Microsoft Audit

Negotiating the Outcome of a Microsoft Audit: How to Reduce Back Charges and Penalties

Negotiating the Outcome of a Microsoft Audit

Negotiating the Outcome of a Microsoft Audit

Introduction: Why Microsoft Audit Settlements Don’t Have to Be Fatal

Microsoft audit findings can be alarming – often revealing substantial back charges and penalties.

However, most audit results are inflated or negotiable, rather than a final verdict. Remember, an audit is not a punishment; it’s the start of a negotiation.

Microsoft uses audits to drive revenue, not to bankrupt customers. With the right approach, you can treat the audit like a business negotiation and significantly reduce the settlement amount. For a complete guide, read our CIO playbook on Microsoft Audits.

The key is to stay calm, scrutinize every finding, and plan a strategic response rather than panicking.

Step 1: Don’t Panic — Analyze Microsoft’s Audit Report Carefully

The first thing to do when you receive a Microsoft audit report is to take a deep breath and dig into the details.

Auditors’ reports are often riddled with errors or worst-case assumptions that inflate your compliance gap. Instead of accepting the findings at face value, review the report line by line and verify each claim.

Build a detailed rebuttal document noting where the auditors might be wrong or overreaching.

Common issues to watch for include:

  • Double-counted or Phantom Installations: Verify that the same server or user is not listed more than once. Auditors sometimes list decommissioned servers or inactive user accounts as if they were active, artificially boosting the counts.
  • Entitlement Oversights: Cross-check the findings against your own license records. The auditors might have missed licenses you already own or misapplied license rules. For example, if you have a license that covers multiple VMs or uses a different metric, ensure they properly credit it.
  • Assumed Worst-Case Licensing: Often, auditors assume that every deployment requires the most expensive edition or that every user needs a license, even if some are covered under different programs. Spot any instances where they assumed a higher edition or unnecessary CAL (Client Access License) requirement than actually needed.
  • Old Software or Legacy Rights: Sometimes, findings include software you’re no longer using or old versions that upgrade rights might cover. Don’t let them charge you for obsolete installations you already removed or replaced.

By validating the audit data yourself, you can challenge these inflated assumptions. Prepare evidence (purchase records, deployment logs, proofs of decommission, etc.) to counter any incorrect findings.

This careful analysis is your foundation for negotiation – it often reveals that the true compliance gap (if any) is much smaller than the audit report claims.

Before the audit read, Preparing for a Microsoft Audit: Proactive Steps to Fortify Your Compliance.

Step 2: Understanding Microsoft’s Audit Settlement Goals

Before you engage in settlement talks, put yourself in Microsoft’s shoes. Microsoft’s primary goal in an audit settlement is revenue, not legal battles.

They want to sell you licenses or subscriptions to cover any shortfall – ideally in a way that maintains you as a long-term customer.

Knowing this, you can frame the resolution as a business transaction (a “true-up”) rather than a punitive fine.

Treat the settlement like a true-up purchase. This means proposing to purchase the licenses needed to become compliant moving forward, rather than incurring heavy penalties for past non-compliance.

Microsoft is typically open to forward-looking solutions because it’d rather get you on a proper licensing plan (and perhaps into new products) than engage in a fight.

If you approach the conversation as “we’re prepared to buy what we need going forward,” it shifts the tone. Suddenly, you’re a customer making a purchase, not a culprit paying a fine.

Additionally, note that Microsoft’s audit team likely returned the case to the sales/account team at this stage. Those sales reps have sales targets and renewal goals. They are motivated to keep your business and not sour the relationship.

This gives you leverage: Microsoft would prefer to negotiate a settlement that includes future business (like a renewal or new cloud services) over chasing an exorbitant one-time penalty.

In short, Microsoft wants a deal, not a drama – use that to your advantage when you negotiate the audit results.

Step 3: Common Negotiation Tactics to Reduce Microsoft Audit Penalties

Once you’ve identified the weaknesses in the audit findings and understood Microsoft’s mindset, it’s time to deploy specific negotiation tactics.

The goal is to reduce any back charges or penalties to the bare minimum.

Here are some proven tactics from Microsoft licensing experts that can significantly reduce Microsoft audit penalties:

  • Challenge Counting Errors and Overlaps: Don’t be shy about pointing out mistakes. If the audit identified any errors (such as duplicate entries or inactive users), insist firmly that these be removed from the bill. Likewise, if you have entitlements (such as existing licenses or credits) that they overlooked, bring them to their attention. Every error you catch is a direct reduction in what they claim you owe.
  • Insist on Forward-Only Licensing: Push for a solution where you only pay for licenses in the future, not for past years of unlicensed use. This means no back-dated maintenance or retroactive Software Assurance fees. Often, you can negotiate to buy the required licenses now (or in the next agreement) to cover usage and skip punitive back-charges. Microsoft may accept this if it means they make a sale and you become compliant without setting a harsh precedent.
  • Leverage Bundle Deals with Renewals: If you have a significant contract renewal on the horizon (such as an Enterprise Agreement renewal or a planned purchase of new Microsoft products), use it as leverage. Propose folding the compliance purchases into that renewal. For example, you agree to renew or expand your agreement (which Microsoft’s sales team prefers), and in return, the audit “true-up” is often part of that deal – typically at a discounted rate or with some concessions. This turns an adversarial audit charge into part of a normal sales transaction, which Microsoft is much more amenable to negotiating.

Additionally, maintain a professional yet firm tone during negotiations. Acknowledge any genuine mistakes on your side, but also make it clear you won’t pay for Microsoft’s mistakes either.

If the auditors assumed scenarios that inflated the penalty, explain the correct scenario and propose a fair resolution (e.g., “We’ll purchase X licenses now to cover that usage, but we won’t pay two years of back support on it”).

By combining data-driven rebuttals with strategic offers, you set the stage to drastically shrink the penalty figure.

Read how a Microsoft audit works, Inside a Microsoft License Audit: What to Expect and How to Prepare.

Step 4: Using Renewal & Strategic Timing as Leverage

Timing is a powerful bargaining chip in Microsoft audit settlements. Microsoft account teams often work under quarterly or annual sales targets and are eager to close deals by specific deadlines.

You can use this to your advantage:

  • Fold the Audit into Your Renewal: If your Microsoft Enterprise Agreement (EA) or other major contract renewal is approaching, consider addressing the audit findings as part of that renewal. This approach makes the audit just one piece of a larger deal. For instance, you commit to renewing for another three years (or to migrating certain workloads to Microsoft’s cloud) and include the necessary licenses to cover the audit shortfall in that contract. By doing this, the “penalty” essentially transforms into a normal purchase with likely better pricing and terms.
  • Align with Microsoft’s Objectives: Be aware of Microsoft’s current strategic products and initiatives. Are they heavily promoting Azure consumption, Dynamics 365, or the latest AI-based services, such as Microsoft Copilot? If so, express openness to those. For example, you might say, “We are considering moving some on-premises systems to Azure or adopting Microsoft 365 E5, especially if we can resolve this audit reasonably.” This signals that Microsoft stands to gain future business if it cooperates now. Your interest in their strategic offerings becomes a bargaining chip – they might reduce or waive some audit charges to encourage your move to the cloud or new services.

Also, consider the calendar: If you’re nearing Microsoft’s end of quarter or fiscal year (typically June 30 for Microsoft), the sales team will be extra motivated to book any additional deals.

A settlement bundled into a purchase at that time might get more flexibility.

Essentially, by strategically timing your negotiations and tying them to Microsoft’s sales agenda, you can turn the audit situation into a win-win: you get a reduced penalty, and they get a continued (or expanded) commitment from your company.

Step 5: Payment Terms and Creative Settlements

Even after narrowing the compliance gap and leveraging future deals, you may still face a bill. How you pay that bill, however, is also negotiable.

Microsoft often shows flexibility in payment terms and creative settlement structures to close the deal:

  • Extended Payment Plans: You don’t necessarily have to pay the settlement in one lump sum. It’s very common to request that the charges be spread over a year or even multiple years. For example, if, after negotiations, you owe $300,000 in new licenses, propose paying it in three or four installments over the upcoming quarters or fiscal years. Spreading out payments can make the financial hit much easier for your budget, and Microsoft will usually accommodate this rather than risk non-payment or a deal falling through.
  • Credits and Future Discounts: Another creative angle is to negotiate credits or discounts on future spending. Perhaps you agree to pay a certain amount now, but Microsoft gives you a credit for a portion of that amount toward new cloud services or training. Or if you’re planning to upgrade to a new product, ask for a discounted rate on that purchase as part of the settlement. For instance, “We’ll pay for these SQL Server licenses now, if you give us 20% off our Azure commitment or Microsoft 365 subscriptions for next year.” This way, the money you spend on the settlement comes back around as value in other areas.
  • Adoption and Transition Deals: In some cases, you can literally trade the audit fees for a commitment to adopt Microsoft’s newer solutions. For example, instead of cutting a check purely for old-version Office licenses you no longer use, negotiate to transition those users to Microsoft 365 (Office 365) with a special discount. Microsoft gets what it wants (more users on subscriptions), and you avoid spending money on legacy licenses that give you no future benefit. The table below shows a few examples of how common audit findings can be resolved with smart negotiation plays:

Table – Audit Findings vs Negotiation Strategies

Audit FindingMicrosoft’s AskYour Negotiation Play
SQL under-licensing in VMsFull backdated licenses + past SA fees (paying for all previous years)Argue for a forward-only true-up (buy licenses only for now and future) and bundle it with your upcoming renewal to get better pricing.
Missing CALs for serversImmediate purchase of all required CALs at full priceEliminate the CAL requirement by switching to a per-core licensing model or higher edition that covers all users. This way you buy a one-time core license rather than many individual CALs, resolving the issue more cost-effectively.
Office Pro on RDS (unlicensed)Purchase Office licenses for all RDS users (possibly with back penalties)Propose moving those users to Microsoft 365 Apps (Office 365 subscription) with a discount. This ensures compliance going forward and Microsoft gains cloud subscribers, instead of you paying purely punitive fees.

In each case, notice how the strategy turns a harsh “ask” into a solution that adds future value or avoids waste. You either convert the penalty into new licenses you actually need, or you change licensing models to sidestep the issue altogether.

Step 6: Legal Protections and Settlement Boundaries

When negotiating a Microsoft audit settlement, it’s critical to understand your contractual rights and limits.

Microsoft’s audit clause in your agreement (EA, MPSA, or others) will define what they can and cannot demand.

Here’s how to protect yourself legally and set boundaries in the settlement:

  • Know Your Contractual Penalties (or Lack Thereof): Review the audit clause in your Microsoft agreement. Many Enterprise Agreements don’t impose extra fees beyond purchasing the missing licenses, whereas some contracts (like certain volume licensing programs) might specify a penalty multiplier (e.g., paying 125% of license costs). If your contract does not mention penalties, you have a strong position to refuse any “fine” or uplift beyond the standard license prices. Microsoft cannot enforce penalties that aren’t outlined in the contract, so firmly remind them that you’re only obliged to true-up at your agreed-upon discount level, for instance.
  • Reject Auditor Fees Shifting to You: Sometimes, Microsoft may imply that you should cover the audit cost (especially if a third-party auditor was involved), particularly if you were significantly out of compliance. Unless your contract explicitly states you must pay audit costs, push back on this. Paying for the licenses to become compliant is one thing; footing the bill for Microsoft’s audit is another. Make it clear that you won’t agree to covering their audit expenses as part of the settlement.
  • Confidentiality is Non-Negotiable: Ensure the settlement includes a confidentiality clause. Microsoft usually includes one by default, but verify it. You want the terms of the settlement (and even the existence of an audit dispute) to remain confidential. This protects your company’s reputation and prevents sensitive details from being leaked. It also stops Microsoft from using your organization as an “example” in any way.
  • No Admission of Wrongdoing: While you should correct compliance issues, you should not sign a settlement that publicly brands you as an intentional violator. Usually, settlement agreements are carefully worded as a resolution of a dispute, not as an admission of guilt. If Microsoft’s draft language is too accusatory, work with your legal counsel to soften it. The goal is simply to settle the licensing gap, not to tarnish your company’s record.
  • Close the Matter Fully: Be sure the agreement clearly states that by settling and meeting the terms, Microsoft releases your company from further liability for the period audited. You don’t want any ambiguity – it should be clear that this issue is resolved and won’t resurface. Also, check for any clauses about future audits. If there’s any unusual term, such as agreeing to more frequent audits, challenge it or ensure it’s reasonable. You want to exit this settlement with a clean slate.

Always involve your legal or contracts team to review the final settlement paperwork. Negotiating hard for fair terms is important, but equally important is documenting the agreement properly so that Microsoft can’t come back later for more.

Step 7: Positioning for Future Compliance & Reduced Risk

After you’ve navigated a Microsoft audit and reached a settlement, your goal should be to never go through that pain again.

Use the experience to strengthen your software asset management and negotiate some breathing room moving forward:

  • Offer Good-Faith Compliance Improvements: Show Microsoft that you’re taking compliance seriously to prevent future issues. Outline the steps you’re taking, such as implementing a robust Software Asset Management (SAM) tool, conducting regular internal audits, or enhancing your internal processes for license tracking. You might even offer to share a high-level plan of these improvements as part of the settlement conversation. This “good faith” gesture can make Microsoft more comfortable that you won’t be a repeat offender, potentially making them more flexible now. It also genuinely reduces your risk in the long run.
  • Negotiate a “Quiet Period”: It’s reasonable to ask (even if informally) for a period of assurance before the next audit. After resolving an audit and buying additional licenses or subscriptions, you don’t want Microsoft coming back in a year with another review. While Microsoft may not put it in writing that they won’t audit you for X years, you can certainly get verbal commitments or an understanding that you’ll have a grace period. In many cases, once an audit is closed, Microsoft won’t target you again for a few years – but it’s worth making that expectation clear. Suppose you’re a big customer renewing an agreement as part of the settlement. In that case, you might even include in the contract that any compliance issues are considered resolved as of the settlement date, and future audits will not revisit past periods.
  • Stay Vigilant Internally: Finally, take the lessons learned and institutionalize them. Conduct a post-mortem with your IT, procurement, and compliance teams: Where did things go wrong? Were there misunderstandings about licensing rules? Maybe certain teams were spinning up servers or installing software without oversight. Fix those gaps now. Create a checklist or policy for deploying Microsoft software and track licenses continuously to ensure compliance. By doing so, you’ll be in a strong position if Microsoft (or any software vendor) comes knocking again. In fact, you can turn compliance into a strength – being able to confidently say “we know our license position at all times” will make any future audit much smoother or perhaps unnecessary.

Every audit settlement negotiation is also about setting the stage for the future.

The way you close this audit will influence how Microsoft approaches you next time (if there is a next time). Showing that you are now in control of your licensing and that you expect fair treatment sets a positive tone and lowers your risk in the long run.

Final Checklist: How to Negotiate Microsoft Audit Settlements Effectively

Before we conclude, here’s a quick-hit checklist of must-do actions once you receive an audit report and as you negotiate the settlement:

  • Validate Every Finding: Never accept the audit data as-is. Double-check each line item against your own records and usage to ensure accuracy. Confirm what’s accurate and flag what appears to be incorrect.
  • Challenge Inflated Assumptions: Identify where the auditors overreached – such as duplicate counts, incorrect license metrics, or unrealistic coverage demands. Push back against those who are aggressive with facts and evidence.
  • Leverage Timing and Bundling: Don’t settle in a vacuum. Wherever possible, align the settlement with upcoming renewals or new purchases. Bundle the compliance fixes into a larger deal to get better terms (discounts or favorable conditions).
  • Ask for Concessions or Offsets: Everything is negotiable. Request payment installments, ask for discounts on new licenses, or seek credits towards future services (like Azure or training) as part of the deal. Microsoft often prefers to give you a break in one area if it means gaining more business elsewhere.
  • Never Take the First Offer: Microsoft’s initial settlement figure is not its final figure. Counteroffer with your analysis and a plan that shows future value. Every round of negotiation can chip away at the cost – so aim to reduce the audit penalty at each step and don’t hesitate to say “that’s still too high, here’s what we propose instead.”

By following these steps and strategies, you can turn a daunting Microsoft audit into a manageable discussion.

The key is staying calm, informed, and strategic. With a solid plan, you can protect your budget, fulfill your compliance obligations, and even strengthen your relationship with Microsoft – all while avoiding the worst-case financial hits that audits often seem to threaten.

In the end, a Microsoft audit settlement doesn’t have to be fatal to your finances; with savvy negotiation, you can emerge from it with minimal damage and possibly even some new benefits for your organization.

Read about our Microsoft Audit Defense Service.

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    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 organizations—including numerous Fortune 500 companies—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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