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Cloud Migration Delays Are Putting Businesses at Risk

How to Build a Strategy for Long-Term Success
Jonathan LaCour
Mission

Over the past 18 months, AI has been improving at a breakneck pace, and businesses globally are itching to take advantage of the most transformational new technology in decades. But, the harsh reality is that not all businesses are running on modern cloud infrastructure. Critically, their data estate requires significant evolution to even begin taking advantage of AI. They’re starting the race from the parking lot.

The explosion of generative AI and machine learning capabilities has fundamentally changed the conversation around cloud migration. It's no longer just about modernization or cost savings — it's about being able to compete in a market where AI is rapidly becoming table stakes. Companies that can't quickly spin up AI workloads, feed models with data at scale, or experiment with new capabilities are falling behind faster than ever before.

But here's what I'm seeing: many organizations want to capitalize on AI, but they're stuck. They're encumbered by legacy, and the internal friction around moving to public cloud is real. Security concerns, compliance questions, technical debt, cost control anxiety — these aren't trivial objections. They're legitimate concerns that slow everything down while the opportunity cost keeps growing.

What's Actually Holding Companies Back

The Flexera 2025 State of the Cloud Report nails the two biggest blockers: 77% of organizations cite security as a top cloud challenge, and 84% struggle with cost control. These aren't just survey numbers — they're the reasons why cloud initiatives stall in committee meetings and budget reviews.

If you're a CTO or infrastructure leader, you're being asked to move faster on AI while simultaneously being told to lock down security and control costs. That's a tough position. And when you're dealing with legacy systems that have been running business-critical workloads for years, the risk of a botched migration feels very real.

The problem is that waiting doesn't make it easier. Technical debt compounds. The gap between what your business needs and what your infrastructure can deliver just keeps widening. And critically, you're missing the window to build AI capabilities while your competitors are already experimenting and learning.

AI as the Accelerator

Here's some good news: the same AI technology creating urgency can also help solve the migration challenge. Business Insider recently covered how organizations are using AI tools to actually accelerate and de-risk migrations — mapping dependencies, estimating costs, identifying risks, and automating steps that used to require weeks of manual analysis.

This matters because it addresses both sides of the equation. You can move faster (which you need to do to unlock AI capabilities) while also reducing risk (which addresses those security and governance concerns that are keeping stakeholders up at night). AI-assisted migrations can catch configuration issues, predict cost impacts, and identify security gaps before they become problems.

But — and this is important — tools alone don't solve organizational readiness issues. You still need clear objectives, cross-functional alignment, and a realistic understanding of what you're trying to achieve. The migrations that fail usually fail because of people and process issues, not technology.

Migration Is Just Step One

The other thing I want to emphasize: getting to the cloud isn't the finish line. It's the starting line.

I see companies treat cloud migration like a project with a beginning, middle, and end. They move workloads, declare victory, and move on. Then six months later, they're shocked by their cloud bill or discovering that they're not actually more agile than before.

Cloud requires continuous optimization. You need ongoing governance, regular cost reviews, performance tuning, security monitoring, and constant alignment with best practices. The cloud providers are releasing new services and capabilities constantly. The companies that win are the ones that treat cloud as a continuous practice, not a one-time project.

This is where working with an expert partner can make a huge difference, especially if your organization is in the middle of this internal shift to public cloud. A good partner doesn't just help you migrate — they help you operationalize cloud management so you're constantly optimizing, governing, and evolving your cloud estate as your business needs change.

The Bottom Line

If your organization isn't fully committed to public cloud yet, I understand the hesitancy. But AI isn't waiting for anyone. Companies that can iterate quickly on AI capabilities are going to have a significant advantage, and that requires modern cloud infrastructure.

The question isn't whether to migrate. It's whether you have the right strategy, the right approach to risk management, and the right support to do it well. Because done wrong, cloud migration is expensive and disruptive. Done right, it's the foundation for everything you're going to need to build over the next decade.

The companies that move with discipline and a clear-eyed focus on continuous improvement will be positioned to capitalize on AI and whatever comes next. The ones that keep waiting are not reducing risk — they're accumulating it.

Jonathan LaCour is CTO of Mission

Hot Topics

The Latest

I've spent a lot of time in the channel, and one thing I keep coming back to is this: a partner program is only as good as what it looks like in the field. Many programs look great on paper, but when a partner is in front of a customer navigating a complex hybrid environment or trying to make the case for AI-powered observability, the gap between what a vendor promises and what it actually delivers becomes very clear, very fast ...

Enterprises today operate in a real-time environment where uninterrupted access to trusted data has become a baseline expectation for users, applications and automated systems. Traditional DataOps models, built on manual effort and human triage, cannot keep pace with this always active demand. AI agents are emerging as the operational backbone, ensuring consistent data availability, reinforcing trustworthiness and enabling a level of scale that manual processes cannot achieve ...

For decades, trust in the digital workplace rested on familiar signals. We trusted faces on video calls, voices on the phone, and emails that appeared to come from people we knew. These cues felt human and intuitive. They anchored how decisions were made, approvals were granted, and access was authorized. AI-powered deepfakes have quietly broken that model ...

Cloud migration was supposed to be a one-way door. For most enterprises, it turns out it isn't. Cloud data repatriation is a real and growing trend. A new survey ... finds that 89% of organizations plan to expand their on-premises infrastructure footprint over the next two years — and 75% have already moved at least some workloads back from public cloud in the past 24 months. The findings point to a broad rethinking of where data belongs ...

Over the past few years, large language models (LLMs) have revolutionized the software industry. Given their ability to excel at multi-step reasoning, LLMs have helped enterprises streamline workflows and adapt to the unknown. However, employing such models comes with sky-high costs, latency issues, and limited flexibility. In the realm of IT operations, it is generally wiser to employ smaller, domain-specific models instead ...

For years, DevOps teams operated under a simple assumption: collect enough telemetry, and you can find and fix any problem. That assumption is breaking down. Modern enterprises now operate across microservices, hybrid cloud environments, APIs, Kubernetes, and highly automated delivery pipelines. Releases happen continuously, dependencies shift constantly, and failures spread faster than teams can diagnose them ...

New Relic surveyed IT and engineering leaders from the media and entertainment (M&E) sector to understand what's working — and where challenges persist with their observability practices. The findings reveal how M&E organizations are navigating rising platform complexity, audience expectations, and AI-driven change. Below are five takeaways that stand out ...

Let me start with something I've seen play out more times than I can count. A team hits a wall with the cloud. Costs creep up, then spike. Performance starts to feel inconsistent. Someone in finance asks a simple question like "why did this double?" and nobody has a clean answer ... Maybe this isn't the right place for everything. That realization feels like a breakthrough, like you've identified the problem. In reality, you've just identified the starting line ...

In MEAN TIME TO INSIGHT Episode 24, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses network observability tool sprawl ... 

In cloud-native systems, scaling is often as simple as moving a slider. For on-premise databases, the stakes are different. Over-provisioning hardware is expensive. Under-provisioning leads to performance bottlenecks that are difficult to fix once the equipment is in the rack ...

Cloud Migration Delays Are Putting Businesses at Risk

How to Build a Strategy for Long-Term Success
Jonathan LaCour
Mission

Over the past 18 months, AI has been improving at a breakneck pace, and businesses globally are itching to take advantage of the most transformational new technology in decades. But, the harsh reality is that not all businesses are running on modern cloud infrastructure. Critically, their data estate requires significant evolution to even begin taking advantage of AI. They’re starting the race from the parking lot.

The explosion of generative AI and machine learning capabilities has fundamentally changed the conversation around cloud migration. It's no longer just about modernization or cost savings — it's about being able to compete in a market where AI is rapidly becoming table stakes. Companies that can't quickly spin up AI workloads, feed models with data at scale, or experiment with new capabilities are falling behind faster than ever before.

But here's what I'm seeing: many organizations want to capitalize on AI, but they're stuck. They're encumbered by legacy, and the internal friction around moving to public cloud is real. Security concerns, compliance questions, technical debt, cost control anxiety — these aren't trivial objections. They're legitimate concerns that slow everything down while the opportunity cost keeps growing.

What's Actually Holding Companies Back

The Flexera 2025 State of the Cloud Report nails the two biggest blockers: 77% of organizations cite security as a top cloud challenge, and 84% struggle with cost control. These aren't just survey numbers — they're the reasons why cloud initiatives stall in committee meetings and budget reviews.

If you're a CTO or infrastructure leader, you're being asked to move faster on AI while simultaneously being told to lock down security and control costs. That's a tough position. And when you're dealing with legacy systems that have been running business-critical workloads for years, the risk of a botched migration feels very real.

The problem is that waiting doesn't make it easier. Technical debt compounds. The gap between what your business needs and what your infrastructure can deliver just keeps widening. And critically, you're missing the window to build AI capabilities while your competitors are already experimenting and learning.

AI as the Accelerator

Here's some good news: the same AI technology creating urgency can also help solve the migration challenge. Business Insider recently covered how organizations are using AI tools to actually accelerate and de-risk migrations — mapping dependencies, estimating costs, identifying risks, and automating steps that used to require weeks of manual analysis.

This matters because it addresses both sides of the equation. You can move faster (which you need to do to unlock AI capabilities) while also reducing risk (which addresses those security and governance concerns that are keeping stakeholders up at night). AI-assisted migrations can catch configuration issues, predict cost impacts, and identify security gaps before they become problems.

But — and this is important — tools alone don't solve organizational readiness issues. You still need clear objectives, cross-functional alignment, and a realistic understanding of what you're trying to achieve. The migrations that fail usually fail because of people and process issues, not technology.

Migration Is Just Step One

The other thing I want to emphasize: getting to the cloud isn't the finish line. It's the starting line.

I see companies treat cloud migration like a project with a beginning, middle, and end. They move workloads, declare victory, and move on. Then six months later, they're shocked by their cloud bill or discovering that they're not actually more agile than before.

Cloud requires continuous optimization. You need ongoing governance, regular cost reviews, performance tuning, security monitoring, and constant alignment with best practices. The cloud providers are releasing new services and capabilities constantly. The companies that win are the ones that treat cloud as a continuous practice, not a one-time project.

This is where working with an expert partner can make a huge difference, especially if your organization is in the middle of this internal shift to public cloud. A good partner doesn't just help you migrate — they help you operationalize cloud management so you're constantly optimizing, governing, and evolving your cloud estate as your business needs change.

The Bottom Line

If your organization isn't fully committed to public cloud yet, I understand the hesitancy. But AI isn't waiting for anyone. Companies that can iterate quickly on AI capabilities are going to have a significant advantage, and that requires modern cloud infrastructure.

The question isn't whether to migrate. It's whether you have the right strategy, the right approach to risk management, and the right support to do it well. Because done wrong, cloud migration is expensive and disruptive. Done right, it's the foundation for everything you're going to need to build over the next decade.

The companies that move with discipline and a clear-eyed focus on continuous improvement will be positioned to capitalize on AI and whatever comes next. The ones that keep waiting are not reducing risk — they're accumulating it.

Jonathan LaCour is CTO of Mission

Hot Topics

The Latest

I've spent a lot of time in the channel, and one thing I keep coming back to is this: a partner program is only as good as what it looks like in the field. Many programs look great on paper, but when a partner is in front of a customer navigating a complex hybrid environment or trying to make the case for AI-powered observability, the gap between what a vendor promises and what it actually delivers becomes very clear, very fast ...

Enterprises today operate in a real-time environment where uninterrupted access to trusted data has become a baseline expectation for users, applications and automated systems. Traditional DataOps models, built on manual effort and human triage, cannot keep pace with this always active demand. AI agents are emerging as the operational backbone, ensuring consistent data availability, reinforcing trustworthiness and enabling a level of scale that manual processes cannot achieve ...

For decades, trust in the digital workplace rested on familiar signals. We trusted faces on video calls, voices on the phone, and emails that appeared to come from people we knew. These cues felt human and intuitive. They anchored how decisions were made, approvals were granted, and access was authorized. AI-powered deepfakes have quietly broken that model ...

Cloud migration was supposed to be a one-way door. For most enterprises, it turns out it isn't. Cloud data repatriation is a real and growing trend. A new survey ... finds that 89% of organizations plan to expand their on-premises infrastructure footprint over the next two years — and 75% have already moved at least some workloads back from public cloud in the past 24 months. The findings point to a broad rethinking of where data belongs ...

Over the past few years, large language models (LLMs) have revolutionized the software industry. Given their ability to excel at multi-step reasoning, LLMs have helped enterprises streamline workflows and adapt to the unknown. However, employing such models comes with sky-high costs, latency issues, and limited flexibility. In the realm of IT operations, it is generally wiser to employ smaller, domain-specific models instead ...

For years, DevOps teams operated under a simple assumption: collect enough telemetry, and you can find and fix any problem. That assumption is breaking down. Modern enterprises now operate across microservices, hybrid cloud environments, APIs, Kubernetes, and highly automated delivery pipelines. Releases happen continuously, dependencies shift constantly, and failures spread faster than teams can diagnose them ...

New Relic surveyed IT and engineering leaders from the media and entertainment (M&E) sector to understand what's working — and where challenges persist with their observability practices. The findings reveal how M&E organizations are navigating rising platform complexity, audience expectations, and AI-driven change. Below are five takeaways that stand out ...

Let me start with something I've seen play out more times than I can count. A team hits a wall with the cloud. Costs creep up, then spike. Performance starts to feel inconsistent. Someone in finance asks a simple question like "why did this double?" and nobody has a clean answer ... Maybe this isn't the right place for everything. That realization feels like a breakthrough, like you've identified the problem. In reality, you've just identified the starting line ...

In MEAN TIME TO INSIGHT Episode 24, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses network observability tool sprawl ... 

In cloud-native systems, scaling is often as simple as moving a slider. For on-premise databases, the stakes are different. Over-provisioning hardware is expensive. Under-provisioning leads to performance bottlenecks that are difficult to fix once the equipment is in the rack ...