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Windward Consulting Group Launches Find Flow Broadcast

Windward Consulting Group announced the launch of Find Flow, a weekly broadcast featuring discussions with IT Operations thought leaders.

Find Flow gathers leaders from top technology platforms and global corporations to explore the innovations shaping IT Operations and discuss how AI can be applied to solve current and future challenges.

Find Flow Podcast is hosted by Sean McDermott, CEO of Windward Consulting, who has over thirty years of experience designing, developing and operating large-scale IT networks and is a member of the Forbes Tech Council.

He believes that “forward-facing IT organizations are demanding more from their technology. From integrations that easily align to real-time data management.” ITSM and ITOM continue to evolve to meet new organizational demands. By 2025, revenue from IT Service and Operations Management tools will reach $35.98 billion. Find Flow shines a light on the future of IT through engaging stories and expert advice from leaders driving the IT evolution.

Some Find Flow episodes include conversations with leaders like:

- Shawnna Hoffman, CTO of Dell

- Christian Malone, Principle Solutions Architect at ServiceNow

- Phil Tee, CEO of Moogsoft

- Isaac Sacolick, President/CIO of StarCIO

“AI is not going away. The business value and operational efficiency created are too critical in the modern enterprise. But with so much change, IT teams are forced to move rapidly, and keeping up with the latest developments can seem like an impossible task,” said Sean McDermott, CEO of Windward Consulting. “Find Flow Podcast’s mission is to create a place for conversations about the advancements in the IT Operations space. We aim to help make sense of the best balance of AIOps, ITOM, and ITSM for each business. This information must be consistently and easily accessible to all IT professionals.”

The Latest

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 ...

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 ...

Windward Consulting Group Launches Find Flow Broadcast

Windward Consulting Group announced the launch of Find Flow, a weekly broadcast featuring discussions with IT Operations thought leaders.

Find Flow gathers leaders from top technology platforms and global corporations to explore the innovations shaping IT Operations and discuss how AI can be applied to solve current and future challenges.

Find Flow Podcast is hosted by Sean McDermott, CEO of Windward Consulting, who has over thirty years of experience designing, developing and operating large-scale IT networks and is a member of the Forbes Tech Council.

He believes that “forward-facing IT organizations are demanding more from their technology. From integrations that easily align to real-time data management.” ITSM and ITOM continue to evolve to meet new organizational demands. By 2025, revenue from IT Service and Operations Management tools will reach $35.98 billion. Find Flow shines a light on the future of IT through engaging stories and expert advice from leaders driving the IT evolution.

Some Find Flow episodes include conversations with leaders like:

- Shawnna Hoffman, CTO of Dell

- Christian Malone, Principle Solutions Architect at ServiceNow

- Phil Tee, CEO of Moogsoft

- Isaac Sacolick, President/CIO of StarCIO

“AI is not going away. The business value and operational efficiency created are too critical in the modern enterprise. But with so much change, IT teams are forced to move rapidly, and keeping up with the latest developments can seem like an impossible task,” said Sean McDermott, CEO of Windward Consulting. “Find Flow Podcast’s mission is to create a place for conversations about the advancements in the IT Operations space. We aim to help make sense of the best balance of AIOps, ITOM, and ITSM for each business. This information must be consistently and easily accessible to all IT professionals.”

The Latest

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 ...

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 ...