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cloud-migration-planning

@aj-geddes/useful-ai-prompts
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Plan and execute cloud migrations with assessment, database migration, application refactoring, and cutover strategies across AWS, Azure, and GCP.

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SKILL.md

name cloud-migration-planning
description Plan and execute cloud migrations with assessment, database migration, application refactoring, and cutover strategies across AWS, Azure, and GCP.

Cloud Migration Planning

Overview

Cloud migration planning involves assessing current infrastructure, designing migration strategies, executing migrations with minimal downtime, and validating outcomes. Support lift-and-shift, replatforming, and refactoring approaches for smooth cloud adoption.

When to Use

  • Moving from on-premises to cloud
  • Cloud platform consolidation
  • Legacy system modernization
  • Reducing data center costs
  • Improving scalability and availability
  • Meeting compliance requirements
  • Disaster recovery enhancement
  • Technology refresh initiatives

Implementation Examples

1. Migration Assessment and Planning

# Cloud migration assessment tool
from enum import Enum
from typing import Dict, List, Tuple
from dataclasses import dataclass

class MigrationStrategy(Enum):
    LIFT_AND_SHIFT = "lift_and_shift"  # Rehost
    REPLATFORM = "replatform"          # Rehost with optimizations
    REFACTOR = "refactor"              # Rebuild for cloud
    REPURCHASE = "repurchase"          # Switch to SaaS
    RETIRE = "retire"                  # Decommission

class ApplicationComplexity(Enum):
    LOW = 1
    MEDIUM = 2
    HIGH = 3

@dataclass
class ApplicationAssessment:
    name: str
    complexity: ApplicationComplexity
    dependencies: List[str]
    estimated_effort: int  # days
    business_criticality: int  # 1-10
    current_costs: float  # annual
    cloud_costs_estimate: float  # annual

class CloudMigrationPlanner:
    def __init__(self):
        self.applications: List[ApplicationAssessment] = []
        self.total_effort = 0
        self.total_cost_savings = 0

    def add_application(self, app: ApplicationAssessment):
        """Add application to migration assessment"""
        self.applications.append(app)

    def recommend_migration_strategy(self, app: ApplicationAssessment) -> MigrationStrategy:
        """Recommend migration strategy based on application characteristics"""
        if app.complexity == ApplicationComplexity.LOW:
            return MigrationStrategy.LIFT_AND_SHIFT

        elif app.complexity == ApplicationComplexity.MEDIUM:
            # Check if cost savings justify refactoring
            annual_savings = app.current_costs - app.cloud_costs_estimate
            refactor_cost = app.estimated_effort * 500  # cost per day
            payback_months = (refactor_cost / annual_savings) * 12 if annual_savings > 0 else float('inf')

            if payback_months < 6:
                return MigrationStrategy.REFACTOR
            else:
                return MigrationStrategy.REPLATFORM

        else:  # HIGH complexity
            # Evaluate if modernization is worthwhile
            if app.business_criticality >= 8:
                return MigrationStrategy.REFACTOR
            else:
                return MigrationStrategy.RETIRE  # Consider retiring

    def create_migration_wave_plan(self) -> Dict:
        """Create phased migration plan"""
        # Sort by criticality and dependencies
        sorted_apps = sorted(
            self.applications,
            key=lambda x: (len(x.dependencies), -x.business_criticality)
        )

        waves = {
            'wave_1': [],  # Low-risk, few dependencies
            'wave_2': [],  # Medium-risk
            'wave_3': []   # High-risk or critical
        }

        migrated = set()

        for app in sorted_apps:
            # Check if dependencies are satisfied
            deps_satisfied = all(dep in migrated for dep in app.dependencies)

            if not deps_satisfied:
                continue

            if app.complexity == ApplicationComplexity.LOW:
                waves['wave_1'].append(app.name)
            elif app.complexity == ApplicationComplexity.MEDIUM:
                waves['wave_2'].append(app.name)
            else:
                waves['wave_3'].append(app.name)

            migrated.add(app.name)

        return {
            'waves': waves,
            'total_applications': len(self.applications),
            'migrated_count': len(migrated),
            'total_effort_days': sum(app.estimated_effort for app in self.applications)
        }

    def calculate_roi(self) -> Dict:
        """Calculate migration ROI"""
        total_current_costs = sum(app.current_costs for app in self.applications)
        total_cloud_costs = sum(app.cloud_costs_estimate for app in self.applications)
        annual_savings = total_current_costs - total_cloud_costs

        # Estimate migration costs
        total_effort = sum(app.estimated_effort for app in self.applications)
        migration_cost = total_effort * 250  # cost per day

        payback_months = (migration_cost / annual_savings) * 12 if annual_savings > 0 else float('inf')

        return {
            'total_current_costs': total_current_costs,
            'total_cloud_costs': total_cloud_costs,
            'annual_savings': annual_savings,
            'migration_cost': migration_cost,
            'payback_months': payback_months,
            'year1_savings': annual_savings - migration_cost,
            'year3_savings': (annual_savings * 3) - migration_cost
        }

# Usage
planner = CloudMigrationPlanner()

app1 = ApplicationAssessment(
    name="Web Frontend",
    complexity=ApplicationComplexity.LOW,
    dependencies=[],
    estimated_effort=5,
    business_criticality=7,
    current_costs=50000,
    cloud_costs_estimate=30000
)

app2 = ApplicationAssessment(
    name="API Backend",
    complexity=ApplicationComplexity.MEDIUM,
    dependencies=["Database"],
    estimated_effort=20,
    business_criticality=9,
    current_costs=80000,
    cloud_costs_estimate=40000
)

app3 = ApplicationAssessment(
    name="Database",
    complexity=ApplicationComplexity.HIGH,
    dependencies=[],
    estimated_effort=30,
    business_criticality=10,
    current_costs=120000,
    cloud_costs_estimate=80000
)

planner.add_application(app1)
planner.add_application(app2)
planner.add_application(app3)

print("Migration Wave Plan:")
print(planner.create_migration_wave_plan())

print("\nROI Analysis:")
print(planner.calculate_roi())

2. Database Migration Strategies

# AWS Database Migration Service (DMS)
aws dms create-replication-instance \
  --replication-instance-identifier my-replication-instance \
  --replication-instance-class dms.t3.large \
  --allocated-storage 100 \
  --vpc-security-group-ids sg-12345

# Create source endpoint
aws dms create-endpoint \
  --endpoint-identifier source-db \
  --endpoint-type source \
  --engine-name postgres \
  --server-name source-db.example.com \
  --port 5432 \
  --username sourceadmin \
  --password sourcepassword \
  --database-name sourcedb

# Create target endpoint
aws dms create-endpoint \
  --endpoint-identifier target-rds \
  --endpoint-type target \
  --engine-name postgres \
  --server-name my-db.xyz.us-east-1.rds.amazonaws.com \
  --port 5432 \
  --username targetadmin \
  --password targetpassword \
  --database-name targetdb

# Create migration task
aws dms create-replication-task \
  --replication-task-identifier postgres-migration \
  --source-endpoint-arn arn:aws:dms:region:account:endpoint/source-db \
  --target-endpoint-arn arn:aws:dms:region:account:endpoint/target-rds \
  --replication-instance-arn arn:aws:dms:region:account:rep:my-replication-instance \
  --migration-type fullload \
  --table-mappings file://mappings.json

# Monitor migration
aws dms describe-replication-tasks \
  --filters Name=replication-task-arn,Values=arn:aws:dms:region:account:task:task-id

# Start migration
aws dms start-replication-task \
  --replication-task-arn arn:aws:dms:region:account:task:postgres-migration \
  --start-replication-task-type start-replication

3. Terraform Migration Infrastructure

# migration.tf
terraform {
  required_providers {
    aws = {
      source  = "hashicorp/aws"
      version = "~> 5.0"
    }
  }
}

provider "aws" {
  region = var.aws_region
}

# VPC for migration infrastructure
resource "aws_vpc" "migration" {
  cidr_block           = "10.100.0.0/16"
  enable_dns_hostnames = true

  tags = { Name = "migration-vpc" }
}

# Subnets for DMS
resource "aws_subnet" "migration" {
  count             = 2
  vpc_id            = aws_vpc.migration.id
  cidr_block        = "10.100.${count.index}.0/24"
  availability_zone = data.aws_availability_zones.available.names[count.index]

  tags = { Name = "migration-subnet-${count.index}" }
}

# Replication subnet group
resource "aws_dms_replication_subnet_group" "migration" {
  replication_subnet_group_description = "Migration subnet group"
  replication_subnet_group_id          = "migration-subnet-group"
  subnet_ids                           = aws_subnet.migration[*].id
}

# Replication instance
resource "aws_dms_replication_instance" "migration" {
  allocated_storage           = 100
  apply_immediately           = true
  auto_minor_version_upgrade  = true
  engine_version              = "3.4.5"
  multi_az                    = true
  publicly_accessible         = false
  replication_instance_class  = "dms.c5.2xlarge"
  replication_instance_id     = "migration-instance"
  replication_subnet_group_id = aws_dms_replication_subnet_group.migration.id

  tags = { Name = "migration-instance" }
}

# Source database endpoint
resource "aws_dms_endpoint" "source" {
  endpoint_type   = "source"
  engine_name     = "postgres"
  server_name     = var.source_db_host
  port            = 5432
  username        = var.source_db_user
  password        = var.source_db_password
  database_name   = var.source_db_name
  endpoint_id     = "source-postgres"

  ssl_mode = "require"

  tags = { Name = "source-endpoint" }
}

# Target RDS endpoint
resource "aws_dms_endpoint" "target" {
  endpoint_type = "target"
  engine_name   = "postgres"
  server_name   = aws_db_instance.target.endpoint
  port          = 5432
  username      = aws_db_instance.target.username
  password      = var.target_db_password
  database_name = aws_db_instance.target.db_name
  endpoint_id   = "target-rds"

  tags = { Name = "target-endpoint" }
}

# Target RDS instance
resource "aws_db_instance" "target" {
  identifier          = "migration-target-db"
  allocated_storage   = 100
  engine              = "postgres"
  engine_version      = "15.2"
  instance_class      = "db.r5.2xlarge"
  username            = "postgres"
  password            = random_password.db.result
  db_name             = "targetdb"
  multi_az            = true
  publicly_accessible = false

  backup_retention_period = 30
  backup_window          = "03:00-04:00"

  skip_final_snapshot = false
  final_snapshot_identifier = "migration-target-final-snapshot"
}

# Replication task
resource "aws_dms_replication_task" "migration" {
  migration_type           = "full-load-and-cdc"
  replication_instance_arn = aws_dms_replication_instance.migration.replication_instance_arn
  replication_task_id      = "postgres-full-migration"
  source_endpoint_arn      = aws_dms_endpoint.source.endpoint_arn
  target_endpoint_arn      = aws_dms_endpoint.target.endpoint_arn

  table_mappings = jsonencode({
    rules = [
      {
        rule_type   = "selection"
        rule_id     = "1"
        rule_action = "include"
        object_locator = {
          schema_name = "%"
          table_name  = "%"
        }
      }
    ]
  })

  replication_task_settings = jsonencode({
    TargetMetadata = {
      TargetSchema        = "public"
      SupportLobs         = true
      FullLobMode         = false
      LobChunkSize        = 64
      LobMaxSize          = 32
    }
    FullLoadSettings = {
      TargetPrepMode             = "DROP_AND_CREATE"
      CreatePkAfterFullLoad      = false
      StopTaskCachedSourceNotApplied = false
    }
    Logging = {
      EnableLogging = true
      LogComponents = [
        {
          LogType = "SOURCE_UNSPECIFIED"
          Id      = "%COMMON_MESSAGES%"
          Severity = "LOGGER_SEVERITY_DEBUG"
        }
      ]
    }
  })

  tags = { Name = "postgres-migration" }

  depends_on = [
    aws_dms_endpoint.source,
    aws_dms_endpoint.target,
    aws_dms_replication_instance.migration
  ]
}

# Secrets Manager for credentials
resource "aws_secretsmanager_secret" "migration_creds" {
  name_prefix = "migration/"
}

resource "aws_secretsmanager_secret_version" "migration_creds" {
  secret_id = aws_secretsmanager_secret.migration_creds.id
  secret_string = jsonencode({
    source_db_password = var.source_db_password
    target_db_password = var.target_db_password
  })
}

# CloudWatch monitoring
resource "aws_cloudwatch_log_group" "dms" {
  name              = "/aws/dms/migration"
  retention_in_days = 7
}

resource "aws_cloudwatch_metric_alarm" "migration_failed" {
  alarm_name          = "dms-migration-failed"
  comparison_operator = "GreaterThanOrEqualToThreshold"
  evaluation_periods  = 1
  metric_name         = "FailureCount"
  namespace           = "AWS/DMS"
  period              = 300
  statistic           = "Sum"
  threshold           = 1
  alarm_description   = "Alert on DMS migration failure"
}

# Random password
resource "random_password" "db" {
  length  = 16
  special = true
}

# Data source for AZs
data "aws_availability_zones" "available" {
  state = "available"
}

# Outputs
output "dms_instance_id" {
  value = aws_dms_replication_instance.migration.replication_instance_id
}

output "target_db_endpoint" {
  value = aws_db_instance.target.endpoint
}

4. Cutover Validation Checklist

# cutover-validation.yaml
pre_cutover:
  - name: "Source Database Health Check"
    steps:
      - command: "SELECT COUNT(*) FROM pg_stat_replication;"
      - validate: "Replication lag < 1 second"
      - expected: "All replicas in sync"

  - name: "Target Database Readiness"
    steps:
      - command: "SELECT datname, pg_size_pretty(pg_database_size(datname)) FROM pg_database;"
      - validate: "Target DB size matches source"
      - expected: "Exact match"

  - name: "Network Connectivity"
    steps:
      - test: "Source to Target connectivity"
      - command: "nc -zv target-db.rds.amazonaws.com 5432"
      - expected: "Connection successful"

  - name: "Backup Validation"
    steps:
      - verify: "Recent backup exists"
      - test: "Restore to test instance"
      - expected: "Restore successful"

cutover:
  - name: "Pre-Cutover Tasks"
    steps:
      - "Notify stakeholders"
      - "Stop application writes"
      - "Verify replication lag < 1 second"
      - "Capture final metrics from source"

  - name: "DNS Cutover"
    steps:
      - "Update DNS to point to target"
      - "Verify DNS propagation"
      - "Test connectivity from test client"

  - name: "Application Failover"
    steps:
      - "Update connection strings"
      - "Restart application servers"
      - "Verify application health"
      - "Run smoke tests"

post_cutover:
  - name: "Validation"
    steps:
      - "Run test suite on production"
      - "Verify data integrity"
      - "Check application logs"
      - "Monitor error rates"

  - name: "Cleanup"
    steps:
      - "Document final metrics"
      - "Archive source database"
      - "Update documentation"
      - "Schedule post-migration review"

validation_criteria:
  - "Zero data loss"
  - "Application response time < 200ms"
  - "Error rate < 0.1%"
  - "All user journeys pass"
  - "Database replication successful"

Best Practices

✅ DO

  • Perform thorough discovery and assessment
  • Run parallel systems during transition
  • Test thoroughly before cutover
  • Have rollback plan ready
  • Monitor closely post-migration
  • Document all changes
  • Train operations team
  • Maintain previous systems temporarily

❌ DON'T

  • Rush migration without planning
  • Migrate without testing
  • Forget rollback procedures
  • Ignore dependencies
  • Skip stakeholder communication
  • Migrate everything at once
  • Forget to update documentation

Migration Phases

  1. Assessment (2-4 weeks): Discover, evaluate, plan
  2. Pilot (2-8 weeks): Migrate non-critical application
  3. Wave Migration (8-16 weeks): Migrate by priority
  4. Optimization (4+ weeks): Fine-tune cloud resources
  5. Closure (1-2 weeks): Decommission source systems

Resources