Microsoft Negotiations

Azure Arc in the Enterprise: A CIO’s Playbook for Optimization and EA Negotiation

Azure Arc in the Enterprise A CIO’s Playbook for Optimization and EA Negotiation

Azure Arc in the Enterprise: A CIO’s Playbook for Optimization and EA Negotiation

In today’s hybrid IT landscape, CIOs face the challenge of managing assets sprawled across on-premises data centers, multiple clouds, and edge environments.

Read our Microsoft Negotiation Guide.

Microsoft Azure Arc has emerged as a strategic solution to unify management and governance in this complex environment.

This playbook offers a Gartner-style advisory on what Azure Arc is and how it operates within enterprises. It also offers detailed guidance on optimizing its use (both in technical architecture and licensing).

We also delve into negotiation tactics for Azure Arc under a Microsoft Enterprise Agreement (EA). Each section concludes with key recommendations for CIOs.

The goal is to help IT leaders harness Azure Arc’s benefits while optimizing costs and securing favorable contract terms.

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Azure Arc in Enterprise IT: Overview and Use Cases

Azure Arc is a hybrid and multi-cloud management platform that extends Azure’s control plane beyond Azure’s infrastructure.

In essence, Arc “projects” your on-premises and third-party cloud resources into Azure Resource Manager, allowing you to manage them as if they were Azure resources.

This means servers, virtual machines, Kubernetes clusters, and even databases running outside Azure can be monitored, tagged, governed, and automated through the Azure Portal and APIs.

Azure Arc provides a single pane of glass for managing a diverse IT estate, addressing the problem of siloed tools that many enterprises face.

With Azure Arc, an enterprise can bring Windows and Linux servers, Kubernetes clusters, and Azure data services under unified management.

For example, a company can register its on-premises servers with Azure Arc to inventory them and apply Azure Policies uniformly (ensuring compliance with security standards across on-prem and cloud).

Teams can also attach Kubernetes clusters from AWS or on-premises, deploy configurations via GitOps, and enforce policies across all clusters.

Azure Arc enables the deployment of certain Azure services on-premises – notably Azure SQL Managed Instance and Azure PostgreSQL Hyperscale – to run in your data center or edge, while being managed through Azure as if they were cloud instances.

This is particularly useful for scenarios where data residency, latency, or regulatory requirements necessitate workloads to remain on-premises, without forfeiting cloud benefits.

Integrating Azure Arc doesn’t require abandoning existing management tools.

It complements and integrates with tools like System Center and other ITSM solutions. Azure Arc is integrated with System Center 2025, allowing organizations to leverage familiar on-premises management while extending capabilities to Azure.

From a security and governance standpoint, Arc enables consistent policies and role-based access controls across environments.

The operational efficiency gains are significant – by bridging the gap between on-prem and cloud, Azure Arc simplifies formerly disjointed management tasks and can enhance overall security posture through unified monitoring.

Enterprises adopting Arc often do so to achieve cloud-like agility in their own data centers, unify DevOps practices across hybrid infrastructure, and future-proof their IT operations for multi-cloud expansion.

CIO Perspective: Azure Arc should be considered a strategic enabler for hybrid cloud operating models.

It helps standardize management in a mixed environment, which is crucial for enterprises pursuing digital transformation while maintaining legacy systems. CIOs need to consider Azure Arc as a tool and a shift towards cloud-inspired operations for all infrastructure.

CIO Recommendations – Adopting Azure Arc

  • Identify Key Use Cases: Evaluate where Azure Arc can provide immediate organizational value. Good candidates are areas with management pain points, such as disparate server management processes or inconsistent compliance across clouds. Start with a pilot on a subset of servers or a non-production Kubernetes cluster to showcase Arc’s unified management benefits.
  • Engage Stakeholders Early: Involve infrastructure, security, and application teams in planning Azure Arc adoption. Ensure they understand that Azure Arc “bridges” on-prem and cloud management, bringing benefits like centralized policy enforcement. Early buy-in will ease implementation and encourage cross-team collaboration (e.g., ITOps and DevOps working together under a consistent model).
  • Leverage Existing Investments: Map Azure Arc’s capabilities to your current toolsets. For instance, if you use System Center or other monitoring tools, plan how Arc will integrate or supersede certain functions. Azure Arc can complement these by uniformly feeding data into Azure Monitor or Azure Security Center. Use Arc’s compatibility (like integration with System Center) to preserve prior investments while evolving your management approach.
  • Plan for Scale and Governance: Treat Azure Arc onboarding as if you were a cloud adoption project. From the start, establish resource organization (subscriptions, resource groups for Arc-connected assets) and governance (Azure Policy definitions for Arc). This ensures that as you arc-enable hundreds of servers or dozens of clusters, they consistently adhere to your enterprise standards for tagging, monitoring, backup, and other related tasks.
  • Security and Networking Considerations: Work with your CISO team to align Arc within the security architecture. Plan connectivity (Arc agents must communicate securely with Azure—you may need to set up proxies or specific outbound firewall rules). Ensure that identity and access management is in place (Azure AD roles or service principals for Arc) so that only authorized personnel can connect to or manage Arc resources. Proper upfront planning here will maintain security parity between your on-prem and Azure environments.

Optimization Strategies for Azure Arc Deployment

Adopting Azure Arc in an enterprise brings technical architecture considerations and licensing/cost implications.

CIOs must optimize on both fronts: design the deployment for efficiency and scalability, and manage licensing/costs to avoid surprises.

Below, we break down optimization strategies into two parts: licensing and cost optimization, and infrastructure/architecture optimization, and then provide recommendations.

Licensing and Cost Optimization with Azure Arc

One of Azure Arc’s attractive features is its flexible licensing and pricing model for certain workloads, which can help optimize costs if used wisely. Azure Arc (the control plane) is offered at no additional cost—connecting resources, such as servers or Kubernetes clusters, to Azure Arc is free for inventory and basic management.

You can tag these resources, organize them, and even run basic scripts or utilize VM extensions without incurring any charges.

However, any Azure services you enable on those Arc-connected resources or any advanced management features will incur Azure costs.

CIOs should be aware of where those costs come in and how to manage them:

  • Azure Arc-enabled Servers (Hybrid Servers): Connecting on-premises servers to Azure Arc is free; however, enabling add-on services (for example, Azure Monitor for logs, Microsoft Defender for Cloud, Azure Policy Guest Configuration, or Update Management) incurs billing per use or node. To optimize, enable only the services required for each server. For instance, you might use Azure Arc primarily for inventory and updating patch status (at minimal cost) and only enable full Log Analytics monitoring for critical servers. Microsoft offers bundling options through Defender plans (Plan 2 bundles multiple capabilities). Leveraging a bundle can be more cost-effective than enabling individual services piecemeal. Also, if you have Windows Server licenses with active Software Assurance, note that some Arc server features (like Update Management, Change Tracking) are included at no extra cost under your existing entitlements, which can significantly reduce management tool costs if utilized.
  • SQL Server Licensing via Azure Arc: Perhaps the most game-changing cost feature is Azure Arc’s pay-as-you-go (PAYG) licensing option for SQL Server. Traditionally, an enterprise would license SQL Server for on-premises use via purchase (typically per-core licenses, often under an Enterprise Agreement, or EA) or utilize license mobility with Software Assurance, etc. With Azure Arc, you have a new choice: connect your SQL Server instances to Azure Arc and pay for SQL licensing on an hourly/metered basis, just like an Azure SQL PaaS service. This means no upfront license purchase for those instances – instead, Azure bills per hour of usage are charged to your Azure subscription. For certain scenarios, this can greatly optimize costs. For example, if you need to deploy a SQL Server for a temporary project or a seasonal workload, you can avoid buying a full license and pay only for the hours/days it’s running. Azure Arc’s hourly SQL billing provides greater flexibility and potential savings for elastic workloads. Enterprises can thus scale SQL usage up or down without being tied to fixed license counts. However, for steady 24×7 workloads, pay-as-you-go may become more expensive over long periods than a traditional license – CIOs should analyze the break-even point. One optimization strategy is to utilize Arc’s PAYG licensing for burst and development/test scenarios, while utilizing existing SQL licenses (BYOL) for stable production instances. Azure Arc allows you to either attach a SQL Server with your license (just for centralized management) or enable the pay-as-you-go switch on that instance for Azure-based licensing. Flexibility to mix modes means you can optimize the cost per case. Always monitor your Arc-enabled SQL usage in Azure cost reports to ensure the consumption meets expectations.
  • Windows Server Licensing and Arc: Microsoft has introduced Azure Arc-based pay-as-you-go licensing for Windows Server, starting with newer versions (e.g. Windows Server 2025). In this model, instead of activating Windows Server with a product key tied to a purchased license, you can connect the server to Azure Arc and let Azure bill you per hour for OS usage. This effectively converts your on-prem server licensing into a cloud-like subscription. The benefit is similar to the SQL case: no large upfront licensing cost, and you get flexibility (and included benefits like automatic compliance with licensing rules and possibly not needing CALs in some cases). For instance, Windows Server 2025 pay-as-you-go via Arc does not require separate client access licenses (CALs) for that server – a significant saving for some scenarios. It’s worth noting that, currently, Microsoft’s terms regarding this option require the customer to also have a base Windows Server license (a point under discussion). As a CIO, you should track Microsoft’s evolving terms here. Optimization tip: Utilize Arc’s Windows Server PAYG licensing for new incremental server deployments or to address short-term needs (e.g., a cluster of VMs for a project that lasts 6 months). Conversely, suppose you have many well-utilized Windows Servers with existing licenses. In that case, it might be more cost-effective to continue using your perpetual licenses or enterprise agreement entitlements rather than switching to pay-as-you-go. Again, hybrid use is possible – you might license your base workload traditionally and use Arc PAYG for spikes or for older servers where buying new licenses isn’t desirable.
  • Extended Security Updates (ESU) via Arc: A practical cost optimization comes if you run legacy OS or SQL versions past end-of-support. Typically, Microsoft sells Extended Security Updates for such servers at hefty prices under volume licensing. Azure Arc provides an alternative path. For example, Windows Server 2012/R2 reached the end of support in 2023. Still, by onboarding these servers to Azure Arc, you become eligible for Windows Server 2012 ESUs delivered via Azure Arc on a pay-as-you-go monthly basis. Instead of paying upfront for a year of ESU per server, you can pay monthly and even stop if you decommission or upgrade a server mid-year. The costs are billed through Azure (and thus can draw down your Azure credits) and can be lower risk since you pay only for the period when updates are needed. The Azure billing also means that any negotiated Azure discount (Azure Consumption Discount under an EA) applies to these ESU costs, effectively giving you a lower rate than purchasing ESU via licensing. CIOs can optimize spend during legacy system transitions by using Arc-enabled ESU for 2012/2012R2 or even SQL Server 2012, buying time to upgrade while paying in a flexible, as-needed manner. Remember to unregister the server from ESU billing once it has been upgraded to prevent charges.
  • Leveraging Azure Hybrid Benefit & Existing Licenses: Azure Arc does not nullify your existing license investments; it can enhance their use. If you have Software Assurance on Windows or SQL licenses, you can use Azure Arc solely for management while still utilizing those licenses (essentially a Bring Your Own License, or BYOL, scenario). Ensure you apply Azure Hybrid Benefit where applicable. For instance, if you run Azure Arc-enabled SQL Managed Instance on your hardware, you could use your SQL Server Enterprise Edition licenses to cover the cores and only pay for Azure Arc management overhead (if any), rather than paying full price. Always check Microsoft’s licensing documentation for Arc to see how existing licenses can be applied. The key optimization is: don’t double-pay. If you have sufficient on-prem licenses, use Arc in a “bring-your-license” mode; if you are short on licenses or want to avoid buying more for growth, consider Arc’s pay-as-you-go to fill the gap.
  • Azure Consumption and Commitments: Please note that any pay-as-you-go costs incurred through Azure Arc (for SQL, Windows, or management services) will be reflected as Azure consumption on your bill. Under an Enterprise Agreement, they will draw down your monetary commitment (Microsoft Azure Consumption Commitment, MACC) if you have one, and they will also qualify for any Azure discount you’ve negotiated. This is a positive – it consolidates spend into your Azure budget. To optimize, forecast the Azure Arc-driven spend, and ensure you’ve accounted for it in your Azure commit. For example, if Arc-based SQL billing will cost roughly $50/year based on projected usage, having that amount in your Azure annual commitment (or added on top of other Azure usage) can help you reach a higher discount tier or at least avoid overage at retail rates. Additionally, these costs can be tracked by tagging or separate resource groups for Arc-enabled resources in Azure Cost Management. This will let your FinOps or IT finance team optimize and report on Arc specifically.

In summary, Azure Arc’s licensing flexibility is a double-edged sword: it can unlock savings and agility, but requires active management to optimize costs.

CIOs should ask their software asset management and cloud cost management teams to establish policies for using pay-as-you-go services via Arc, as well as when to utilize existing licenses, and continually review the cost-effectiveness.

Technical Architecture Optimization for Azure Arc Deployment

Deploying Azure Arc at scale in an enterprise demands careful architectural planning to realize its full benefits. Optimizing the technical deployment of Arc will ensure performance, reliability, and efficient operations.

Key areas of focus include connectivity, scalability, integration, and management processes:

  • Connectivity and Network Planning: Azure Arc agents (which run on servers or in clusters) need to communicate with Azure. For an optimized setup, plan the network topology early. Determine whether Arc agents will connect directly to Azure over the internet, via a proxy, or through a hybrid connectivity setup. Enterprises with strict network policies might set up a central proxy or use Azure Arc’s private link integration (if available) to route traffic securely. Optimization tip: Use Azure Arc’s “connected” mode whenever possible (continuous connection for real-time management). If you have edge sites with intermittent connectivity, Arc can queue up changes; however, it is recommended to design for reliable connections to minimize management lag. Also, optimize network egress costs by allowing Arc traffic through necessary firewall rules to Azure regions closest to your sites.
  • Scalability and Onboarding Automation: Treat Azure Arc onboarding as an automated process, not a one-off manual task. For instance, if you have hundreds of servers to attach, use scripts or Azure Policy’s Arc auto-onboarding capabilities. Microsoft provides Arc Jumpstart automation templates to onboard VMs and Kubernetes at scale. By automating, you reduce labor and ensure consistency (each resource gets the proper configurations, tags, and extensions at connect time). Consider bootstrapping the Arc agent installation into your server build process or Kubernetes cluster provisioning pipeline. This way, every new resource is Arc-enabled from day one, keeping your inventory complete. Scaling Arc’s management is also enhanced by utilizing Azure features such as Azure Monitor’s at-scale views or Azure Lighthouse (when managing multiple tenants or very large environments). Finally, monitor the Arc service limits (such as number of servers per resource group, etc.) and design your Azure resource organization to avoid hitting those limits; spread large numbers of resources across logical groupings for manageability.
  • Governance and Policy at Scale: One major operational optimization Azure Arc offers is the ability to enforce governance uniformly. Design an Azure Policy strategy for Arc-enabled resources. For example, you can require certain tags on all Arc-connected servers, ensure that only approved extensions can run, or that Arc-connected Kubernetes clusters have specific security settings. Planning these policies upfront and testing them in a non-prod environment prevents configuration drift and reduces the need for manual fixes later. Also, use Azure Role-Based Access Control (RBAC) to delegate management: e.g., grant the database team access only to Arc resources tagged as SQL servers, and grant the Ops team rights to manage Arc-connected infrastructure but not alter core Azure settings. A well-governed Arc deployment lowers risk and admin overhead.
  • Integration with Existing Tools: Optimize Arc’s value by integrating it, where possible, with your existing IT operations ecosystem. For monitoring, if you use Splunk or another SIEM, ensure Arc-fed logs (via Azure Monitor) are exported into it so operations teams have a unified view. For configuration management, consider using Arc’s integration with solutions like Chef or Puppet via extensions, so you can manage configurations on Arc servers just as you did before, but now through Azure. If you have CI/CD pipelines, you might integrate Arc for continuous deployment on Arc-enabled Kubernetes (using GitOps configuration as code). Align Arc with your ITSM processes as well – for example, if a server is Arc-enabled, determine how incidents or changes on that server are recorded in your ITSM (you may use Azure events to trigger ITSM tickets). The more Arc blends into your operational workflows, the more value it provides without adding complexity. Microsoft and third parties offer numerous Arc extensions and integrations – review these and deploy the ones that make sense (for example, an Arc extension for monitoring could replace a separate agent, simplifying the stack on each server).
  • Performance and Reliability: Azure Arc is a cloud service; its agents and integrations run on your resources. Optimize their performance by keeping agents updated (Microsoft updates Arc agents periodically for improvements – test and roll these updates on schedule). Ensure that Arc-enabled data services (if used) are running on adequately sized infrastructure. For example, if you are deploying an Azure SQL Managed Instance via Arc on your Kubernetes cluster, follow Microsoft’s sizing guidelines for that cluster and use high-availability configurations as needed. Monitor latency: If your Azure Arc region is too far from your on-premises location, management actions may experience slight delays. Choose the closest Azure region for metadata/management (usually Arc uses the region of the Resource Group where you place the resource). For reliability, design the Arc agent deployment with config management so that if an agent crashes or a server is rebuilt, it automatically reconnects to Arc. Additionally, implement backups/export of Arc configurations (although Arc maintains state in Azure, it’s beneficial to have Infrastructure-as-Code definitions for what should be Arc-connected and how). Finally, pilot test Arc in critical scenarios (e.g., a failover of a cluster, or scaling a service up and down via Arc) to ensure your architecture handles it well, and optimize based on findings (for instance, you might need to adjust timeouts or train staff on the new procedures enabled by Arc).

By optimizing the architecture and processes around Azure Arc, CIOs can ensure the technology delivers its promised benefits—centralized management, faster deployments, and consistency—without creating bottlenecks or new complexity.

The best architectures in enterprises treat Azure Arc as an extension of their Azure environment into on-prem, upholding the same rigor in design and automation as in cloud projects.

CIO Recommendations – Optimizing Azure Arc Usage

  • Audit and Plan Licensing Upfront: Before wide deployment, have your IT asset management team review all relevant licenses (e.g., Windows, SQL) and cloud usage patterns. Decide where Azure Arc’s pay-as-you-go licensing will benefit and where it will not. For example, plan to use Arc’s hourly SQL licensing for that DR site you rarely activate, but keep your primary SQL Servers on existing EA licenses. By planning this mix, you can maximize cost savings while remaining compliant. Document these decisions in a policy so that architects and engineers know when to opt for Arc’s PAYG options.
  • Use Included Entitlements First: Ensure you’re not paying for features you already own. If you have software assurance on the Windows server, utilize the included Arc-enabled management capabilities (such as patch management), which come at no extra cost. Similarly, use Azure Hybrid Benefits where applicable. As a CIO, insist that project teams “flip the switch” on these benefits in Azure before incurring new charges. This may involve coordinating with Microsoft or a licensing partner to determine which Arc features are included in your EA at no additional cost.
  • Implement Cost Monitoring and Alerts: Treat Arc-driven costs as a separate line in your FinOps review. Set up tagging or resource group-level budgets for Arc-connected resources. For example, group all Arc-enabled SQL servers in a resource group and put a cost alert when their combined monthly cost exceeds a threshold. This will prompt a review of whether pay-as-you-go remains the best option or if a shift in licensing strategy is necessary. Regularly review Azure Cost Management reports and examine “Arc resources” to identify unintended usage (e.g., someone enabled an expensive monitoring setting on a development server via Arc). Continuous cost oversight is key to optimization.
  • Automate Arc Deployments and Updates: Optimize operational efficiency by automating Azure Arc agent deployment and maintenance. Use scripts or system management tools to auto-onboard new VMs/servers to Arc. Enforce this via policy – e.g., every new server must register with Arc as part of its provisioning checklist. Additionally, automate agent updates and extension deployments using Azure Update Manager or your configuration management tool. By automating, you reduce manual effort and ensure consistency (which prevents configuration drift that could require costly remediation later).
  • Pilot New Arc Features for Value: Azure Arc is an evolving platform with new capabilities (for instance, Arc-enabled machine learning or container apps are emerging). Encourage your architecture team to pilot these new features in a controlled way. If a new Arc feature can replace an expensive third-party tool or simplify a process, it can significantly optimize your environment. For example, if Azure Arc introduces a new security policy feature that replaces a custom script you’ve been running, testing it early could save resources. Maintain a lab or sandbox environment for Arc where such evaluations occur before enabling in production.
  • Optimize the Hybrid Architecture: Align your on-premises infrastructure to maximize the benefits of Arc. This could involve upgrading certain servers to supported OS versions for Arc, standardizing on a few Kubernetes distributions that Arc fully supports, or investing in network upgrades between your sites and Azure for smoother Arc operation. The more “cloud-ready” your on-prem environment is, the more Azure Arc can do for you. For instance, if you’re planning hardware refreshes, you might choose to deploy Azure Stack HCI or a well-supported Kubernetes platform, which can seamlessly integrate with Arc data services, thereby providing an optimized stack (Azure-consistent services on-premises with unified management). In short, make infrastructure decisions with an eye on how they play with Azure Arc’s capabilities.

Negotiation Tactics for Azure Arc under a Microsoft Enterprise Agreement

Adopting Azure Arc will impact your Microsoft Enterprise Agreement. Whether you are negotiating a new EA or a renewal, it’s important to explicitly address Azure Arc in the contract and pricing discussions.

Microsoft is keen on customers adopting newer services like Arc, which means CIOs can secure favorable terms, incentives, or discounts if they approach negotiations strategically.

Below are key negotiation tactics and considerations specific to Azure Arc in the context of an EA, followed by recommendations:

  • Incorporate Azure Arc Usage into Your EA Strategy: Since Azure Arc-related costs (e.g., Arc-enabled SQL hourly billing, Arc-enabled data services, etc.) count as Azure consumption, ensure your EA’s Azure Monetary Commitment (MACC) reflects the projected Arc usage. Negotiating an EA is partly about committing to a certain Azure spend – if you know Arc adoption will drive an additional $200k/year in Azure usage, use that to your advantage. For example, committing that amount up front (or showing it in your growth forecast) can help you reach a higher discount tier on Azure or get Microsoft to include Azure Consumption Discounts on that spend. Be clear with Microsoft that this Azure spend is contingent on favorable Arc terms (make them understand that your Arc usage, and thus Azure spend, will grow only if it’s cost-effective for you). This positions Azure Arc as a negotiation lever: you effectively offer Microsoft more Azure business in return for better pricing or terms.
  • Negotiate Pricing for Arc-Enabled Services: Some Azure Arc services have specific SKU pricing (for instance, Arc-enabled SQL Server billing rates, Arc-enabled machine pricing for Windows Server, etc.). Don’t assume these are non-negotiable in an EA negotiation because they are “Azure” services. While Azure services typically have standard rates, enterprise customers can negotiate custom pricing or discounts for areas of significant spend. If you plan to use a large number of Arc-enabled SQL servers, consider requesting a discount on the metered rate or some complimentary hours as part of a negotiated deal. Microsoft occasionally offers promotional credits for new services, so inquire if Azure Arc adoption can be supported with one-time credits or extended trial periods at no additional charge. For example, you might request, “Provide us X amount of Azure credits specifically to cover Azure Arc services as we ramp up, and in exchange, we will consider broader deployment.” Ensure any agreements are documented in your EA or an amendment (verbal promises are not enough – get it in writing). Treat Arc consumption like any other large Azure service in your negotiation playbook.
  • Leverage Hybrid Use Rights & Software Assurance in Negotiation: If you have substantial existing Microsoft license investments (Windows, SQL, System Center, etc.), bring them into the negotiation conversation to avoid double-paying in the Arc model. For instance, if you recently paid for core SQL licenses under your EA and now Microsoft proposes using Azure Arc SQL billing, you may be able to negotiate a credit or offset for those existing licenses. Perhaps Microsoft can offer a discount on Arc SQL billing for servers covered by existing licenses (even if just for a transition period). At the very least, ensure that the EA clearly states you have the right to choose BYOL (bring your license) vs. pay-as-you-go for Arc and that Microsoft won’t penalize you in any way for switching between the two. A savvy CIO will remind Microsoft of the total value of their account – “We have already invested in Windows/SQL licenses; if we are to shift some workloads to Arc’s cloud-based billing, we need to see a benefit, not just additional cost.” Use the presence of Software Assurance benefits (such as license mobility and hybrid rights) as a bargaining chip. E.g., if existing rights don’t cover some Arc service, perhaps Microsoft can extend a concession (like granting some Azure credits or including an Arc-specific benefit) to make the deal more palatable.
  • Ask for Azure Arc Adoption Incentives: Microsoft often has programs or incentives for customers that adopt new Azure technologies (they want success stories and wider uptake). In negotiations, explicitly ask if Arc adoption funds, workshops, or engineering support are available. Microsoft may fund an Arc proof-of-concept or offer free consulting days to help with Arc deployment. While not a discount, these incentives provide value and reduce your implementation cost. Sometimes, Microsoft field teams have quotas around services like Arc – use that to your advantage by indicating willingness to be a reference or case study in exchange for better terms. For example, “We’ll consider being an early reference for Azure Arc in our industry, but we’d like a 10% better Azure rate to justify the risk of early adoption.” It never hurts to ask, and it signals to Microsoft that you are serious about Arc (making them more likely to invest in your success).
  • Clarify Contractual Terms for Arc Services: Since Azure Arc blurs the lines between cloud services and on-premises software, ensure your EA (and accompanying Product Terms) delineate responsibilities and usage rights. If you’re using Arc for something like Windows Server 2025 pay-as-you-go, confirm in writing how those charges will be handled and that they fulfill your licensing requirements (so you’re not later told you also needed a base license, as some confusing wording suggested). For Arc-enabled data services, ensure the EA doesn’t accidentally limit your support or upgrade rights, as these services run outside Azure data centers. Review the EA clauses related to hybrid use to ensure Arc scenarios are adequately covered. If something is unclear, negotiate an amendment that explicitly allows your plan. For example, an amendment might say, “Customer is permitted to run Azure Arc-enabled SQL Managed Instance on customer-provided infrastructure and be billed via Azure, and this usage counts toward the EA monetary commitment.” Having such clarity protects you from compliance surprises or retroactive charges.
  • Keep Microsoft Accountable on Support and Roadmap: Another negotiation angle is support. Azure Arc introduces a dependency on Azure for managing on-prem assets. Ensure your support agreement (Premier/Unified or similar) is equipped to handle Arc issues. Given its critical role, you may consider negotiating a clause or promise of priority support for Azure Arc incidents. Also, consider asking for roadmap commitments – for instance, if a needed Arc feature is in preview, maybe get Microsoft to commit to a timeline or work with you as an early adopter. While these may not be hard contractual commitments, raising them in EA negotiations can lead to Microsoft’s added focus on your Arc deployment’s success. At a minimum, Microsoft should include Azure Arc in any True-up flexibility clauses (since usage can fluctuate) or in any cloud expansion discussions, so you maintain flexibility to adjust course as Arc evolves.
  • Engage Independent Expertise: Perhaps the most important tactic is to bring in independent licensing and negotiation experts to assist with your EA, especially when new services like Azure Arc are on the table. Firms specializing in Microsoft contracts (e.g., Redress Compliance or similar) can provide valuable benchmarks and identify negotiation opportunities that are often overlooked. Microsoft’s reps, while helpful, ultimately represent Microsoft’s interests. An independent advisor can dissect the Azure Arc cost models vs. your entitlements and suggest where to push back. They might highlight, for example, that Microsoft’s initial offer overestimates your needed Azure commitment or includes unfavorable consumption terms. As part of your negotiation team, these experts can also play the role of “bad cop” in pricing discussions, allowing your internal team to maintain a positive relationship while pushing for more concessions. Engaging such expertise often pays for itself in the form of a more optimized EA deal.

CIO Recommendations – Negotiating Azure Arc in Your EA

  • Start Early with a Clear Arc Strategy: Don’t wait until the last minute of EA negotiations to consider Azure Arc. Begin renewal planning at least 12 months in advance and include Azure Arc adoption in your assumptions. Develop a clear internal stance on how much Azure Arc you intend to use, and what your walk-away points are for cost. Early planning ensures you have data (e.g., pilot results, cost projections) to back up your requests at the table.
  • Seek Independent Licensing Advice: Bring in an independent Microsoft licensing expert (such as Redress Compliance) before and during negotiations. Have them review Microsoft’s proposed terms for Azure Arc usage. These experts can often identify hidden costs or more favorable structures. For example, they might advise negotiating an alternate metric for Arc services or ensuring Azure Arc spend counts toward any growth discounts. Their guidance helps level the playing field and keeps Microsoft’s sales team honest.
  • Quantify Your Azure Arc Value to Microsoft: When negotiating, clearly communicate the business value your organization represents to Microsoft by adopting Azure Arc. Quantify it: “By moving 200 on-prem servers and 50 databases under Azure Arc management, we project $XX in Azure consumption over three years.” Use this to request specific concessions, such as an enhanced Azure discount tier or a larger Azure credit at the time of signing. Frame it as a win-win: you are willing to commit to Azure Arc, and Microsoft, in turn, should commit to better pricing.
  • Negotiate Flexible Terms for Arc Growth: Ensure your EA has the flexibility to accommodate the uncertain trajectory of Arc usage. For instance, if you seek forecast-adjusted commit clauses when adopting Arc faster and consuming more Azure, you can retroactively receive better discounts (or additional incentives). Conversely, negotiate protections so that if an Arc strategy doesn’t pan out (e.g., you decide not to use Arc for SQL after year 1), you’re not over-committed on Azure spend – perhaps include a right to reallocate some commitment to other Microsoft products or a one-time adjustment window. Having flexibility will reduce risk as you embark on Arc adoption.
  • Document Everything Related to Arc: During negotiations, if Microsoft makes verbal assurances (“Arc for Windows Server is straightforward, you won’t need extra licenses” or “we’ll give you 100 free hours of Arc-enabled SQL”), insist on getting these in writing. Add notes in the contract or an addendum listing any special considerations for Azure Arc. This ensures that no disputes will arise later and that any personnel changes at Microsoft won’t erase the commitments made. Documented terms around Arc will also educate your internal teams on what was agreed (so they deploy Arc in line with those terms).
  • Consider Phased Adoption with Checkpoints: You can propose a phased Azure Arc adoption plan aligned with your EA term as a negotiation tactic. For example, commit to a certain usage in year 1 with an option to expand in year 2 at locked-in rates. This way, Microsoft sees a path to more consumption (which they like), and you get the benefit of locking pricing now for future Arc usage (preventing price hikes). If Microsoft is pushing for a big commitment, counter with “we’ll start with X, but if it delivers value, we want the right to extend to Y under the same discount.” This puts some onus on Microsoft to ensure your success with Arc (since they’ll get more business if it works well for you).
  • Maintain Competitive Leverage: Even if Azure Arc aligns perfectly with your strategy, maintain a healthy negotiating posture by not revealing all your cards. Let Microsoft know you are evaluating alternative solutions for hybrid management (e.g., VMware vRealize/Aria, AWS Outposts for certain workloads, or even open-source tools). Your willingness to consider other options can “keep Microsoft honest” in the negotiation. They’ll be more likely to sharpen their pencil on Arc-related pricing if they sense that the deal isn’t a given. Use this leverage to secure additional percentage points of discount or more favorable terms on Azure Arc consumption.

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  • Fredrik Filipsson

    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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