Azure Cloud Migration Strategist - GP

Gorilla Logic provides nearshore Agile teams to Fortune 500 and SMB companies, bringing unparalleled expertise in the delivery of full-stack web, mobile, and enterprise applications. Our highly collaborative Agile Gorillas are uniquely qualified to implement complex software initiatives. With offices in the United States, Costa Rica, Colombia and Mexico, Gorilla Logic helps clients gain competitive advantages to achieve results faster.

Role Overview

We are seeking a seasoned Azure Cloud Migration Strategist to lead the development of a portfolio-level migration roadmap and execution planning for a large-scale enterprise cloud transformation initiative. The ideal candidate will bring deep experience in cloud migration planning, application portfolio analysis, and Azure architecture, and will serve as a strategic advisor across business and technical stakeholders.

This role focuses on both strategic planning (roadmap development) and tactical readiness and migration design for a targeted set of applications, guiding the transition from legacy hosting models to Azure-based infrastructure.

Key Responsibilities

Portfolio-Level Migration Roadmap Development

*Analyze portfolio metadata (e.g., application groupings, business criticality, system complexity) to define migration

*Run discovery tooling to inventory applications, databases, hosts, and dependencies.

*Define a prioritization and sequencing framework to align with business goals and product groupings.

*Conduct stakeholder workshops to shape migration strategy and sequencing.

*Estimate ROM-level migration effort and cost using reference workloads and SME input.

*Deliver a comprehensive Directional Migration Roadmap, including:

*Migration Timeline

*Cost Estimates

*Strategic Planning Considerations (readiness gaps, tooling dependencies, risks)

Learn & Plan Execution

*Confirm application list and validate architectural, operational, and SLA requirements.

*Lead deep discovery and application profiling using tools such as Azure Migrate Appliance and Azure Monitor.

*Develop application-level metrics for performance, storage, and compliance constraints.

*Validate Landing Zone readiness for workloads and identify blockers.

*Define migration strategies (e.g., rehost, replatform) and document technical migration plans.

*Produce Azure resource sizing and cost estimates per application.

*Deliver a detailed Migration Plan, including:

*Application Profiles and Risk Logs

*Roles & Responsibilities Matrix

*Migration Schedule and Cutover Strategy

*Risk Mitigation and Compliance Considerations

Required Skills & Experience

*7+ years of experience in cloud strategy, enterprise IT transformation, or large-scale migration initiatives.

*Proven experience in leading Azure cloud migrations from roadmap through execution.

*Expertise in using tools such as Azure Migrate, Azure Monitor, TCO Calculator, Azure Cost Management, and Microsoft FastTrack templates.

*Strong understanding of Microsoft Azure’s Well-Architected Framework, Landing Zones, and cloud governance.

*Experience managing stakeholder working sessions, prioritization frameworks, and executive reporting.

*Ability to analyze complex environments and produce sequencing plans, effort models, and migration frameworks.

*Strong communication and documentation skills for both technical and executive audiences.

Preferred Qualifications

*Azure certifications (e.g., AZ-305, AZ-700, AZ-900)

*Familiarity with regulated environments (e.g., compliance, data sovereignty)

*Experience with migration accelerators like Microsoft CAF, Ready Framework, or partner methodologies

*Experience with integration models, legacy modernization, and hybrid scenarios

What You’ll Deliver

*Strategic Directional Migration Roadmap for a 70+ application portfolio

*Learn & Plan Deliverables supporting confident execution

*Business-aligned sequencing and resourcing recommendations

*Thought leadership in aligning enterprise goals with cloud transformation paths