Microsoft Licensing — Updated 2026

Navigating Microsoft's 2025–2026 Licensing & Pricing Changes: A CIO's Playbook

The complete guide to Microsoft's pricing overhaul — from the 5% monthly billing premium and Level A pricing to the EA-to-MCA-E transition, Copilot costs, and negotiation strategies for 2026 renewals.

CIO Strategic PlaybookMicrosoft Licensing 2026Fredrik FilipssonUpdated February 2026
🏠 Microsoft Knowledge HubThis Article
5%
Monthly Billing Premium (Since Apr 2025)
10–15%
Effective Price Increase — Level A Only
$30/user
Microsoft 365 Copilot Add-On/Month
20%
Premium on Pure Monthly Subscriptions

📋 Executive Summary

Microsoft executed a series of pricing and structural changes across 2025 that fundamentally reshape the cost equation for enterprise buyers in 2026. The 5% monthly billing premium (effective April 2025) penalizes cash-flow flexibility. The elimination of volume discount tiers (effective November 2025) forces all EA customers to Level A pricing, erasing 10–30% discounts large buyers previously enjoyed. Microsoft is simultaneously pushing EA customers to MCA-E, introducing Copilot add-ons at $30/user/month, and raising prices on Teams Phone, Power BI Pro, and Dynamics 365 by 10–40%.

For CIOs approaching 2026 renewals, the message is clear: the old playbook no longer works. This guide covers every change now in effect, compares billing options under NCE, models cost scenarios, and provides negotiation strategies to mitigate the impact.

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📑 Table of Contents

  1. Timeline: What Changed & When
  2. The 5% Monthly Billing Premium Explained
  3. Level A Pricing — Volume Discounts Eliminated
  4. NCE Billing Options Compared
  5. EA-to-MCA-E Transition: What CIOs Need to Know
  6. Copilot & AI Add-On Licensing Costs
  7. Product-Specific Price Increases
  8. Cost Scenarios & Budget Impact
  9. Negotiation Strategies for 2026
  10. CIO Recommendations
  11. Frequently Asked Questions

Timeline: What Changed & When

April 1, 2025
5% Monthly Billing Premium Takes Effect
Annual subscriptions paid monthly now cost 5% more across CSP, MCA-E, and Web Direct. Applies to M365, O365, EMS, Windows 365, Dynamics 365, Power Platform. Pure monthly subscriptions retain their 20% premium.
April 1, 2025
Teams Phone & Power BI Price Increases
Teams Phone Standard: $8→$10/user/month (+25%). Power BI Pro: $10→$14/user/month (+40%). Power BI PPU increases proportionally. These apply at renewal for existing customers.
July 1, 2025
3-Year Terms Expanded to Enterprise SKUs
Microsoft extends 3-year commitment options to M365 E3/E5, Teams Phone, E5 Security/Compliance suites. Promotional 10% discounts offered for new 3-year commitments (100–2,400 seats) through late 2025.
November 1, 2025
Volume Discount Tiers Eliminated — Level A Only
Levels B, C, and D removed for online services. All EA customers pay the same Level A (list) pricing. Large buyers previously enjoying 20–30% volume discounts see immediate cost increases at renewal.
2025–2026 Ongoing
EA-to-MCA-E Migration Push
Microsoft notifying "small percentage" of cloud EA customers they cannot renew under EA and must transition to MCA-E or CSP. Trend accelerating for mid-size customers (under 2,500 seats).

📋 Need help understanding how these changes impact your specific Microsoft estate? Our advisors run free impact assessments.

Microsoft Optimization →

The 5% Monthly Billing Premium Explained

Since April 1, 2025, any annual subscription paid on a monthly billing cycle costs 5% more than the same subscription paid upfront annually. This applies universally across CSP, MCA-E, and Web Direct channels, covering Microsoft 365, Office 365, Enterprise Mobility + Security, Windows 365, Dynamics 365, and Power Platform products.

Billing OptionCommitmentPrice LevelFlexibility
Annual Upfront12 monthsBase price (cheapest)Can add seats anytime. Cannot reduce until renewal.
Annual — Monthly Billing12 monthsBase + 5% premiumSame commitment, just pay monthly. Still locked for 12 months.
Monthly SubscriptionMonth-to-monthBase + 20% premiumFull flexibility — add or remove any month. Most expensive.
3-Year Upfront36 monthsBase price (price-locked)Maximum price protection. Cannot reduce for 3 years.
Cost Impact Example — 1,000 M365 E3 Users

Annual upfront: 1,000 × $36 × 12 = $432,000/year

Annual with monthly billing: 1,000 × $37.80 × 12 = $453,600/year (+$21,600)

Monthly subscription: 1,000 × $43.20 × 12 = $518,400/year (+$86,400)

The 5% premium on monthly billing costs this organization $21,600 per year in unnecessary spend — simply for the convenience of spreading payments. For 5,000 users, that becomes $108,000/year.

Expert Insight — When Monthly Billing Makes Sense

The 5% premium is essentially a financing charge. For most enterprises with stable headcount, switching to annual upfront billing is an obvious saving. Reserve monthly billing only for truly variable populations: seasonal workers, project-based contractors, or departments undergoing restructuring where you genuinely cannot predict seat counts 12 months out.

Level A Pricing — Volume Discounts Eliminated

Effective November 1, 2025, Microsoft eliminated volume discount tiers (Levels B, C, and D) for online services under Enterprise Agreements. Previously, larger organizations received automatic unit price reductions as they scaled — sometimes 10-30% below list price. Now every customer pays Level A (standard list) pricing, regardless of whether they buy 500 or 50,000 seats.

Customer SizePrevious Discount TierTypical Discount LostEstimated Annual Impact
500–2,400 seatsLevel A (no change)0%Minimal — already at Level A pricing.
2,400–5,000 seatsLevel B~5–10%$200K–$500K+ additional annual cost at renewal.
5,000–15,000 seatsLevel C~10–20%$500K–$2M+ additional annual cost at renewal.
15,000+ seatsLevel D~15–30%$2M–$10M+ additional annual cost at renewal.
⚠️ Critical Alert — 2026 Renewals

If your EA renews after November 1, 2025, you will lose all volume discount tiers. Organizations with 5,000+ seats face the most significant impact. Early renewal before the cutoff date may have been possible — but for those now renewing in 2026, the discount tiers are gone. Focus shifts entirely to negotiating custom discounts directly with your Microsoft account team. See our EA Optimization Service.

📊 See how enterprises saved $2–5M on EA renewals by negotiating custom discounts after the Level A shift.

EA Renewal Case Studies →

NCE Billing Options Compared

Microsoft's New Commerce Experience (NCE) is now the standard platform for purchasing cloud subscriptions — whether via CSP partner, MCA-E direct, or Web Direct. Understanding the term and billing combinations is essential to cost optimization in 2026.

📅 Annual Term — Annual Billing (Best Value)

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Commit to 12 months, pay the full amount upfront. This is the lowest-cost option — base pricing with no premiums. Your price is locked for the entire term, even if Microsoft raises list prices mid-year. You can increase seat counts anytime during the term but cannot reduce until renewal. Best for stable organizations with predictable headcount.

📅 Annual Term — Monthly Billing (+5%)

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Same 12-month commitment, but payments spread monthly. Since April 2025, this costs 5% more than upfront billing. You're still locked for the year — the monthly billing is purely a cash-flow convenience, not flexibility to cancel. Cancellation is only possible within a 7-day window after initial purchase or renewal. For most enterprises, the 5% premium is wasted money unless your finance team absolutely requires monthly OpEx billing cycles.

📅 Monthly Term — Monthly Billing (+20%)

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True month-to-month flexibility — add or remove seats each month with no long-term commitment. But you pay 20% more than annual upfront pricing. Best used strategically for genuinely variable populations: temporary project teams, seasonal retail staff, M&A integration periods. Never use as the default for core employees — it's prohibitively expensive at scale.

📅 3-Year Term — Maximum Price Lock

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Lock pricing for 36 months at base rates. Since July 2025, 3-year terms are available for M365 E3/E5, Teams Phone, and E5 Security/Compliance suites. Useful if you anticipate further Microsoft price increases (highly likely). The drawback: you cannot reduce quantities for 3 years after the initial 7-day window. Only commit to this for core, unchanging needs where you're confident in the seat count.

2025 Promotional Discount: Microsoft offered 10% off new 3-year commitments for 100–2,400 seats through late 2025. Check if similar promotions are available for your 2026 renewal — Microsoft frequently uses these to drive adoption of longer terms.

🤝 Need help structuring the optimal billing mix for your organization? Our Microsoft team models every scenario.

Contract Negotiation →

EA-to-MCA-E Transition: What CIOs Need to Know

Microsoft is actively migrating customers from traditional Enterprise Agreements to the Microsoft Customer Agreement for Enterprise (MCA-E). While initially focused on mid-size organizations (under 2,500 seats), the trend is expanding. CIOs renewing in 2026 may face this transition directly.

What You Keep with MCA-E

Cloud subscription flexibility, monthly true-up/true-down on seat counts (vs. annual EA true-ups), direct Microsoft relationship, Azure consumption billing.

What You May Lose

Software Assurance perks (training vouchers, dual use rights), step-up license pricing, 3-year price lock guarantees, partner-managed discount structures. Carefully audit which SA benefits you actively use before transitioning.

Negotiation Opportunity

If forced to MCA-E, demand equivalent pricing to your current EA for at least the first 1–2 years. Microsoft has offered temporary "transition discounts" — insist on them. Document everything and compare total 3-year cost.

Hybrid Approach

Some organizations maintain EA for on-premises licenses (Windows Server, SQL) while using MCA-E or CSP for cloud subscriptions. This hybrid can preserve SA benefits while gaining cloud flexibility.

📄 Our EA vs. MCA-E comparison tool models the full 3-year TCO for your specific SKU mix.

EA Optimization Service →

Copilot & AI Add-On Licensing Costs

Microsoft's AI push introduces significant new cost layers for enterprises in 2026. Understanding the pricing before it's bundled into your renewal is critical.

AI Add-OnPriceLicensing ModelPrerequisites
Microsoft 365 Copilot$30/user/monthPer user (no seat minimum)M365 E3/E5, Business Standard/Premium, or O365 E3/E5
Security Copilot$4/SCU/hour (~$2,920/SCU/month)Per capacity unit (SCU)Microsoft security stack
Dynamics 365 CopilotVaries — often bundledPer user or bundledDynamics 365 base license
GitHub Copilot$19–$39/user/monthPer developerGitHub subscription
Copilot Budget Impact — 500 Users at $30/Month

500 × $30 × 12 = $180,000/year in net-new spend. For 2,000 knowledge workers, that's $720,000/year. Microsoft will aggressively push Copilot adoption during your 2026 renewal — often offering introductory discounts if bundled with your EA or MCA-E commitment. Negotiate hard: demand pilot pricing, usage-based billing, or phase-in terms rather than full deployment from day one.

⚡ Watch Out — Copilot in Renewal Negotiations

Microsoft reps may offer "generous" Copilot discounts conditional on accepting higher core licensing prices or longer commitments. Always separate Copilot negotiations from your base licensing renewal. Model the total deal cost with and without Copilot. Don't let Copilot savings subsidize a worse deal on your core M365/Azure spend. See our Microsoft Contract Negotiation Service.

Product-Specific Price Increases

ProductPrevious PriceNew Price (2025–2026)Change
M365 E3~$36/user/month~$36/user/monthStable — but Level A removes volume discounts
M365 E5~$57/user/month~$57/user/monthStable — but Level A removes volume discounts
Teams Phone Standard$8/user/month$10/user/month+25%
Power BI Pro$10/user/month$14/user/month+40%
Dynamics 365 Sales Enterprise$95/user/month$105/user/month+10.5%
D365 Finance/SCM/Commerce$180/user/month$210/user/month+16.7%
Windows Server 2025Previous generation pricing~10% increase+10% on-premises

📊 Our benchmarking database covers 500+ comparable EA deals — know what "good" looks like before you negotiate.

Microsoft Advisory Services →

Cost Scenarios & Budget Impact

Scenario 1 — Large Enterprise (5,000 M365 E5 Users, Previously Level C)

Previous annual cost (Level C, ~15% discount): 5,000 × $48.45 × 12 = $2,907,000

New annual cost (Level A, list price): 5,000 × $57 × 12 = $3,420,000

Impact: +$513,000/year (~17.6% increase) for the same 5,000 users, same product, zero new value.

Scenario 2 — Mid-Size Organization (1,500 Users, Mixed SKUs, Monthly Billing)

Core M365 E3 (1,000 users): $36 × 1.05 = $37.80 × 1,000 × 12 = $453,600

M365 E5 (500 users): $57 × 1.05 = $59.85 × 500 × 12 = $359,100

Switching to annual upfront saves: $812,700 − $774,000 = $38,700/year

Add Teams Phone ($10 × 1,500 × 12 = $180K), Power BI Pro ($14 × 500 × 12 = $84K), and Copilot pilot (200 users × $30 × 12 = $72K) — total Microsoft spend approaches $1.1M/year.

Scenario 3 — Copilot Rollout During EA Renewal

Microsoft offers Copilot at 20% discount ($24/user) if you commit to 3-year EA renewal at list price — but "list price" is now Level A with no volume discount.

Copilot savings: 1,000 users × $6 discount × 12 = $72,000/year saved on Copilot.

Volume discount lost on core licensing: 5,000 E3 users × $5.40 lost discount × 12 = $324,000/year additional cost.

Net impact: -$252,000/year worse off. The Copilot "discount" doesn't come close to offsetting the lost volume discount. Always model the total deal.

Negotiation Strategies for 2026

📊 Benchmark Everything Against Alternatives

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With volume discounts gone, your negotiation leverage must come from credible alternatives. Research Google Workspace pricing for productivity, AWS/GCP for cloud, Salesforce for CRM, Zoom for communications. Even if you have no intention of switching, demonstrating that you've evaluated alternatives forces Microsoft's account team to justify their pricing and request custom discount approvals internally.

💰 Demand Custom Discounts to Replace Volume Tiers

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The elimination of volume tiers doesn't mean discounts are impossible — it means they're no longer automatic. Large buyers must negotiate custom pricing directly with Microsoft account teams, who still have authority to grant discounts on a deal-by-deal basis. Document your previous discount level and present it as the baseline: "We've been paying Level C pricing for 5 years. We expect equivalent pricing to continue." Start negotiations 6–12 months before renewal.

Leverage Your Total Microsoft Spend: Bundle Azure MACC commitments, Dynamics 365, Power Platform, and M365 into a single negotiation. Microsoft account teams have more discount authority when the total deal is larger. A $3M all-Microsoft commitment negotiates very differently from a $500K M365-only renewal. See our Microsoft Contract Negotiation Service.

📅 Time Your Renewal to Microsoft's Fiscal Year

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Microsoft's fiscal year ends June 30. Account teams are under maximum pressure to close deals in Q4 (April–June) and Q2 (October–December). Aligning your renewal negotiation with these periods can yield 5–15% additional concessions. If your EA renewal falls in an off-cycle month, consider requesting a short-term bridge extension to align with a more favorable negotiation window.

🔄 Mix Term Lengths Strategically

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Don't default to a single term for everything. Use 3-year terms for core, stable licenses (M365 E3/E5 for permanent staff) to lock pricing against future increases. Use annual terms with upfront billing for predictable but potentially changing populations. Reserve monthly subscriptions only for genuinely variable needs. This blended approach optimizes the cost-flexibility tradeoff.

🛡️ Protect Against Future Price Increases

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Negotiate price protection clauses into your agreement: cap annual price increases (ideally 0% for the term, or maximum 3–5%). Request that future additional seats are priced at the same discounted rate as your initial commitment — otherwise Microsoft may charge full list price for growth. Get commitments in writing that any promotional discounts extend for the full agreement term, not just year one.

📖 Read our deep-dive on EA renewal negotiation tactics — benchmarking, discount banding, deal structuring.

Negotiation Case Studies →

CIO Recommendations

✅ CIO Action Plan for Microsoft Licensing 2026

Key Takeaways

5% Premium = Switch to Upfront

For stable headcount, annual upfront billing is now the only cost-effective option. Monthly billing is a 5% tax on cash-flow convenience with zero additional flexibility.

Level A = Biggest Budget Shock

The elimination of volume discounts is the most significant cost impact for large buyers — potentially adding 10–30% to online service costs at renewal.

Copilot = Negotiate Separately

At $30/user/month, Copilot is a major new cost layer. Never let Copilot "discounts" subsidize worse pricing on your core M365/Azure commitment.

Custom Discounts Still Exist

Volume tiers are gone, but negotiated custom pricing is very much alive. Large buyers with credible alternatives and total-spend leverage can still secure meaningful discounts.

Microsoft Advisory Services

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Optimization Services

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Contract Negotiation

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EA Optimization

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Audit Defense

Frequently Asked Questions

What is the 5% monthly billing premium and does it affect our EA?+
Since April 2025, annual subscriptions paid monthly cost 5% more than those paid upfront annually. This applies across CSP, MCA-E, and Web Direct channels for M365, O365, EMS, Windows 365, Dynamics 365, and Power Platform. Traditional EAs with annual payments are not directly affected, but if you transition to MCA-E or CSP, the premium applies unless you pay upfront. It's essentially a financing charge — you're committed for 12 months either way, so upfront billing is almost always the better choice for stable organizations.
How much will the Level A pricing change increase our costs?+
It depends on your previous discount tier. Level B customers may see 5–10% increases. Level C customers face 10–20%. Level D customers (the largest buyers) could see 15–30% increases on online services — potentially millions of dollars annually. The exact impact depends on your SKU mix, seat count, and previous negotiated rates. We recommend running a detailed impact analysis comparing your current pricing to Level A list prices. Our EA Optimization Service provides this analysis.
Should we switch from EA to MCA-E?+
It depends on your mix of on-premises vs. cloud. If you're 90%+ cloud, MCA-E offers more subscription flexibility (monthly true-ups). If you rely on Software Assurance benefits (license mobility, dual use rights, training vouchers, step-up pricing), stick with EA as long as possible. Some organizations adopt a hybrid: EA for on-premises, MCA-E for cloud. If Microsoft forces the transition, negotiate transition discounts matching your current EA rates for at least 1–2 years. Our Contract Negotiation Service has managed dozens of EA-to-MCA-E transitions.
How should we handle Microsoft 365 Copilot pricing in our renewal?+
Keep Copilot negotiations separate from your core licensing. Microsoft reps may offer Copilot discounts conditional on accepting list pricing for M365/Azure — always model the total deal cost. Start with a pilot (50–200 users) rather than full deployment. Negotiate usage-based or phase-in terms. The $30/user price is likely to decrease as competition from Google Gemini and others intensifies — avoid locking into 3-year Copilot commitments at today's pricing.
Can we still get volume discounts from Microsoft?+
Automatic volume discount tiers (B/C/D) are gone as of November 2025. However, custom negotiated discounts are still possible — they just require more effort. You need to demonstrate total Microsoft spend leverage, present credible alternatives, and negotiate directly with account executives who have approval authority. Timing matters: Microsoft's fiscal year ends June 30, so Q4 (April–June) negotiations tend to yield better results. Our benchmark database of 500+ deals helps you know exactly what discount is achievable for your size and spend profile.
What's the best billing strategy for 2026?+
Use a blended approach: 3-year annual upfront for core, stable licenses (M365 E3/E5 for permanent employees) to lock pricing. Annual upfront for predictable but potentially changing populations. Monthly subscriptions only for truly variable needs (contractors, seasonal staff, M&A integration). Never use monthly billing on annual terms — the 5% premium adds up quickly and provides no additional flexibility.

Related Microsoft Resources

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FF

Fredrik Filipsson

Co-Founder, Redress Compliance

Fredrik Filipsson brings 20+ years of enterprise software licensing expertise. He has helped hundreds of organizations — including numerous Fortune 500 companies — optimize Microsoft EA renewals, negotiate MCA-E transitions, and reduce cloud licensing costs. His team's benchmark database of 500+ comparable deals provides the pricing intelligence that drives winning negotiation outcomes.

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