
- Check Azure Hybrid Benefit activation status. If you hold Windows Server or SQL Server perpetual licences with active SA and run workloads in Azure, verify that AHB is activated on qualifying VMs. Unclaimed AHB savings are among the most consistently high-value findings in Microsoft estate reviews.
- Build your Effective Licence Position before July. With the most significant pricing changes in years landing in July 2026, organisations that arrive at their renewal or True-Up with a clear, audited ELP will be in a materially stronger negotiating position than those that do not. The ELP is also your primary audit defence document.
- If your EA renewal falls in 2026 or 2027, evaluate early renewal before June 30. The combination of Q4 Microsoft field pressure and the ability to lock in pre-July pricing makes an early renewal case compelling for many organisations, subject to a careful analysis of what you are locking in and at what baseline.
- Engage independent advisory for any renewal above £2M annual spend. At this scale, the ROI on independent Microsoft licensing advisory from a genuinely buyer-side firm is consistently positive. Our Microsoft EA negotiation specialists bring market benchmark data, negotiation experience across 500+ comparable deals, and no commercial alignment with Microsoft to every engagement.
In one engagement, a pan-European financial services firm faced a July 2026 EA renewal for 6,000 users. Microsoft's proposal included a full E5 → E7 uplift at $99/user/month — a £4.2M annual increase over their existing E5 commitment. A Redress commercial review showed that fewer than 800 users had genuine use cases for Copilot and Agent 365. The negotiated outcome preserved E5 for 5,200 users with targeted Copilot licensing for the 800 high-utilisation users, saving £3.1M annually versus Microsoft's initial proposal. The engagement fee was less than 3% of the three-year saving.