Microsoft Licensing and Contract Renewals in 2025

If you missed our recent learning session where Mike Austin shared insights on managing Microsoft EA renewals, you can still watch it here on demand. In this article, we provide highlights from this session to help you implement proven strategies for managing Microsoft contract renewals, reducing costs, and ensuring compliance.

Navigating Microsoft’s Complex Licensing and Cost Management

Microsoft’s licensing structures are inherently complex, encompassing numerous programs, license types, and bundles. A lack of transparency in pricing models compounds this complexity. For example, distinguishing between the Enterprise Agreement (EA) and the Cloud Solution Provider (CSP) program is not always straightforward, which can hinder informed decision-making. Adding to this, Microsoft’s recent strategy to transition smaller organizations into the CSP program introduces additional challenges. This shift aligns with Microsoft’s efforts to manage rising costs and renewals, illustrated by the upcoming 10% price increase for Windows Server in 2025.

To navigate these challenges, organizations must adopt a proactive and strategic approach to managing Microsoft renewals. Key steps include initiating renewal discussions at least 12 months in advance and maintaining active oversight of agreements throughout the contract lifecycle.

Mapping actual usage data is vital to uncover savings opportunities. For instance, analyzing Microsoft 365 E5 licenses often reveals that many users do not require the full suite of features. By downgrading to more suitable license types, organizations can realize significant cost savings. One of our clients, a large utility company, achieved an annual savings of $1.2 million by transitioning non-essential users to lower-tier licenses.

Alternatives to Microsoft’s Upsell Tactics

Organizations should critically evaluate Microsoft’s upsell strategies and explore cost-effective alternatives. This may include transitioning from E5 to E3 licenses or reverting from Microsoft 365 to Office 365, depending on specific requirements. Conducting a detailed evaluation of your security stack and considering competitive products can also yield substantial savings.

Developing a negotiation roadmap at least nine months before renewal is crucial. This roadmap should identify potential cost levers, such as Azure credits, support discounts, or license downgrades. For example, negotiating Azure agreements with tiered spending commitments can unlock incremental discounts, leading to meaningful cost reductions.

Adapting to Microsoft’s Reseller Model Changes

Microsoft’s recent changes to its reseller model have shifted more responsibilities to customers. By transitioning their top 20% of customers to a direct model and reducing Licensing Solution Providers (LSPs) fees, organizations now face tasks traditionally managed by LSPs, such as reporting and purchasing. Understanding the differences between LSPs and CSPs and the services they offer is critical to making informed decisions and ensuring all necessary support structures are in place.

Aligning with Microsoft’s Strategic Priorities

To optimize costs, organizations should align their strategies with Microsoft’s current product priorities. Products like Copilot, Power Platform, and Microsoft 365 E5/E3 are strategic focus areas for Microsoft, often accompanied by discounts and incentives. Conversely, securing discounts on products like Windows and SQL Servers is increasingly difficult unless the deals are substantial. Aligning your organizational needs with Microsoft’s goals can improve your negotiation position.

Moving Beyond Unit Price Negotiations

Relying solely on unit price negotiations is no longer effective. As Microsoft reduces discounting flexibility and raises prices, alternative cost-saving measures must be prioritized. Key strategies include optimizing license assignments, implementing archival practices, and eliminating unused licenses. For instance, regularly auditing licenses can prevent costs associated with blocked accounts or inactive users.

Communication and Planning: Keys to Success

Open and early communication with Microsoft is critical. Engaging in frequent discussions about your organizational needs ensures better alignment with Microsoft’s strategic goals and minimizes surprises. Building strong business cases and conducting pilots for new solutions, like Power Apps, can secure internal buy-in and ensure smooth implementation.

Proper planning and monitoring are essential to avoid pitfalls, such as poor adoption. One client struggled to transition from Zoom to Teams due to inadequate training and user engagement, leading to missed opportunities for savings and efficiency.

The Path to Optimized Renewals

To effectively manage Microsoft renewals, organizations need a comprehensive, proactive strategy that includes:

  • Understanding Microsoft’s licensing structures.
  • Initiating renewal discussions early (12+ months in advance).
  • Mapping actual usage data to uncover savings.
  • Exploring alternatives to Microsoft’s upsell tactics.
  • Building a robust negotiation roadmap.

Leveraging tools like SLIM 360 (MetrixData 360’s Microsoft license and cost optimization platform) can further optimize license usage by identifying opportunities for reclamation and cost savings. By implementing these strategies, your organization can reduce costs, ensure compliance, and confidently navigate the complexities of software asset management.

What’s the Difference When Purchasing Office Through Microsoft Office 365 vs Traditional Licensing Models?

A lot of people think that when they are purchasing Microsoft Office Pro through Office 365 they’re buying it and accessing it in the Cloud.

That’s not necessarily the case.

Yes, you can get access to the Office web apps that are in the Cloud, but there’s a fundamental difference in Office. It is the same product, Word, Excel, and PowerPoint, but the Office 365 edition is what they call Click-to-Run versus your traditional EA which is just Office Pro Plus.

Click-to-Run vs On-Prem

The difference between Click-to-Run and on-premise is that in Click-to-Run it has to be current. In other words, where most organizations today are not running Office 2016. Most organizations that we see aren’t even running Office 2013. They’re running Office 2010.

With Click-to-Run you have to be current. I believe it’s one year they give you where you can run the older version. If I’m on Click-to-Run 2013 or 2016 in a year it’s only 2016. So, if you think about the challenges organizations have upgrading their desktops around application testing and things like that, they’re going to have to run those more frequently and Microsoft’s just automatically pushing down patches and updates and making changes to it that they have no control over anymore or limited controls.

That’s one thing organizations need to step back and say, “Okay, Click-to-Run may have some complications that don’t make sense for me to use.”

Enterprise Agreements vs Click-to-Run

The other thing is if they buy Office through a traditional EA versus Click-to-Run, it’s user-based versus device-based. That may have some advantages for some customers and it may have some disadvantages for some customers.

Office, although you can now install it on iPads and smartphones and things like that using an Office 365 subscription, in the Enterprise environment we’re not seeing a lot of use of Office on those types of platforms.

It’s really still a traditional desktop or laptop where end-users consume Office. There’s been some playing with it, but we’re not seeing broad adoption in the Enterprise based environment for that.

What’s the difference in an organization that’s a call center where they have three shifts that run through the call center and you have 1,000 devices, or desktops, and 3,000 users?

In a device-based licensing model I pay for 1,000 and for a user-based model I pay for 3,000. There’s something upside down on that equation. You really want to take a look at the environment and figure out does user-based licensing make more sense for you or does device-based licensing for Office make more sense?

Do I want to be forced to go to Run-to-Click where Microsoft is going to push stock or that it has to have an active Office 365 subscription in order to use? Or do I want to stay with the traditional on-premise copy Office and use that one?

If I wanted to stay with the device-based Office but wanted to go to Office 365, add-ons are the perfect way to do that. If we go back to the call center, 3,000 Office 365 USLs, so to speak, 1,000 Office licenses, 3,000 add-ons. Add-ons are a lot cheaper than USLs.