Cloud Architect

Cloud Migration Roadmap β€” From On-Prem to AWS Without Losing Your Mind

2hr migration plan vs 2 weeks of meetingsDevOps & Cloud4 min read

Key Takeaway

The Cloud Migration skill creates comprehensive migration plans β€” application assessment, dependency mapping, migration strategy per workload (rehost/refactor/rebuild/replace), timeline, risk mitigation, and cost projection. Stop migrating blind.

The Problem

"We need to move to the cloud." Six words that launch a 12-month project with a 60% failure rate.

Cloud migrations fail because:

  • No assessment: "Let's just move the servers" (lift-and-shift everything, including the problems)
  • Hidden dependencies: App A talks to App B through a hardcoded IP that nobody documented
  • Cost surprises: Cloud costs 3x more than expected because nobody right-sized instances
  • Downtime: Migration window was "1 hour" but took 14 hours because the database was 2TB
  • Security gaps: On-prem firewall rules don't translate to security groups
  • No rollback plan: If the migration fails at 3 AM, now what?

The Solution

The Cloud Migration skill generates complete migration plans with application assessment, the 6 R's strategy assignment (Rehost, Replatform, Refactor, Repurchase, Retire, Retain), dependency mapping, and phased execution timeline.

The Process

View details
You: Plan migration of our infrastructure to AWS:
- 15 application servers (mix of Java, Python, Node.js)
- 3 PostgreSQL databases (largest is 500GB)
- 2 Redis clusters
- 1 RabbitMQ broker
- NFS file storage (2TB)
- On-prem load balancer (F5)
- VPN connections to 3 partner networks
Current spend: $45K/month on colocation

The agent generates a comprehensive migration plan:

Phase 1: Assessment (Week 1-2)

  • Application inventory with dependency matrix
  • Database size and performance profile per DB
  • Network flow analysis (what talks to what)
  • Performance baselines (to compare post-migration)

Phase 2: Strategy Assignment

ApplicationStrategyRationaleTarget Service
Java monolithReplatformToo complex to refactor nowECS Fargate
Python microservices (3)Rehost β†’ RefactorQuick win, then optimizeEC2 β†’ Lambda
Node.js APIs (4)RehostStraightforward containerizationECS Fargate
PostgreSQL primaryReplatformManaged reduces ops burdenRDS Multi-AZ
RedisReplaceManaged is cheaper + HAElastiCache
RabbitMQReplaceManaged equivalent existsAmazon MQ
NFS storageReplatformEFS for shared storageEFS
F5 load balancerReplaceALB is sufficientALB
Legacy reporting appRetireNobody uses it (confirmed)β€”

Phase 3: Execution (6 waves over 12 weeks) Each wave: pre-migration validation β†’ migrate β†’ validate β†’ monitor β†’ sign-off

Phase 4: Optimization (post-migration)

  • Right-sizing instances based on actual usage
  • Reserved instances for predictable workloads
  • Spot instances for batch processing
  • S3 lifecycle policies for cold storage

Projected costs:

ItemOn-PremAWS (Month 1)AWS (Optimized, Month 6)
Compute$18K$22K$14K
Database$12K$8K$6K
Storage$5K$3K$2K
Network$4K$6K$5K
Ops labor$6K$2K$2K
Total$45K$41K$29K

The Results

MetricWing-It MigrationAI-Planned Migration
Planning time2 weeks of meetings2 hours
Hidden dependencies foundDuring migration (panic)During assessment (calm)
Cost surprise+50-200% vs estimateΒ±10% of projection
DowntimeUnplanned, extendedPlanned, minimized
Rollback plan"We'll figure it out"Documented per wave
Success rate~40% on time/budget~85%

Setup on MrChief

yamlShow code
skills:
  - cloud-migration
  - aws
  - terraform      # For IaC on the other side
  - monitoring      # For baseline + post-migration validation
cloud-migrationawsinfrastructure6rs-strategycost-optimization

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Cloud Migration Roadmap β€” From On-Prem to AWS Without Losing Your Mind β€” Mr.Chief