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When Competition Works: Achieving Best-in-Class Results Competing a subset of M365

Client Background 

A $3B media company sought to modernize its collaboration and communication ecosystem. With an existing Microsoft Enterprise Agreement anchored in M365 E3 and select E5 add-ons, the client was evaluating a shift toward more advanced M365 capabilities; particularly Teams Premium, Phone System, and other E5 features. 

Microsoft strongly advocated for a full M365 E5 suite upgrade, which would have increased the client’s annual spend by nearly 50%. The client needed a structured approach to evaluate true requirements, maintain competitive leverage, and avoid being steered into an oversized investment.  

The Challenge 

The client faced several key obstacles: 

  • Pressure from Microsoft to adopt a full M365 E5 suite, regardless of actual business need. 
  • Internal uncertainty around the optimal mix of licenses based on real utilization. 
  • The need to maintain competition to avoid Microsoft’s preferred, higher-cost path. 
  • A major budget risk, as Microsoft’s initial proposals would significantly increase recurring spend. 

The organization required a pragmatic strategy grounded in data, requirements, and competitive insight. 

UpperEdge’s Approach 

UpperEdge partnered with the client to develop a negotiation strategy that kept Microsoft focused on value, not vendor-driven upsell: 

  • Utilization & Requirements Analysis: Validated usage patterns and business needs, confirming that M365 E3 + targeted a la carte capabilities was the most cost-effective and value-aligned path. 
  • Competitive Leverage: Leveraged alternative collaboration platforms to maintain price pressure and optionality. 
  • Negotiation Strategy & Governance: Equipped the client with clear messaging and an end-to-end plan to avoid Microsoft’s push toward a full E5 upgrade. 
  • Iterative Commercial Assessment: Reviewed each Microsoft proposal, identifying pricing gaps, misaligned commitments, and areas requiring transparency. 
  • Term Optimization: Secured meaningful commercial protections, including best-in-class discounts, renewal safeguards, and professional services funding. 

This disciplined, data-driven approach ensured Microsoft negotiated on the client’s terms, not their own 

The Results 

The client achieved a superior commercial and strategic outcome: 

  • 21% cost reduction on their preferred M365 upgrade path 
  • $8.6M in savings over 3 years 
  • An optimized E3 + a la carte licensing model aligned with true needs 
  • Stronger price transparency, commercial protections, and funding commitments 
  • Avoided an unnecessary 50% annual spend increase pushed by Microsoft 

By closely following UpperEdge’s recommended strategy and messaging, the client secured a best-in-class deal, all while maintaining flexibility for future growth.  

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