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Home / Blog / Business Intelligence / Before You Renew Your Microsoft Enterprise Agreement, Ask These 10 Questions

Before You Renew Your Microsoft Enterprise Agreement, Ask These 10 Questions

A significant discount may look like a win. The real question is what you receive after the quote is signed. Your Enterprise Agreement renewal arrives with […]

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Marco D'Ercole

Published: Nov 4, 2026 •

Table of Contents
  1. 1. That discount looks exceptional. Why?
  2. 2. Show us everything that is not included.
  3. 3. Who is looking for Microsoft waste?
  4. 4. Can we see utilization, not just inventory?
  5. 5. Do you deal directly with Microsoft for CSP?
  6. 6. Show us your customer portal.
  7. 7. Who supports us when something serious happens?
  8. 8. How flexible is CSP, really?
  9. 9. What happens after you win our business?
  10. 10. If we were not already on an EA, would we choose one today?
  11. Real customer perspective: Scale requires more than fulfilment
  12. The bottom line

A significant discount may look like a win. The real question is what you receive after the quote is signed.

Your Enterprise Agreement renewal arrives with an aggressive partner discount. Procurement sees savings, the incumbent Microsoft Partner emphasizes the percentage reduction, and the proposal feels difficult to refuse.

Before signing another long-term commitment, ask a more important question: Did we secure a better Microsoft strategy, or simply a lower price on the same licensing model?

Microsoft standardized Online Services pricing across EA price levels A through D beginning November 1, 2025, applying at renewal or to qualifying new Online Services. The EA still has legitimate uses, but automatic renewal now deserves much more scrutiny.

Do not compare your new EA only with your old EA. Compare it with the best Microsoft purchasing and management model available to you today.
p2 compare right baseline

1. That discount looks exceptional. Why?

A large discount can be entirely legitimate. But understand who funds it, whether it lasts for the full term, what happens at renewal, whether growth commitments apply, and where the Microsoft Partner expects to recover margin.

Ask directly: “Show us the complete three-year economics, not just the Day 1 license price.”

For an illustration, see this worked three-year cost comparison.

2. Show us everything that is not included.

Do not ask only, “Is support included?” Ask: “Show us every situation in which we will receive another invoice.”

Request written exclusions for technical support, escalation, security advisory, Azure optimization, Microsoft 365 administration, Copilot adoption, architecture, after-hours assistance and professional services.

3. Who is looking for Microsoft waste?

Your Microsoft Partner should identify licenses you should not buy, not simply fulfill every order. Ask how it detects unassigned licenses, inactive users, underused premium subscriptions, duplicate products and upcoming commitments.

4. Can we see utilization, not just inventory?

A licensing export shows what you bought. It does not show whether you are receiving value. Ask for visibility into active use, premium-feature adoption, Azure consumption, Copilot utilization, security posture, renewals and optimization opportunities.

5. Do you deal directly with Microsoft for CSP?

Ask whether the organization is a Microsoft CSP Direct Bill Partner or an indirect reseller. Direct Bill partners purchase directly from Microsoft and must autonomously sell, bill, manage and support customers. Indirect resellers work through a distributor.

Then ask: “How many organizations sit between us and Microsoft, and who owns the issue until it is resolved?”

What “Direct Bill” should mean for you is covered in the next post in this series.

p2 direct bill vs indirect

6. Show us your customer portal.

Do not accept a slide that says “reporting included.” Ask for a working demonstration of the experience your IT and finance teams will use after signing.

Can you see subscriptions, commitments, utilization, Azure, security, Copilot, billing, renewals and optimization in one place? Then compare that experience with 360 Visibility’s Clarity CSP portal.

Not sure what your renewal includes? Check where your Microsoft renewal stands before the quote is signed.

7. Who supports us when something serious happens?

Walk through a real incident. Who answers? Who owns the escalation? Who communicates with Microsoft? What response commitment applies? What triggers an additional charge? The value of support becomes visible when the service is not working.

8. How flexible is CSP, really?

CSP is not unlimited month-to-month flexibility. Our EA vs. CSP comparison explains terms and cancellation windows in more detail. Under Microsoft New Commerce, license-based subscriptions generally have a seven-day cancellation window following purchase or renewal. A strong Microsoft Partner designs the right mix of monthly and annual commitments for stable, variable and seasonal users.

p2 csp flexibility

9. What happens after you win our business?

Ask the incumbent or prospective partner: “You have shown us everything you are prepared to do to win our business. Now show us what you will do to keep it.”

Request named contacts, review frequency, optimization responsibilities, escalation procedures, included advisory, reporting and renewal governance.

10. If we were not already on an EA, would we choose one today?

The EA may still be the right choice where Software Assurance, on-premises rights, negotiated terms or enterprise-wide commitments create measurable value. But history is not a business case. Make the decision using today’s workforce, cloud strategy, support needs and economics.

Real customer perspective: Scale requires more than fulfilment

A mid-enterprise organization partnered with 360 Visibility to deploy and manage more than 1,800+ Office 365 licenses while also improving security, scalability and efficiency. The lesson is not that every enterprise should abandon its EA. It is that thousands of licenses require more than order processing. They require Microsoft expertise around the environment those licenses support.

Buying Microsoft is a transaction. Managing Microsoft is an ongoing discipline.

The bottom line

A large discount can be valuable. But choose a Microsoft Partner based on the complete three-year cost, support experience, optimization model, directness of the Microsoft relationship and what your teams can actually see and manage after the sale.

Before you renew, ask the difficult questions.

Then require every Microsoft Partner to prove its answers.

p2 ten questions checklist

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Marco D'Ercole

Marco is the Executive Vice President and one of the co-founders of 360 Visibility. He is recognized in the industry as an expert at developing and aligning an organization’s technology with their business strategy in a cost-effective and innovative way.

See all my posts

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