Running Microsoft Workloads on AWS: A Strategic Advantage for Enterprise IT
By David Ewele
on July 21, 2025
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Running Microsoft Workloads on AWS: A Strategic Advantage for Enterprise IT
Subtitle: Learn why AWS is the smarter choice for running Microsoft applications and how you can gain flexibility, performance, and long-term cost savings.
Every technology decision in the enterprise comes with a ripple effect across the entire business.
You're not just managing servers and software; you're orchestrating the tools that drive revenue, foster collaboration, and secure your competitive edge. For organizations deeply invested in Microsoft technologies, the question isn't if these systems are vital, but how to extract maximum value from them while optimizing precious resources. Imagine a scenario where your Microsoft applications run with greater efficiency, your teams gain newfound flexibility, and your IT budget delivers more strategic impact.
This blog post demonstrates how running your Microsoft workloads on AWS can translate directly into tangible business outcomes, freeing up your team to focus on innovation rather than infrastructure maintenance.
Enterprise IT is at Crossroads
As organizations increasingly adopt hybrid and multi-cloud strategies, IT leaders are re-evaluating where their critical applications should live. For those running Microsoft workloads such as Windows Server, SQL Server, Exchange, or SharePoint , the default assumption might be to remain within Microsoft’s Azure ecosystem.
But assumptions don’t always serve strategy.
A growing number of enterprises are discovering that Amazon Web Services (AWS) offers greater control, performance, and cost-efficiency for Microsoft workloads without the constraints of a single-vendor environment.
Why Consider AWS for Microsoft Workloads?
The question is no longer “Can you run Microsoft workloads on AWS?” It’s “Why aren’t more organizations doing it already?”
Here’s why AWS deserves serious consideration:
- Operational Freedom and Flexibility AWS enables full control over how you deploy your workloads, whether using AWS-provided licenses or bringing your own. This licensing flexibility, coupled with a broader infrastructure strategy, helps organizations avoid vendor lock-in while tailoring cloud environments to business needs.
- High Performance at Global Scale With the largest global infrastructure footprint of any cloud provider, AWS offers more compute capacity and availability zones worldwide. This matters for enterprises with latency-sensitive, distributed, or mission-critical Microsoft applications.
- Lower Total Cost of Ownership Enterprises migrating Microsoft workloads to AWS can realize significant cost savings. IDC research reports up to 56% lower five-year costs, driven by infrastructure efficiency, licensing options, and optimized resource consumption over time.
- Enterprise-Grade Security and Compliance AWS provides a comprehensive set of compliance certifications and built-in tools that support the strictest regulatory requirements, including HIPAA, GDPR, FedRAMP, and PCI DSS. Enterprises gain the ability to enforce consistent security policies across Microsoft workloads without additional complexity.
- Enhanced Visibility and Control AWS offers native services like CloudWatch, AWS Config, and Trusted Advisor that help IT teams monitor performance, usage, and costs in real time. This level of transparency enables ongoing optimization and governance critical for long-term success.
Addressing the Real Questions Enterprise Teams Are Asking
Across enterprise planning sessions, IT leaders are raising valid concerns:
“Isn’t Azure more natural for Microsoft workloads?” Azure is a logical choice, but not necessarily the optimal one. AWS offers better global availability, flexibility, and cost performance, particularly for enterprises that want to avoid deepening their dependency on a single vendor.
“Will licensing be a challenge?” While Microsoft licensing has grown more complex, AWS offers flexible options and tools that help enterprises navigate licensing compliance, especially when bringing existing licenses (BYOL).
“Can we migrate without major disruption?” Yes. With mature tools such as AWS Application Migration Service and proven methodologies, migrations can be non-disruptive, even for legacy systems and workloads tied closely to Active Directory or Windows environments.
“What’s the long-term return on investment?” AWS environments typically become more cost-efficient over time, thanks to continuous optimization, right-sizing of instances, reserved pricing, and operational visibility.
Use Cases: Where Enterprises Are Winning
Financial Services: Moving SQL Server databases to Amazon RDS or Aurora, achieving high availability and encrypted backups with reduced licensing complexity. Read about how we helped GTCO Pensions migrate their Microsoft workloads seamlessly.
Healthcare: Running Windows-based electronic health records (EHR) systems in a HIPAA-compliant AWS environment.
Manufacturing: Hosting .NET applications using containers and serverless services like AWS Fargate and Lambda to reduce operational overhead.
Retail: Migrating Active Directory, SharePoint, and file servers to AWS to streamline operations and enhance scalability across distributed teams.
Migration Is Not Just Moving Servers, It’s a Strategic Shift
Enterprises that succeed in the cloud treat migration as transformation, not relocation.
This means assessing:
- Whether to rehost, replatform, or refactor
- How to implement cost control from day one
- What a modernization roadmap should look like after migration
Navigating these questions requires more than cloud tools—it demands a partner with deep cloud and workload-specific expertise.
How CloudPlexo Helps
CloudPlexo is an AWS Advanced Tier Services Partner with specialized expertise in Microsoft workloads. We work with enterprise teams to design, migrate, modernize, and manage Windows and Microsoft applications on AWS.
Our services include:
- Strategic workload assessments and architecture planning
- End-to-end migration of Windows Server and SQL Server environments
- Modernization of legacy Microsoft applications into containerized or serverless models
- Cost optimization and compliance assurance across cloud environments
We also provide enterprise clients with access to Wendu, our cloud intelligence platform that delivers real-time insights into infrastructure health, cost, performance, and security, so workloads remain optimized long after migration.
Final Thought: You’re Not Locked In
Your investment in Microsoft technologies doesn’t require you to double down on Azure.
Running Microsoft workloads on AWS gives you the ability to:
- Increase agility without vendor dependence
- Improve performance and reliability at scale
- Optimize costs with flexible licensing and pricing options
- Modernize your infrastructure to align with future growth
Explore What’s Possible
If you're considering cloud migration or looking to optimize existing Microsoft workloads, CloudPlexo can help you architect and execute with confidence.
- Schedule a Microsoft Workloads Assessment call
- Request a Cloud Cost Optimization Audit
- Explore Wendu for Cloud Visibility
Contact us today to begin the conversation and unlock the full potential of AWS for your Microsoft environment.