Operations | Monitoring | ITSM | DevOps | Cloud

In this episode of Masters of Data, we dive into how AI learns, examining both how we teach it and what it derives from human performance, as well as why context plays a crucial role in AI interactions. We break down five key components of AI training and talk about why we should view AI as a tool under human control rather than an autonomous entity. We explore the challenge of maintaining context in AI—much like our own memory struggles—and discuss methods, such as retrieval-augmented generation, that can help AI retain context more effectively.

Introducing Kentik AI Advisor. AI with a comprehensive understanding of your network that thinks critically and advises how to design, operate, and protect infrastructure at scale. With the rise of hybrid cloud networks and the growing demands of AI infrastructure, network teams are under pressure to balance cost, performance, and security, often with limited resources that delay critical strategic initiatives.

Production errors can feel overwhelming. Your Rollbar dashboard is filling up with alerts, your team is scrambling to understand what needs immediate attention, and critical revenue-impacting issues might be buried among less urgent problems. In this post, we'll walk you through a workflow that transforms production error chaos into organized, prioritized action items. We'll cover everything from analyzing Rollbar errors to creating properly linked Linear tickets.

The AI workload presents the ultimate challenge, highlighting the structural limitations of the traditional hyperscaler model. In this segment from a Civo Navigate London 2025 session, Kelsey Hightower explains exactly why AI adoption forces enterprises to confront flawed architecture and rising astronomical costs. When specialized hardware is scarce and rented GPUs sit idle at a premium, it’s clear that traditional cloud providers were not built for this era. Data that didn't move is forcing organizations to move compute back to where it lives.

In a wide-ranging conversation, Robb Wilson—CEO and co-founder of OneReach.ai and author of The Age of Invisible Machines—joins Tim and Tom to explore the rise of agentic AI and its seismic implications for IT, organizations, and society. Robb breaks down the concept of agent runtimes, why conversational interfaces matter more than ever, and how adaptive, self-orchestrating systems will reshape work far beyond today’s service models.