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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

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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

While 87% of manufacturing leaders and technical specialists report that ROI from their AIOps initiatives has met or exceeded expectations, only 37% say they are fully prepared to operationalize AI at scale, according to The Future of IT Operations in the AI Era, a report from Riverbed ...

Many organizations rely on cloud-first architectures to aggregate, analyze, and act on their operational data ... However, not all environments are conducive to cloud-first architectures ... There are limitations to cloud-first architectures that render them ineffective in mission-critical situations where responsiveness, cost control, and data sovereignty are non-negotiable; these limitations include ...

For years, cybersecurity was built around a simple assumption: protect the physical network and trust everything inside it. That model made sense when employees worked in offices, applications lived in data centers, and devices rarely left the building. Today's reality is fluid: people work from everywhere, applications run across multiple clouds, and AI-driven agents are beginning to act on behalf of users. But while the old perimeter dissolved, a new one quietly emerged ...

For years, infrastructure teams have treated compute as a relatively stable input. Capacity was provisioned, costs were forecasted, and performance expectations were set based on the assumption that identical resources behaved identically. That mental model is starting to break down. AI infrastructure is no longer behaving like static cloud capacity. It is increasingly behaving like a market ...

Resilience can no longer be defined by how quickly an organization recovers from an incident or disruption. The effectiveness of any resilience strategy is dependent on its ability to anticipate change, operate under continuous stress, and adapt confidently amid uncertainty ...

Mobile users are less tolerant of app instability than ever before. According to a new report from Luciq, No Margin for Error: What Mobile Users Expect and What Mobile Leaders Must Deliver in 2026, even minor performance issues now result in immediate abandonment, lost purchases, and long-term brand impact ...

Artificial intelligence (AI) has become the dominant force shaping enterprise data strategies. Boards expect progress. Executives expect returns. And data leaders are under pressure to prove that their organizations are "AI-ready" ...

Agentic AI is a major buzzword for 2026. Many tech companies are making bold promises about this technology, but many aren't grounded in reality, at least not yet. This coming year will likely be shaped by reality checks for IT teams, and progress will only come from a focus on strong foundations and disciplined execution ...

AI systems are still prone to hallucinations and misjudgments ... To build the trust needed for adoption, AI must be paired with human-in-the-loop (HITL) oversight, or checkpoints where humans verify, guide, and decide what actions are taken. The balance between autonomy and accountability is what will allow AI to deliver on its promise without sacrificing human trust ...

More data center leaders are reducing their reliance on utility grids by investing in onsite power for rapidly scaling data centers, according to the Data Center Power Report from Bloom Energy ...