Blog | EPI-USE Services for AWS

Your AWS Migration Readiness Checklist: How to Start Strong

Written by Chris Townsend | May 28, 2025

Moving workloads to the cloud requires more than motivation — you need a plan.

This article breaks down the eight key areas to assess before an AWS migration, based on our proven migration checklist used by clients across industries.

Why an AWS Migration Readiness Checklist Matters

Migrating to Amazon Web Services (AWS) isn’t just about flashy new servers or data lift-and-shifts: it’s about breathing new life into your organization, helping it run securely, efficiently, and at scale.

Unfortunately, up to 75% of cloud migrations fail because organizations jump in without a solid understanding of what they’re migrating, how it will perform in the cloud, and what it will ultimately cost.

Think of it like moving houses.

You wouldn’t rent a truck, pack all your furniture up, and head across town without first knowing, beyond a doubt, that your new place has the space, plumbing, and wiring to support your lifestyle. Before moving, you’d have taken inventory: measuring, decluttering, and planning all the details out in advance.

Now, let’s apply this same logic to AWS cloud migration — without proper initial planning, you risk wasted spend, performance issues, and delays.

That’s why a checklist — a real, structured readiness tool — is essential.

Your AWS Migration Readiness Checklist

You wouldn’t migrate without a destination and this checklist is your compass.

We’ve identified eight key areas every organization should assess before migrating workloads to AWS. These factors don’t just affect cloud performance — they dictate how your cloud migration strategy performs, how much it costs, and whether it delivers value.

1. Workload Inventory

It’s imperative to have a full picture of what’s running in your business environment: What applications do you have on the go? Are legacy systems still attached to business processes? What is interconnected?

  • Build a complete list of workloads (including shadow IT).
  • Flag dependencies between applications and databases.
  • Prioritize what should be moved first (and what might not move at all).

A clear inventory is an important part of the AWS migration readiness checklist as, without one, migrations stall or fail due to disregarded interdependencies.

2. Licensing and Utilization

Unused, underused, or misaligned licenses carried by many organizations are a primary factor that unnecessarily drives up cloud spend.

  • Check license compliance and renewal dates.
  • Seek out opportunities to consolidate or eliminate spend.
  • Evaluate current license types (Windows Server, SQL, third-party apps).

Without a solid licensing optimization strategy, a workload migration is a cost problem in the making. This is especially critical for clients migrating Windows-based workloads or SQL Server environments.

3. Infrastructure Lifecycle and Performance

What is the condition of your current infrastructure? Are you migrating to escape dying hardware or to improve the performance of existing systems?

  • Document known bottlenecks or outages.
  • Flag systems nearing end-of-support (EOS) or those in decline.
  • Decide if your current workloads are overprovisioned or underutilized.

The reason for this step in the AWS migration readiness checklist? It’s key to deciding whether to rehost, re-platform, or refactor in AWS.

4. Data Volume and Movement

To select the best fit of AWS services and storage tiers for your organization, it's essential to first understand your data footprint.

  • Consider compliance needs for long-term data retention.
  • Measure how much data you’re storing, backing up, and archiving.
  • Track transfer patterns — how much data moves daily, weekly, monthly?

Larger data volumes can determine migration strategies, especially when downtime windows are tight.

5. Security and Compliance

Security can’t and shouldn’t be retrofitted and needs to be consolidated within your migration plan from the very start.

  • Map existing security protocols and gaps.
  • Identify any compliance standards you’re subject to (GDPR, HIPAA, SOC 2, etc.).
  • Plan for IAM (Identity and Access Management), encryption, backups, and logging in AWS.

The optimal cloud environments will mirror or improve your current security standards — never weaken them.

6. Strategic Objectives

Different migrations have different goals. What are your organization’s aims: To reduce costs? Improve scalability? Increase agility?

  • Define what success looks like post-migration.
  • Document performance, uptime, or innovation-focused KPIs.
  • Align with internal stakeholders on goals and expectations of the migration.

Migrations that don’t tie back to and aren’t led by business impact tend to fail.

7. Cost Visibility and Forecasting

Knowing your organization's current cost structure is not the same as predicting your future AWS costs.

  • Calculate the current TCO (total cost of ownership).
  • Account for migration tooling, testing environments, and potential rework.
  • Compare projected AWS pricing models — pay-as-you-go, reserved, spot, etc.

Tools like AWS Pricing Calculator and Optimization and Licensing Assessments (OLA) can support this, but expert guidance makes the difference.

8. Executive Alignment & Team Readiness

Successful migrations require more than tools — they need team alignment and leadership buy-in.

  • Identify the team responsible for planning and executing the migration.
  • Define roles, responsibilities, and training needs across IT and business units.
  • Ensure executive sponsorship and a clear communication plan for all stakeholders.

Ensuring leadership support and cross-functional readiness sets the foundation for a successful and sustainable migration.

What Happens Without Preparation?

Nearly one-third (32%) of organizational cloud infrastructure spend is wasted through poor management and bad investments.

Organizations that overlook the prep work risk facing:

  • Hidden licensing costs
  • Poor workload performance
  • Unpredictable cost overruns
  • Incomplete security planning
  • Overlooked application dependencies
  • Migration delays or complete standstills
  • Underestimated storage or computing needs

This isn’t just limited to technical problems. These gaps in what should be included in an AWS migration readiness checklist can hinder business operations, impact compliance, and bleed resources before the migration even takes flight.

From Checklist to Checkmark: Taking the Next Step

The checklist gives you the right questions. Our W.H.A.L.E. assessment gives you the answers.

No organization migrates to AWS on a whim or to maintain the status quo. They migrate to improve, always. Improvement, however, begins with insight, and that’s what our checklist helps provide.

If your organization is planning an AWS migration — or even just considering one — this is your chance to remove doubts and move forward with a clear, data-backed strategy.

Move forward knowing exactly what you’re getting into — and what you’ll get out of it.


Need help interpreting your checklist or planning next steps? Email us anytime at aws@epiuse.com — our team is ready to assist. Start with clarity. Migrate with confidence.