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5 Common Cloud Migration Pitfalls and Future-Proofing Strategies

Vijay Verma
Persistent Systems

Of the $800 billion that enterprises plan to invest in cloud this year, $100 billion will be wasted due to poorly planned migration. While large enterprises aim to migrate over 80% of their applications to the cloud, only a third will end up realizing their cloud ambitions.

Cloud migration — a seemingly straightforward endeavor of shifting workloads and applications from on-premises data centers to cloud infrastructure — is, in reality, a highly strategic decision that involves leadership sponsorship, business justifications for moving to the cloud, and a clear understanding of expected value. Lack of this alignment can be the reigning cause of cost and budget overruns and why almost half of the migration efforts underway today will fail in the next three years.

The most common cloud migration pitfalls today are:

Lack of strategy and planning

Considering cloud migration an IT-only initiative is why it gets derailed. Running this in silos results in a lack of alignment on the expected value of cloud migration, which reflects in poorly planned execution timelines, a wide margin of error in estimating cost, effort and skills, delegating responsibilities, managing change, and weak governance frameworks.

Future-proofing strategy: Cloud migration initiatives should be steered by a center of excellence (CoE) comprising senior leadership, lines of business owners, technology leads, and operations teams. This sets the right expectations on the value to be harnessed from the cloud, which acts as the north star defining subsequent goals, execution phases, cost, effort, and skill requirements.

For example, if the goal is to innovate instead of reducing the total cost of IT, the CoE can decide which applications to consider for migration based on the business relevance and if they need to be refactored or rearchitected. Grounding such decisions in business value expectations sets the agenda for downstream activities where cross-functional teams collaborate and commit to an execution plan with pre-defined milestones.

Erroneous ROI calculations and underestimating costs

Cloud promises to reduce the total cost of ownership with on-demand consumption. However, enterprises often encounter the cloud cost paradox, witnessing an exponential cost increase once they migrate. This is because they treat the cloud as another data center and tend to overlook hidden costs such as network charges, data transfer fees, licensing costs, downtime, and bubble costs.

Future-proofing strategy: When allocating cloud budgets, perform a comprehensive cost-benefit analysis for each application cohort, considering the expected business value. The CoE can help factor in hidden variables and review financial projections after each milestone. While approaching the cloud from a cost angle seems lucrative, it proves myopic in the long run. By prioritizing business innovation, enterprises can generate five times the value they derive from the cloud than they would by simply reducing IT spending.

Not prioritizing cybersecurity and data security

Enterprises transitioning to the cloud tend to treat security as an afterthought that can be bolted in and are blindsided when they realize the cloud service provider does not take on the role. Securing cyber assets in the cloud is a different ball game than in an on-premises data center. The cloud's shared environment opens new vulnerabilities and data-residency laws that lead to compliance overburden and security incidents. Even so, data in transit is highly prone to attacks. Enterprises need to build observability and auditing capabilities that ensure their applications and data are secure as they move beyond company-controlled data centers.

Future-proofing strategy: Migration plans should include a robust security framework to guide migration activities. The CoE can help enterprises assess the extent of sensitive data and compliance obligations as they plan migration. It can also advise IT and business teams to implement measures and protocols to ensure data remains secure while transitioning to and running in the cloud. These protocols must be stress-tested and revised periodically to defend against evolving threats proactively.

Overlooking data egress and management

The challenge lies in migrating data or applications from one cloud service provider to another or back to an on-premises data center. Caught in vendor lock-in, enterprises must navigate a complex mesh of service provider contracts and exit fees that actively disincentivize their move to a multi-cloud strategy. Moreover, due to its vast volume, moving data between environments needs an explicit focus on integrity, accessibility, and availability.

Future-proofing strategy: To ensure their move to the cloud does not prove restrictive in the future, enterprises should include a comprehensive data management strategy that evolves with work requirements without triggering data quality issues. They should also include a data governance framework that factors in disaster recovery, sovereignty, security, and compliance with applicable laws. A cloud transformation partner with ties with hyperscalers can help enterprises broker an appropriate fee and approach for a multi-cloud or exit strategy.

Skillset gap and inadequate training

Before migrating workloads to the cloud, enterprises must assess application dependencies to identify impact areas and minimize unplanned downtime. Once in the cloud, the applications must integrate with cloud-native features, which could change functionalities and require users to adjust. Most enterprises — having spent decades building on-premises architecture, processes, or teams — are not equipped with the skills or change management plans that create a capability debt. Currently, only 35% of the required cloud skills exist in-house, whereas for enterprises to fully tap into their cloud potential, this share has to increase to 50%.

Future-proofing strategy: To ensure their cloud strategies stay on track, enterprises must aggressively invest in training programs that enable their staff to work with cloud-hosted applications. They also need to foster a continuous learning and development culture that incentivizes users to adopt change and pivot to new ways of working enabled by the cloud.

Conclusion: Turning Complexity into Competitive Advantage

Despite challenges, the cloud remains a cornerstone for business innovation, especially with the AI barrage. Enterprises can maximize the value of their cloud investments through a mindset change — it is a new environment. It requires a relook at the existing application stack and the technology landscape, necessitating change management to address behaviors entrenched in the pre-cloud era.

The simplest way forward is to involve employees, leadership, technology and business teams, and operations (including finance) early. This sets the stage for open communication and a more streamlined way to set expectations and delegate responsibilities. It makes everyone a stakeholder in cloud migration initiatives and empowers them to collaborate, leading to better alignment.

Vijay Verma is Chief Revenue Officer – Service Lines at Persistent Systems

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5 Common Cloud Migration Pitfalls and Future-Proofing Strategies

Vijay Verma
Persistent Systems

Of the $800 billion that enterprises plan to invest in cloud this year, $100 billion will be wasted due to poorly planned migration. While large enterprises aim to migrate over 80% of their applications to the cloud, only a third will end up realizing their cloud ambitions.

Cloud migration — a seemingly straightforward endeavor of shifting workloads and applications from on-premises data centers to cloud infrastructure — is, in reality, a highly strategic decision that involves leadership sponsorship, business justifications for moving to the cloud, and a clear understanding of expected value. Lack of this alignment can be the reigning cause of cost and budget overruns and why almost half of the migration efforts underway today will fail in the next three years.

The most common cloud migration pitfalls today are:

Lack of strategy and planning

Considering cloud migration an IT-only initiative is why it gets derailed. Running this in silos results in a lack of alignment on the expected value of cloud migration, which reflects in poorly planned execution timelines, a wide margin of error in estimating cost, effort and skills, delegating responsibilities, managing change, and weak governance frameworks.

Future-proofing strategy: Cloud migration initiatives should be steered by a center of excellence (CoE) comprising senior leadership, lines of business owners, technology leads, and operations teams. This sets the right expectations on the value to be harnessed from the cloud, which acts as the north star defining subsequent goals, execution phases, cost, effort, and skill requirements.

For example, if the goal is to innovate instead of reducing the total cost of IT, the CoE can decide which applications to consider for migration based on the business relevance and if they need to be refactored or rearchitected. Grounding such decisions in business value expectations sets the agenda for downstream activities where cross-functional teams collaborate and commit to an execution plan with pre-defined milestones.

Erroneous ROI calculations and underestimating costs

Cloud promises to reduce the total cost of ownership with on-demand consumption. However, enterprises often encounter the cloud cost paradox, witnessing an exponential cost increase once they migrate. This is because they treat the cloud as another data center and tend to overlook hidden costs such as network charges, data transfer fees, licensing costs, downtime, and bubble costs.

Future-proofing strategy: When allocating cloud budgets, perform a comprehensive cost-benefit analysis for each application cohort, considering the expected business value. The CoE can help factor in hidden variables and review financial projections after each milestone. While approaching the cloud from a cost angle seems lucrative, it proves myopic in the long run. By prioritizing business innovation, enterprises can generate five times the value they derive from the cloud than they would by simply reducing IT spending.

Not prioritizing cybersecurity and data security

Enterprises transitioning to the cloud tend to treat security as an afterthought that can be bolted in and are blindsided when they realize the cloud service provider does not take on the role. Securing cyber assets in the cloud is a different ball game than in an on-premises data center. The cloud's shared environment opens new vulnerabilities and data-residency laws that lead to compliance overburden and security incidents. Even so, data in transit is highly prone to attacks. Enterprises need to build observability and auditing capabilities that ensure their applications and data are secure as they move beyond company-controlled data centers.

Future-proofing strategy: Migration plans should include a robust security framework to guide migration activities. The CoE can help enterprises assess the extent of sensitive data and compliance obligations as they plan migration. It can also advise IT and business teams to implement measures and protocols to ensure data remains secure while transitioning to and running in the cloud. These protocols must be stress-tested and revised periodically to defend against evolving threats proactively.

Overlooking data egress and management

The challenge lies in migrating data or applications from one cloud service provider to another or back to an on-premises data center. Caught in vendor lock-in, enterprises must navigate a complex mesh of service provider contracts and exit fees that actively disincentivize their move to a multi-cloud strategy. Moreover, due to its vast volume, moving data between environments needs an explicit focus on integrity, accessibility, and availability.

Future-proofing strategy: To ensure their move to the cloud does not prove restrictive in the future, enterprises should include a comprehensive data management strategy that evolves with work requirements without triggering data quality issues. They should also include a data governance framework that factors in disaster recovery, sovereignty, security, and compliance with applicable laws. A cloud transformation partner with ties with hyperscalers can help enterprises broker an appropriate fee and approach for a multi-cloud or exit strategy.

Skillset gap and inadequate training

Before migrating workloads to the cloud, enterprises must assess application dependencies to identify impact areas and minimize unplanned downtime. Once in the cloud, the applications must integrate with cloud-native features, which could change functionalities and require users to adjust. Most enterprises — having spent decades building on-premises architecture, processes, or teams — are not equipped with the skills or change management plans that create a capability debt. Currently, only 35% of the required cloud skills exist in-house, whereas for enterprises to fully tap into their cloud potential, this share has to increase to 50%.

Future-proofing strategy: To ensure their cloud strategies stay on track, enterprises must aggressively invest in training programs that enable their staff to work with cloud-hosted applications. They also need to foster a continuous learning and development culture that incentivizes users to adopt change and pivot to new ways of working enabled by the cloud.

Conclusion: Turning Complexity into Competitive Advantage

Despite challenges, the cloud remains a cornerstone for business innovation, especially with the AI barrage. Enterprises can maximize the value of their cloud investments through a mindset change — it is a new environment. It requires a relook at the existing application stack and the technology landscape, necessitating change management to address behaviors entrenched in the pre-cloud era.

The simplest way forward is to involve employees, leadership, technology and business teams, and operations (including finance) early. This sets the stage for open communication and a more streamlined way to set expectations and delegate responsibilities. It makes everyone a stakeholder in cloud migration initiatives and empowers them to collaborate, leading to better alignment.

Vijay Verma is Chief Revenue Officer – Service Lines at Persistent Systems

Hot Topics

The Latest

Artificial intelligence (AI) is core to observability practices, with some 41% of respondents reporting AI adoption as a core driver of observability, according to the State of Observability for Financial Services and Insurance report from New Relic ...

Application performance monitoring (APM) is a game of catching up — building dashboards, setting thresholds, tuning alerts, and manually correlating metrics to root causes. In the early days, this straightforward model worked as applications were simpler, stacks more predictable, and telemetry was manageable. Today, the landscape has shifted, and more assertive tools are needed ...

Cloud adoption has accelerated, but backup strategies haven't always kept pace. Many organizations continue to rely on backup strategies that were either lifted directly from on-prem environments or use cloud-native tools in limited, DR-focused ways ... Eon uncovered a handful of critical gaps regarding how organizations approach cloud backup. To capture these prevailing winds, we gathered insights from 150+ IT and cloud leaders at the recent Google Cloud Next conference, which we've compiled into the 2025 State of Cloud Data Backup ...

Private clouds are no longer playing catch-up, and public clouds are no longer the default as organizations recalibrate their cloud strategies, according to the Private Cloud Outlook 2025 report from Broadcom. More than half (53%) of survey respondents say private cloud is their top priority for deploying new workloads over the next three years, while 69% are considering workload repatriation from public to private cloud, with one-third having already done so ...

As organizations chase productivity gains from generative AI, teams are overwhelmingly focused on improving delivery speed (45%) over enhancing software quality (13%), according to the Quality Transformation Report from Tricentis ...

Back in March of this year ... MongoDB's stock price took a serious tumble ... In my opinion, it reflects a deeper structural issue in enterprise software economics altogether — vendor lock-in ...

In MEAN TIME TO INSIGHT Episode 15, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses Do-It-Yourself Network Automation ... 

Zero-day vulnerabilities — security flaws that are exploited before developers even know they exist — pose one of the greatest risks to modern organizations. Recently, such vulnerabilities have been discovered in well-known VPN systems like Ivanti and Fortinet, highlighting just how outdated these legacy technologies have become in defending against fast-evolving cyber threats ... To protect digital assets and remote workers in today's environment, companies need more than patchwork solutions. They need architecture that is secure by design ...

Traditional observability requires users to leap across different platforms or tools for metrics, logs, or traces and related issues manually, which is very time-consuming, so as to reasonably ascertain the root cause. Observability 2.0 fixes this by unifying all telemetry data, logs, metrics, and traces into a single, context-rich pipeline that flows into one smart platform. But this is far from just having a bunch of additional data; this data is actionable, predictive, and tied to revenue realization ...

64% of enterprise networking teams use internally developed software or scripts for network automation, but 61% of those teams spend six or more hours per week debugging and maintaining them, according to From Scripts to Platforms: Why Homegrown Tools Dominate Network Automation and How Vendors Can Help, my latest EMA report ...