Insight Enterprises
Insight On
Insight On is the podcast for leaders who make technology decisions — and need them to deliver. From CEOs and CIOs to the next wave of decision-makers in strategy, operations, and IT, you're invited into the inner circle of business and tech leadership. Each episode features a candid conversation or focused expert take exploring how real organizations across industries are choosing and using technology to drive results. Whether it's AI adoption, IT investments, or navigating change, Insight On gives you the insight you need before your next big decision.
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Insight Enterprises
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Podcast website
Latest episode
Jul 8, 2026
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Episodes
GitHub Copilot Usage-Based Billing: What To Fix | EP43 08.07.2026 44:14
GitHub Copilot's billing model changed on June 1 — and most enterprise teams are about to see their first full bill under the new system. For many organizations, it'll be the first real look at what AI adoption actually costs at scale . The shift from flat-rate to usage-based billing sounds straightforward. Pay for what you use. But what your team is "using" turns out to be a lot more complicat...
Are Your Security Teams Ready for the New Patch Cycle? | EP42 01.07.2026 1:06:17
The 90-day patch cycle was never perfect. But it worked because the window between a vulnerability being disclosed and an attacker building a working exploit was sufficient time for most organizations to respond. Frontier AI models like Anthropic ' s Mythos have closed that window. Now w e ' re talking hours. Possibly minutes . That ' s not a headline. That ' s the operating rea...
WestJet's Apple Device Program: A Client Story | EP41 25.06.2026 13:56
WestJet crews used to carry their entire job s in heavy tote bag s — paper manuals, paper shift trades, policy updates inserted page by page. It was tedious, inefficient, and everyone knew it had to change. This is the story of what happened when WestJet went all-in on Apple devices across every cockpit and cabin. It's a story about a former flight attendant from a 500-person town in ...
Partner Evaluation: What to Demand | EP40 19.06.2026 26:25
Enterprise AI deployment is moving fast — and most organizations feel like they're already behind. This episode breaks down what separates companies making real AI progress from those stuck in strategy mode, and what you should demand from any partner before you commit. You'll find out what leaders across industries are asking about agentic AI, why agent sprawl is the new shadow IT,...
Gamified AI Training: 93% Completion, Zero Mandates | EP39 17.06.2026 24:36
AI training for creative teams fails when it ignores the real barrier s : P eople don't know where to start, and they're afraid they'll automate themselves out of a job. Samuel Archibald, d irector of AI at the Sherlock Company, built an entire AI enablement program from scratch — gamified learning modules, multi-agent grading systems, prompt auditing tools — and hit a 93% completion rate...
You Bought the AI License. Now What? | EP38 15.06.2026 23:17
You distributed AI licenses across your organization and expected adoption to follow. Instead, employees are using it for basic search — or not at all. The gap between "here's the tool" and "this changed how I work" is where most AI investments quietly die. In this episode, John Veltri — Managing Director of Insight's Google AI go-to-market — explains why that gap exists and what to do about...
When Code Is a Commodity, What Do Engineers Own? | EP37 12.06.2026 19:45
Building AI agents for production means choosing how much autonomy to give them — and that answer keeps changing. Aakriti Bhargava, VP of p roduct e ngineering and AI at Revionics , has spent 20+ years in applied AI. When generative AI arrived, the hardest part wasn't building features. It was a security conversation she didn't see coming , and an architecture debate that's still evolvi...
Cloud Migration for AI — Revionics Beat Their Plan by a Year | EP36 10.06.2026 22:22
Cloud migration for AI - readiness isn't just about moving workloads — it's about removing the barriers that keep your teams from focusing on business value. Patrick Lea, SVP of g lobal c loud o perations at Revionics , led a full infrastructure migration to Google Cloud a year ahead of schedule, consolidating from more than 130 vendors down to about 30 in just over two years. Thi...
A Petabyte Migration. Three Months. Zero Customer Impact. Here's How Salesloft Pulled It Off | EP35 08.06.2026 17:20
Planning a petabyte-scale cloud migration with zero customer impact sounds daunting — and Salesloft's VP of Infrastructure Clari/Salesloft did it in three months. Balaji Narayanan breaks down the planning discipline, pre-mortem process, and cutover strategy his team used to migrate 110 databases across three regions to Google Cloud without a single customer feeling it. This conversation covers...
Speed vs. Trust — How To Ship AI Without Sacrificing Either | EP34 05.06.2026 21:24
AI trust in regulated industries isn't a compliance checkbox — it's an operational discipline you build into every iteration. Abhijeet Gulati, h ead of AI at Mitchell (an Enlyte company), has spent nine years shipping AI into property and casualty insurance claims management, where accuracy is non- negotiable and a wrong estimate has real financial consequences for real people. In this c...
How HCA Turns Clinical Notes Into Intelligence | EP33 03.06.2026 22:40
Generative AI is making it possible to process unstructured clinical data at enterprise scale for the first time. HCA Healthcare's AVP of Data Science, Sara Liao-Troth, PhD, MBA , explains how her team is extracting intelligence from doctor's notes, nursing handoffs and free-text records that represent roughly 50% of HCA's patient data across 44 million annual encounters. But the conver...
AI Didn't Replace These Workers — It Gave Them Their Mission Back | EP32 01.06.2026 23:23
AI agents for non-emergency calls are solving a problem that policy, process changes, and hiring couldn't fix for nearly a decade. At 911 centers across the United States, the majority of incoming calls are non-emergency inquiries — parking tickets, road obstructions, animal control — handled by operators trained for life-or-death s ituations. Viiz Communications built conversational AI...
Data Is My AI Strategy" — How UC Riverside Is Outrunning Organizations With Bigger Budgets | EP31 29.05.2026 22:27
Most organizations spend months gathering requirements before a single line of code gets written. UC Riverside's CIO Matthew Gunkel is compressing that entire cycle into a single day — running live design sessions where stakeholders walk in with a problem and walk out with a working application spec built in real time using AI. In this conversation, Gunkel explains why his AI strategy starts and...
Data Governance Led MERGE to an Unexpected Product | EP30 27.05.2026 22:26
Most organizations are sitting on fragmented data from dozens of sources with no fast way to normalize it, query it, or get answers. MERGE had the same problem — and what they built to fix it internally became a product their clients needed too. In this conversation, Jason Dittmer, SVP of TechOps at MERGE, explains how his team built an automated pipeline on Google Cloud ( BigQuery , Looker, Gem...
AI Citizen Development in Construction? | EP29 25.05.2026 21:59
Construction delays cost money. An accidental u tility strike during excavation can derail project timelines . Daily safety conversations that become checkbox exercises put crews at risk. These are problems construction teams have dealt with for years — but until recently, the people closest to them had no way to build their own solutions. AI changed that. In this episode, Joseph Schultz, V...
Shadow AI Agent Risk: It's Not Just the CISO's Problem | EP28 22.05.2026 23:39
Shadow AI agent risk has moved from information risk to operational risk in less than six months — and that shift means accountability no longer sits with the CISO alone. Vivek Menon, CISO and Head of Enterprise Data at Digital Turbine, explains why the COO, CMO, and CFO are now on the hook when an agent acts without human review. In this conversation, you'll learn how shadow agent risk differs...
AI Agent Governance at Scale: Stagwell's Marketplace Model | EP27 20.05.2026 19:26
AI agent sprawl is one of the fastest-growing governance challenges for any organization with multiple teams building agents — and Stagwell solved it by building an internal marketplace. In this episode, Merrill Raman, Global CTO of Stagwell , explains how the company's network of 70+ marketing and advertising agencies build, publish, share, and license AI agents through a centralized Agent C...
AI Agents Explained: What You Might Be Getting Wrong | EP26 18.05.2026 24:27
AI agents are in every pitch deck and boardroom conversation — but the definition shifts depending on who's talking. In this episode, Miles Ward, CTO of AI at Insight, draws a hard line between chatbots and agents, explains what agent orchestration actually looks like in production, and gives you the three things you're "out of your mind" not doing right now. You'll learn the two-word test for whe...
Lessons from GTT: Essential Moves to Learn Before Scaling Your AI Infrastructure | EP25 13.05.2026 28:36
Most enterprise AI factory deployments fail before they produce a single result — not because of the technology, but because of what companies skip before they build. James Karimi, CIO and CISO at GTT, shares the governance-first playbook that helped GTT stand up three AI factories across the US, EU, and UK in two months. The results? A two-week finance close reduced to one hour. Recruiters reclai...
Stop Replacing Humans With Agents. It Doesn't Work That Way | EP24 22.04.2026 38:26
Most companies are asking the wrong question about AI — and a Stanford researcher's field work shows exactly where the returns break down. Melissa Valentine, professor at Stanford University, senior fellow at the Stanford Institute for Human-Centered AI , and co-author of Flash Teams , makes the case that AI workflow integration — not better prompting — is what separates real ROI from endless ex...
Why 'Good Enough' Infrastructure Fails in the AI Era | EP 23 08.04.2026 18:15
As AI shifts from experimentation to execution, the margin for "good enough" infrastructure disappears fast. In this episode of Insight On, Jillian Viner and Insight CMO Hilary Kerner check in on how AI sentiment has shifted over the past six months — from early experimentation to real pressure on teams, budgets, and expectations. Then, Hilary sits down with Cisco SVP Tim Coogan for a deeper...
Why Canada's AI Adoption Is Slow Despite World-Class Talent (AI Sovereignty, SMBs, and Governance) — With Reem Gedeon | EP 22 25.03.2026 27:19
Canada produces world-class AI research talent — yet enterprise adoption still lags. In this episode of Insight On, Reem Gedeon, SVP and General Manager of Insight Canada, breaks down why that gap exists and what leaders can do next. You'll hear why 'AI sovereignty' can't be reduced to where a data center sits, why governance matters if people are already using AI personally, and why Canada'...
Inside the New Reality of AI at Work With Ethan Mollick | EP 21 11.03.2026 32:32
What if the real barrier to AI success in your organization is not the technology — it is how you lead it? In this Insight On episode, host Rob Green sits down with Ethan Mollick, author of Co-Intelligence, to examine the hard truths about AI adoption in the enterprise. They unpack why individual productivity gains can be significant while organizational results lag — and what leaders can do d...
Inside Texans Credit Union's Bet on Cloud and AI at Scale | EP 20 04.03.2026 19:34
What does it take for a long ‑ standing financial institution to bet big on cloud and AI — and do it securely, at scale, in a highly regulated environment? In this episode of Insight On , host Jillian Viner talks with Ian Beirnes, VP of IT Systems at Texans Credit Union , about their multi ‑ year journey from aging, on ‑ premise systems to a cloud ‑ first, digital workplace built on Microsoft...
What Charles Schwab Figured Out About AI Adoption That Most Companies Skip | EP 19 25.02.2026 21:20
There are two things most organizations skip when deploying Microsoft Copilot — and they happen to be the same two things that made Charles Schwab's rollout work. The first: structured discovery work done before a single license goes wide. Not assumptions about what employees need — actual conversations across the business about what's broken, what's too manual, and what no tool has ever fixed. Th...
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