Modernize Infrastructure with Confidence
Explore cloud workshops, assessments, and proof of value engagements that help organizations evaluate Azure, plan migrations, optimize infrastructure, and prepare for what comes next.
Reduce risk before you modernize.
Infrastructure decisions carry long-term implications for cost, security, performance, scalability, and operational complexity. Oakwood’s Cloud & Infrastructure engagements give organizations structured ways to evaluate current environments, compare modernization paths, validate Azure foundations, and build roadmaps that support future workloads.
workshop
Azure Strategy Workshop
Explore Azure modernization options and align cloud strategy with business goals, technical constraints, and operational priorities.
Typical Length
2–4 hours
Best For
Cloud exploration and leadership alignment
Funding note: Ask Oakwood about current Microsoft funding opportunities and eligibility.
What We’ll Cover
- Business drivers for cloud adoption
- Azure capabilities, common migration patterns, and modernization paths
- Governance, security, cost, and operations considerations
- Recommended next steps for assessment or implementation
Deliverables
Cloud Strategy Summary
High-level findings and recommended areas of focus.
Modernization Opportunities
Potential workloads or capabilities to evaluate further.
Planning Considerations
Governance, cost, security, and operational themes.
Next-Step Roadmap
Suggested path toward assessment, landing zone, or migration.
assessment
Azure Migration Assessment
Evaluate infrastructure, applications, dependencies, and readiness to build a practical Azure migration roadmap.
Typical Length
1-3 weeks
Best For
Migration planning and business case development
Funding note: Ask Oakwood about current Microsoft funding opportunities and eligibility.
What We’ll Cover
- Server, workload, and dependency discovery
- Cloud readiness and modernization options
- Cost, sizing, and migration wave planning
- Risk, sequencing, and governance considerations
Deliverables
Migration Readiness Findings
Current-state observations and migration considerations.
Workload Prioritization
Recommended migration groups and sequencing.
Cost & Sizing Guidance
Initial Azure sizing and cost considerations.
Migration Roadmap
Practical plan for next steps and execution.
proof of value
Azure Landing Zone Proof-of-Value (PoV)
Validate a modern Azure foundation with identity, networking, governance, and security patterns designed to support future cloud initiatives.
Typical Length
2-6 weeks
Best For
Azure foundation validation and architecture planning
Funding note: Ask Oakwood about current Microsoft funding opportunities and eligibility.
What We’ll Cover
- Subscription structure and governance model
- Networking, identity, and access considerations
- Security baseline and policy configuration
- Pilot workload or foundational deployment
Deliverables
Landing Zone Prototype
Pilot Azure foundation aligned to best practices.
Architecture Documentation
Recommended subscription, network, governance, and security model.
Operational Considerations
Management, monitoring, and support recommendations.
Scale Roadmap
Next steps for expanding the foundation to production workloads.
assessment
VMware Modernization Assessment
Assess your VMware environment and evaluate modernization options, including Azure VMware Solution and native Azure services.
Typical Length
1-2 weeks
Best For
VMware strategy and modernization planning
Funding note: Ask Oakwood about current Microsoft funding opportunities and eligibility.
What We’ll Cover
- VMware estate review and business drivers
- Licensing, cost, performance, and operational considerations
- AVS and native Azure modernization options
- Recommended path based on workload needs and timing
Deliverables
VMware Current-State Summary
Key environment characteristics and constraints.
Modernization Options
Comparison of AVS, native Azure, and hybrid approaches.
Cost & Risk Considerations
Factors influencing timing, investment, and migration path.
Recommended Roadmap
Practical next steps for assessment, pilot, or migration.
workshop
Azure Virtual Desktop Workshop
Explore Azure Virtual Desktop and Windows 365 strategies for secure access, flexible work, and modern endpoint experiences.
Typical Length
2-4 hours
Best For
Virtual desktop planning and use case alignment
Funding note: Ask Oakwood about current Microsoft funding opportunities and eligibility.
What We’ll Cover
- Remote work and application access requirements
- AVD and Windows 365 deployment models
- Licensing, identity, security, and user experience considerations
- Pilot planning and adoption strategy
Deliverables
Use Case Summary
Where virtual desktop solutions may fit.
Deployment Considerations
Licensing, access, profile, and security themes.
Pilot Recommendations
Suggested users, workloads, and success criteria.
Next-Step Plan
Path toward assessment, pilot, or implementation.
Additional Engagement Areas
Explore workshops, assessments, and proof of value engagements across AI, data, cloud, security, modern work, and strategic advisory services. Each engagement is designed to help organizations evaluate opportunities, reduce risk, and build practical roadmaps for what’s next.

Strategy & Advisory
Build practical technology roadmaps aligned with your business goals. Explore strategy workshops and assessments designed to prioritize initiatives, reduce risk, and establish a clear path for modernization and innovation.

Security
Strengthen identity, cloud, data, and operational security through workshops, assessments, and proof of value engagements designed to improve visibility, reduce risk, and support secure innovation.

Modern Work
Empower employees with modern collaboration, Microsoft 365 optimization, and Copilot engagements that improve productivity, strengthen governance, and accelerate AI adoption across the organization.

AI & Applications
Transform ideas into intelligent business solutions through workshops, assessments, and proof of value engagements focused on AI strategy, Microsoft Copilot, custom AI applications, and autonomous agents.

Data & Analytics
Transform data into a strategic asset with engagements focused on Microsoft Fabric, business intelligence, analytics modernization, and AI readiness. Build a trusted foundation for better decisions and future innovation.
Modernize with Confidence.
Whether you’re planning an Azure migration, evaluating VMware alternatives, or building a modern cloud foundation, Oakwood’s workshops, assessments, and proof of value engagements help organizations reduce risk, validate decisions, and build practical roadmaps for modernization.
