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Microsoft Licensing Optimization

Get the Most Value Out of Your Microsoft Investment

Evolving technology has directly contributed to Microsoft licensing complexity. Virtualization, remote workforce, security, and cloud are examples of this interconnected ecosystem. Strategic decisions need to be made with an increasing sense of urgency. The stakes are high, but there has never been a better opportunity than now to help you discern your options, design the perfect solution, and achieve a successful outcome. The Connection Microsoft Licensing Optimization (MLO) assessment will illuminate your options and provide a tactical approach to support your Microsoft investment strategy.

Our Approach: A Proven Four-step Process

We take a structured, workshop-led approach to align your Microsoft licensing with your business and technology goals, turning insights into measurable outcomes.
Discover
We begin with interactive, interview-style workshops to understand your environment, priorities, and future plans. These sessions uncover key insights across your users, infrastructure, and cloud strategy.
Analyze
We transform workshop data into actionable insights, establishing a clear baseline and aligning your technology roadmap with the right licensing strategy.
Optimize
We turn insights into action by delivering a tailored licensing optimization roadmap and deployment strategy that helps you reduce waste, improve efficiency, and plan with confidence.
Manage
Optimization is ongoing. Through continuous reviews, expert guidance, and proactive recommendations, we help you maintain alignment with evolving business needs and Microsoft best practices.

Ready to talk about Microsoft Investment Optimization?

Call a Connection expert today:
1.800.800.0014   Or send us a message and we’ll reach out to you.

Clarity and Confidence with MLO Premium

Our assessment options are designed to meet you where you are. MLO Standard delivers a complimentary review to improve your current Microsoft investments, while MLO Premium goes further by providing the depth and expertise needed to solve complex challenges, reduce risk, and maximize value.
We’re the Experts. Seriously.
A Smarter Approach to Licensing Optimization

A Smarter Approach to Licensing Optimization

Licensing gives you the opportunity to drive better business outcomes by aligning your technology investments to how your organization operates and grows. Through our Licensing Optimization Services, you gain:
  • Data-driven insights to guide critical decisions
  • Reduced spend through right-sized licensing
  • Improved compliance and audit readiness
  • A roadmap aligned to your business strategy
Download our flyer to see how the process delivers measurable results.
Get the Full Licensing Optimization Story

Microsoft Licensing Optimization Options



Select an Microsoft Licensing Optimization Option to Review

STANDARD

PREMIUM

MANAGED
Discover and Analyze
      
24/7 phone, email, and service portal support
As-is Renewal and Next Logical Scenario
User Profile Mapping Workshop  
Microsoft 365 Discovery Workshop  
Historical Discount Review*  
Run Rate*  
Proposal Review*  
Server, Cloud, and SAM Discovery Workshop*  
Optimize
      
Financial Modeling (Current State vs. Optimized State)  
Vendor Consolidation Recommendations Cost Modeling  
True-up / Renewal Support  
Adoption Roadmap  
Executive Overview  
Deployment Plan Recommendations  
Manage
      
Dedicated Microsoft Licensing Consultant    
Quarterly Strategic Reviews    
Year-round Ad-Hoc Consultant-led Advisory Support    
On-going Deep-dive Licensing Analysis    
Continuous Pricing and Program Guidance    
Year-round Guidance on Microsoft Program and SKU Changes    
Regular Deployment Planning Guidance    
NOTE:
Indicates plan features are included
* Enterprise Agreement Only

Discovery Workshops
Aligning Strategy to Real-World Usage

Through interactive, interview-style sessions, we work closely with your stakeholders to understand your current environment, future technology goals, and how your users interact with Microsoft solutions today.

These workshops provide the foundation for smarter licensing decisions—grounded in real data, aligned to business priorities, and designed to unlock measurable cost savings and long-term value.
Start with a Discovery Workshop and gain insights you need to make confident, cost-effective Microsoft licensing decisions.

User Profiling Workshop

Gain a clear picture of how your people work

  • Segment internal and external users by role, function, and technology usage
  • Identify underutilized or mismatched licenses
  • Uncover opportunities to optimize licensing based on real user needs

Outcome: Actionable insights to align licenses with how your workforce actually operates.
User Profiling Workshop

Microsoft 365 Roadmap Discovery

Connect Your Technology Investments to Your Future Vision

  • Review your full Microsoft 365 feature set
  • Map current deployments against roadmap priorities
  • Align licensing strategy with planned rollouts and adoption timelines

Outcome: A strategic roadmap that ensures your licensing evolves with your organization.
Microsoft 365 Roadmap Discovery

Server and Cloud Discovery Workshop

Optimize Your Infrastructure While Maintaining Licensing Confidence

  • Assess current server workloads across on-premises and cloud environments
  • Identify opportunities to right-size resources and reduce unnecessary costs
  • Evaluate licensing posture to ensure compliance with Microsoft requirements
  • Align infrastructure strategy with cloud adoption and modernization goals

Outcome: A clear, compliant, and cost-optimized server and cloud strategy that supports performance today and scalability for the future.
Server and Cloud Discovery Workshop

Let’s Connect!

Share your email and a Connection IT Optimization expert will reach out to you during our business hours.

Thank you for contacting Connection.
Someone will reach out to you soon about your interest in Microsoft Landscape Optimization Services.

Ready to talk about Microsoft Landscape Optimization Services?
Call a Connection expert today.

1.800.800.0014
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