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6 Indicators of a Successful Digital Transformation

Most (93%) enterprises are undergoing some kind of digital transformation driven primarily by a desire to cut costs (77%) and improve customer experience (71%), according to the State of Enterprise Digital Transformation survey conducted by Hanover Research and commissioned by AHEAD.

Yet of those surveyed, almost half (42%) are struggling to achieve success as they fall behind schedule or their efforts stall altogether.

The survey revealed the most common and difficult challenges of enterprise digital transformations are legacy systems (36%) and technical debt (24%). As such, 67% of respondents cited infrastructure as a big part of their digital transformation strategy.

An analysis of the survey results revealed six factors that correlate with digital transformation success.

1. Dedicated Leadership

The survey found that 83% of digital transformations that are on track or ahead of schedule are led by a CIO, CEO, CDO, or CTO. As digital transformation touches every part of an enterprise, company-wide buy-in is critical.

2. All-In Approach

Transformations that are on track are 30% more likely to be structured as full-scale change initiatives.

Because digital operations are often so interconnected, piecemeal and partial transformations can often be siloed and result in limited impact on the factors driving the transformation.

3. Defined Digital Roadmap

92% of transformations that are on target or ahead of schedule have a defined strategy and roadmap that includes IT infrastructure and operations.

4. Alignment Between Infrastructure and Apps

Enterprises powered by an integrated DevOps approach are 43% more likely to see success in digital transformation efforts. To avoid bottlenecks, enterprises should audit DevOps functions before undergoing digital transformation.

5. Platform Mindset

Businesses that include IT infrastructure as a big part of their digital transformation are 36% more likely to have a successful transformation. As the backbone of a digital change initiative, an enterprise's infrastructure determines how far the transformation will go and its limits.

6. Commitment to Intelligent Operations

Companies that monitor IT performance in real time and remediate issues quickly are 24% more likely to undergo a successful digital transformation

Companies that monitor IT performance in real time and remediate issues quickly are 24% more likely to undergo a successful digital transformation. Further, the survey found that enterprises are more likely to see success in digital transformation if they have confidence in their abilities to perform highly in areas of automation, monitoring, hybrid cloud models and integrated security.

Tom Pohlmann, Head of Customer Success and Marketing at AHEAD, concluded: "Transformations are complex and often involve conflicting objectives like cost cutting alongside customer experience improvements. Without a strong foundation on which to build, run and innovate, transformation efforts will fail."

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6 Indicators of a Successful Digital Transformation

Most (93%) enterprises are undergoing some kind of digital transformation driven primarily by a desire to cut costs (77%) and improve customer experience (71%), according to the State of Enterprise Digital Transformation survey conducted by Hanover Research and commissioned by AHEAD.

Yet of those surveyed, almost half (42%) are struggling to achieve success as they fall behind schedule or their efforts stall altogether.

The survey revealed the most common and difficult challenges of enterprise digital transformations are legacy systems (36%) and technical debt (24%). As such, 67% of respondents cited infrastructure as a big part of their digital transformation strategy.

An analysis of the survey results revealed six factors that correlate with digital transformation success.

1. Dedicated Leadership

The survey found that 83% of digital transformations that are on track or ahead of schedule are led by a CIO, CEO, CDO, or CTO. As digital transformation touches every part of an enterprise, company-wide buy-in is critical.

2. All-In Approach

Transformations that are on track are 30% more likely to be structured as full-scale change initiatives.

Because digital operations are often so interconnected, piecemeal and partial transformations can often be siloed and result in limited impact on the factors driving the transformation.

3. Defined Digital Roadmap

92% of transformations that are on target or ahead of schedule have a defined strategy and roadmap that includes IT infrastructure and operations.

4. Alignment Between Infrastructure and Apps

Enterprises powered by an integrated DevOps approach are 43% more likely to see success in digital transformation efforts. To avoid bottlenecks, enterprises should audit DevOps functions before undergoing digital transformation.

5. Platform Mindset

Businesses that include IT infrastructure as a big part of their digital transformation are 36% more likely to have a successful transformation. As the backbone of a digital change initiative, an enterprise's infrastructure determines how far the transformation will go and its limits.

6. Commitment to Intelligent Operations

Companies that monitor IT performance in real time and remediate issues quickly are 24% more likely to undergo a successful digital transformation

Companies that monitor IT performance in real time and remediate issues quickly are 24% more likely to undergo a successful digital transformation. Further, the survey found that enterprises are more likely to see success in digital transformation if they have confidence in their abilities to perform highly in areas of automation, monitoring, hybrid cloud models and integrated security.

Tom Pohlmann, Head of Customer Success and Marketing at AHEAD, concluded: "Transformations are complex and often involve conflicting objectives like cost cutting alongside customer experience improvements. Without a strong foundation on which to build, run and innovate, transformation efforts will fail."

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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 ...

When most people think about cybersecurity, they picture firewalls, encryption, and access controls — technical tools designed to protect systems and data. But beneath the technology lies a deeper set of principles about trust, decision-making, and resilience ... The best leaders don't eliminate risk. They manage it intelligently. And in many ways, cybersecurity offers a surprisingly useful playbook for doing exactly that ...

Many organizations assumed their infrastructure strategy was settled. It had been implemented, optimized and built into long-term plans. Recent changes in technology and vendor consolidation are forcing a second look. Cloud outages and licensing changes have exposed how much dependency exists on a small number of platforms. As a result, organizations are reevaluating whether those decisions still hold up under current conditions ...

Edge AI is strategically embedded in core IT and infrastructure spending across industries, according to the 2026 Edge AI Survey from ZEDEDA. The research shows that 83% of C-suite and IT executive respondents say edge AI is important to their core business strategy ...

As AI adoption accelerates, operational complexity — not model intelligence — is becoming the primary barrier to reliable AI at scale, according to the State of AI Engineering 2026 from Datadog ... The report highlights a compounding complexity challenge as AI systems scale ... Around 5% of AI model requests fail in production, with nearly 60% of those failures caused by capacity limits ...

For years, production operations teams have treated alert fatigue as a quality-of-life problem: something that makes on-call rotations miserable but isn't considered a direct contributor to outages. That framing doesn't capture how these systems fail, and we now have data to show why. More importantly, it's now clear alert fatigue is a symptom of a deeper issue: production systems have outgrown the current operational approaches ...

I was on a customer call last fall when an enterprise architect said something I haven't been able to shake. Her team had just spent four months trying to swap one AI vendor for another. The original plan said three weeks. "We didn't switch vendors," she told me. "We rebuilt half our integrations and discovered what we'd actually been depending on." Most enterprise leaders don't expect that to be the experience ...

Ask any senior SRE or platform engineer what keeps them up at night, and the answer probably isn't the monitoring tool — it's the data feeding it. The proliferation of APM, observability, and AIOps platforms has created a telemetry sprawl problem that most teams manage reactively rather than architect proactively. Metrics are going to one platform. Traces routed somewhere else. Logs duplicated across multiple backends because nobody wants to be caught without them when something breaks. Every redundant stream costs money ...

80% of respondents agree that the IT role is shifting from operators to orchestrators, according to the 2026 IT Trends Report: The Human Side of Autonomous IT from SolarWinds ...