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A Z U R E M I G R A T I O N | R E A D I N E S S G U I D E
Cloud Readiness
Checklist
Before Migrating to Azure
6 critical readiness areas to assess before moving a single workload.
Inventory Security Networking Cost Control
By AptaCloud | Microsoft Solutions Partner | aptacloud.com
93%
enterprises use Azure
as primary cloud
38%
migrations take longer
than planned
Why Most Azure Migrations Run into Trouble
The same 5 failure patterns — every time.
🗂
No Inventory
Unknown apps & dependencies
surface mid-migration
📡
Network Gaps
IP range conflicts and
bandwidth surprises halt
progress
💰
Cost Shock
Dev/test VMs running 24/7
burn budget fast
🔒
Security Drift
Defaults leave
misconfigurations undetected
🧑
Skill Gap
Team learns Azure during
migration instead of before
Almost all of it is preventable with proper preparation before the first workload moves.
Pick Your Migration Approach First
The right approach reduces time, cost, and preparation requirements.
🚀
Lift & Shift
Effort: Low
1–4 wks
Move as-is to Azure VMs
🔧
Replatform
Effort: Medium
4–8 wks
Minor changes for Azure-
managed services
🏗
Refactor
Effort: High
2–6 mo
Redesign for cloud-native
architecture
🔨
Rebuild
Effort: High
3–12 mo
Rewrite using Azure-native
services
☁
Replace (SaaS)
Effort: Low
Days–wks
Retire app, adopt SaaS
alternative
Lift & Shift is fastest. Refactor delivers highest long-term value. Most migrations use a combination.
01
Application &
Infrastructure
Inventory
You cannot migrate
what you have
not mapped.
Most common cause
of migration delays:
Hidden Dependencies
found after workloads moved
Before you migrate — confirm all 6:
📋 All applications documented — version, owner, usage status
🔗 Dependencies mapped — databases, APIs, shared file systems, auth
🌐 Network topology documented — IP ranges, firewalls, VPNs, load balancers
📦 Data volumes measured — storage per app, daily data movement
📊 Performance baselines captured — CPU, memory, I/O under peak load
🗑 Retirement candidates identified — decommission, do not migrate
Tip: Azure Migrate discovery tools scan your environment automatically — free to use.
02
Security &
Compliance
Baseline
Shared Responsibility Model
Microsoft Infrastructure
You Everything on top
Azure is not safer by default.
It has a larger attack surface
because it is open and accessible.
Security checklist — before first production workload:
🛡 Microsoft Defender for Cloud — enable free tier immediately
📊 Review Azure Secure Score — understand what is driving it down
🔐 Network Security Groups — default-deny, explicit allow rules only
🔑 Azure Key Vault — no credentials in code or config files
📱 MFA enabled — all portal access including service accounts
⚖ Compliance requirements mapped — GDPR, ISO 27001, PCI-DSS, sector-specific
🗄 Data classification complete — sensitive data region requirements confirmed
Networking & Connectivity
Where most migration plans have the largest gap between assumption and reality.
On-Premises
10.0.0.0/8
Servers
Databases
AD
VPN Gateway
ExpressRoute
Internet
Azure VNet
10.1.0.0/16
VMs
App Services
SQL
Critical: Address Space Overlap
If on-premises uses 10.0.0.0/8 and Azure VNet uses the same range —
VPN peering breaks and is extremely difficult to fix after deployment.
Address space cannot be changed after VNet deployment.
Networking checklist:
🗺 VNet address spaces planned — non-overlapping with on-premises
🔌 Connectivity model chosen — VPN Gateway, ExpressRoute, or internet
🔎 DNS resolution strategy defined — Azure resolves on-premises hostnames
✅ ExpressRoute or VPN provisioned AND tested before migration starts
📏 Bandwidth estimated — large datasets over constrained links take days
Cost Estimation & Governance
Azure costs surprise people because the pricing model works differently from on-premises.
23%
avg cost reduction
from right-sizing first
30–60%
savings with
1 or 3-yr reservations
70%
reduction on dev/test
with auto-shutdown
40%
VM savings with
Azure Hybrid Benefit
Cost Area What Drives It Up Saving Lever
Compute (VMs) Over-provisioned, always-on non-prod Right-size with Azure Migrate
Dev/Test Running overnight and weekends Auto-shutdown all non-prod VMs
Reserved Instances Paying pay-as-you-go for stable workloads 1 or 3-yr reservations
Windows/SQL Buying new licenses Azure Hybrid Benefit
Storage Wrong tier for access frequency Move cold data to Cool/Archive
Egress Unplanned data transfer volumes Estimate early; ExpressRoute
Set budget alerts in Azure Cost Management before first spend — not after the bill arrives.
06
Team
Readiness
Most overlooked.
Causes the most
unexpected delays.
Best Practice
Migrate the first workload alongside an experienced
Azure partner — to transfer knowledge while doing
real work, not to hand off the work.
Team readiness checklist:
🎓 Azure Fundamentals — build shared vocabulary across the team AZ-900
⚙ Azure Administrator — infrastructure engineers executing migration AZ-104
🔄 Azure DevOps / GitHub Actions — assess pipeline automation skills early
📈 Azure Monitor & Log Analytics — team trained before workloads go live
📝 Runbooks drafted — on-call procedure for common Azure incidents
🤝 External support model defined — partner on contract for escalations
What Actually Goes Wrong
These 5 failure patterns come up in almost every migration.
🗂
Skipping inventory
Unknown apps surface mid-migration
Fix:
Full app and dependency discovery first
⏱
Underestimate data transfer
A 10TB database takes days, not hours
Fix:
Calculate data volumes and plan transfer time
🔄
No rollback plan
Something breaks in production, no way
back
Fix:
Keep on-premises live until Azure is fully validated
📜
Ignoring licensing changes
Surprise SQL Server license cost increases
Fix:
Check Microsoft license portability rules before moving
🌊
Moving everything at once
Multiple failure points, impossible to
diagnose
Fix:
Migrate in waves — non-critical workloads first
Most skipped and most regretted: no rollback plan. Keep on-premises live until Azure is fully validated under real conditions.
☁
aptacloud.com
Planning an Azure migration?
Get it right the first time.
AptaCloud has guided 300+ organizations across Insurance, Oil & Gas, Healthcare, and
Construction through Azure migrations — from readiness assessment to post-migration
optimization.
01 Inventory 02 Azure Setup
03 Security 04 Networking
05 Cost Control 06 Team Readiness
Get a Free Azure Readiness Assessment
We assess your environment across all 6 readiness dimensions and give you a clear migration
plan.
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aptacloud.com | Microsoft Solutions Partner | Azure | Security | Dynamics 365