Today’s #1 Pitfall in Cloud Migration? Not Getting a Cloud Migration Assessment


Cloud migration has become table stakes for digital transformation efforts, but a surprising number of migration efforts are still failing.

According to a recent article in ComputerWorld, the #1 pitfall to avoid when migrating to the cloud is not analyzing applications before beginning a cloud migration project. “The first mistake is trying to do too much," says Dave Bartoletti, Principal Analyst at Forrester. IT managers should begin cloud migrations with a small set of applications first, and he advises organizations to run an application portfolio analysis “to determine what apps are good for the initial migration.”

This also helps teams segment and prioritize applications based on Gartner’s 5R methodology: Rehost, Refactor, Revise, Rebuild or Replace.

I recently attended the Microsoft Inspire conference, where many speakers addressed the biggest questions that remain in cloud: Why are migrations taking so long? and Why is it so hard to figure out where to start?

With the digital transformation market expected to reach $4.5 trillion according to IDC, and acknowledged by Microsoft, there is significant market opportunity. But the market is flooded with countless partners and consulting companies looking to get their piece of the pie. With so much noise, it can be difficult and confusing to understand where to begin.

Start Cloud Migration with Application Portfolio Analysis

According to research by Velostrata, 73% of tech leaders expect their cloud migrations to take more than one year to complete, with 43% expecting the process to last more than two years. This is a long time. To accelerate migration efforts, start with a cloud migration assessment that considers important application characteristics that impact their performance in a cloud environment.

An assessment of your application landscape will help you understand:


  • Business Impact – target applications with the highest impact on and alignment with business strategy, end-user experience, resiliency constraints and more.
  • Code Readiness – identify specific blockers and boosters within application code that will make applications more or less ready for migration while learning exactly what would need to change in order to make an application more cloud ready.
  • Supported Business Capabilities – identify the business capabilities (customer relationship, contracts, orders, sales & marketing, employees, financial management, etc.) that the applications currently support.
  • Innovation Requirements – measure the appetite for the applications to consume innovative cloud services like performance scalability, high data availability and storage, IoT and others. In other words, how imperative is the need for these applications to leverage cloud services as a competitive advantage?
  • Organizational & Technical State of Applications – understand actual development and maintenance effort, team operation models, skills and resource allocation, and software health indicators.

Cloud Winners and Losers

As it currently stands, the big winners in the cloud migration game are the partners who are helping enterprises migrate to the cloud faster and take advantage of intelligent cloud services first.

There is a common perception that it is easier to lift and shift to IaaS first and then worry about PaaS later. However, the reality is that many enterprises have applications that can move rapidly to PaaS and take advantage intelligent cloud benefits immediately, gaining a competitive advantage. The challenge is that these organizations simply don’t know which apps are ready now.

At Inspire, we shared how some companies are taking a smarter approach using Software Intelligence to rapidly assess, segment and prioritize their application portfolios for migration to Azure, and specifically PaaS.

For example, aerospace and automotive conglomerate, DAHER, has worked with CAST to integrate new standards at the portfolio level to favor vendors who could guarantee their products run in their preferred cloud environment. To get here, they needed to get their own systems onto a PaaS environment and they used CAST’s CloudReady Index to accelerate a 18-month migration plan down to just 4 months. They were able to establish a cloud-first strategy for new application development while envisioning a PaaS program to support business-critical apps that require IoT and artificial intelligence.

Are you hoping to do the same? Contact us for a free assessment today and set yourself down the path to become a cloud winner.

Greg Rivera
Greg Rivera Vice President
As Vice President of CAST Highlight, Greg leads product strategy for the CAST SaaS platform helping customers and partners accelerate app modernization / cloud migration, rationalize their app portfolios, and reduce open source risk. He has worked with Fortune 1000 companies such as Microsoft, IDG Communications, and Arrow Electronics for over 20 years in technology and media, helping them make successful digital transformations. Greg has a B.S. in Electrical Engineering and an M.S. in Management of Technology and is passionate about applying technology to improve business and our everyday lives.
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