Breaking the Microsoft Mold:
How to Negotiate on Your Terms
September 18th, 11:00 AM ET

Breaking the Microsoft Mold:
How to Negotiate on Your Terms

September 18th, 11:00 AM ET

Enterprise agreements with Microsoft have become increasingly one-sided — marked by bundling, rising prices, and rigid deal structures that prioritize Microsoft’s growth goals over customer needs. The result: higher costs, reduced flexibility, unexpected fees owed, and customers paying for “air.”

But with the right preparation, data, approach, and strategy, enterprise customers of all sizes can push back, challenge the status quo, and secure outcomes with upfront and long-term benefits that also include product commitments that align with actual needs and long-term goals.

In this executive session, our Microsoft experts will share proven strategies to help you negotiate smarter and achieve more optimal as well as strategic outcomes with Microsoft.

You’ll learn how to:

  • Understand Microsoft’s Priorities: Navigate how internal goals and financial drivers shape Microsoft’s approach to customers
  • Navigate Price Increases: Push back on pricing pressure while preserving flexibility
  • Maximize Negotiation Leverage: Prepare internally to strengthen positioning ahead of and during negotiations with Microsoft
  • Define a Successful Outcome: Identify what an optimal and strategic commercial outcome looks with Microsoft today (a good deal yesterday may not be a good deal today)

Whether preparing for a renewal, contemplating doing something in-term or simply interested in assessing your current deal, this session will empower you to overcome Microsoft’s playbook and take control of your next negotiation on your terms.

Days
Hours
Minutes
Seconds

Register Now

Share this Webinar

Hosted by:

Adam Mansfield
Adam Mansfield
Microsoft Advisory
Practice Leader

Adam is a recognized authority in enterprise IT negotiations, leading UpperEdge’s Microsoft, Salesforce, and ServiceNow practices. With over 18 years of experience advising Fortune 500 executives on high-stakes software, cloud, and outsourcing agreements. He has helped organizations achieve significant savings and build stronger, more strategic vendor relationships. Widely regarded as a thought leader in subscription and enterprise agreement negotiations, Adam is passionate about equipping executives with the foresight and leverage to make confident, high-impact decisions.

Erik Bullard
Erik Bullard
IT Sourcing & Negotiation
Sr. Manager

Erik advises executives on Microsoft negotiations, leveraging proven tactics and deep licensing expertise to deliver measurable savings and stronger agreements. With extensive experience leading large-scale sourcing initiatives and a deep understanding of Microsoft’s evolving licensing models and go-to-market strategies, he equips clients with the market intelligence and strategies needed to achieve best-in-class outcomes.

Microsoft EA Discounts GONE - Podcast - Adam Mansfield

Watch – Microsoft Ends EA Volume Discounts – What It Means for You

Effective November 1, 2025, Microsoft will eliminate EA volume-based discounts for online services like Microsoft 365 and Dynamics 365. Adam Mansfield, Microsoft Practice Leader at UpperEdge, breaks down the impact, why Microsoft is making this change, and how enterprise customers can push back. Learn how this move ties to Microsoft’s motivation to accelerate ARPU growth, increased product adoption and upgrades (Microsoft 365 Copilot, E5), and shift more customers towards an MCA-E or CSP contracting model—and what actions need to be take right now.