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.

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.

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.

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.

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.

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.