Insight On

Insight Enterprises

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.

  1. Stop Replacing Humans With Agents. It Doesn't Work That Way | EP24

    APR 22

    Stop Replacing Humans With Agents. It Doesn't Work That Way | EP24

    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 experimentation.  In this conversation, Valentine shares findings from her research on why high-impact AI users think like product managers, why the org chart isn't dying but needs to be understood differently in an AI-powered organization, and why the efficiency narrative around AI may be leading organizations straight into the Turing Trap.  Subscribe to Insight On for conversations with researchers, practitioners, and business leaders on the technology decisions that shape outcomes.  📖 Read Melissa's research:  To Drive AI Adoption, Build Your Team's Product Management Skills: https://hbr.org/2026/02/to-drive-ai-adoption-build-your-teams-product-management-skills  How to Make Enterprise Gen AI Work: https://hbr.org/2025/09/how-to-make-enterprise-gen-ai-work  Flash Teams (book): https://www.amazon.com/Flash-Teams-Leading-AI-Enhanced-Demand/dp/0262049848      Jump to… 00:00 — Welcome and guest introduction 03:54 — The real reason companies aren't seeing AI ROI 05:18 — The copy-paste trap and integrated workflow problem 09:12 — The product manager mindset for AI adoption 14:18 — Overcoming resistance to workflow change 18:08 — Levels of AI maturity across organizations 25:29 — Is the org chart dying or just changing? 28:29 — Why one-to-one agent replacement is the wrong model 32:11 — What a working agentic system actually looks like 33:36 — Cognitive load and the hidden cost of AI-accelerated work 35:38 — How to bring a CFO along on AI transformation

    38 min
  2. Why 'Good Enough' Infrastructure Fails in the AI Era | EP 23

    APR 8

    Why 'Good Enough' Infrastructure Fails in the AI Era | EP 23

    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 conversation on infrastructure. They unpack why strategies that felt "good enough" just 18 months ago are already risky, how AI changes what scalable really means, and why infrastructure planning has become less forgiving.  If you're making technology decisions that need to hold up under AI at scale, this episode is for you.  Also…  Is your infrastructure strategy prepared for AI? Answer these 6 questions and find out.   Move your infrastructure from 'good enough for now' to 'ready for what comes next' with Insight.  Jump to:  01:26 – Six months later — how AI sentiment has shifted  01:57 – From experimentation to real-world pressure  03:30 – Why optimism around AI is getting tested  05:10 – Transition to infrastructure and scale  05:40 – Why "good enough" no longer works  09:15 – AI and cloud at scale — either it works or it doesn't  14:30 – How AI changes infrastructure planning assumptions  18:50 – What leaders should rethink going forward

    18 min
  3. Why Canada's AI Adoption Is Slow Despite World-Class Talent (AI Sovereignty, SMBs, and Governance) — With Reem Gedeon | EP 22

    MAR 25

    Why Canada's AI Adoption Is Slow Despite World-Class Talent (AI Sovereignty, SMBs, and Governance) — With Reem Gedeon | EP 22

    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's path to 'winning' runs through small and midmarket businesses.   Key takeaways include a practical planning cadence (three-year direction, annual plans, quarterly check-ins) and a more useful ROI narrative that goes beyond cost reduction to quality and client impact.  Subscribe for more conversations with leaders shaping technology decisions that impact people, budgets, and outcomes.

    27 min

  4. MAR 11

    Inside the New Reality of AI at Work With Ethan Mollick | EP 21

    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 differently today.  You will hear Ethan's take on the jagged frontier of AI capabilities, why co-intelligence beats replacement, and how cyborg and centaur models of work are already changing how teams operate. The conversation gets into security, ROI, and the organizational structures that either support or limit real outcomes.  If you are making technology decisions that affect people, budgets, and outcomes, this is a conversation you cannot afford to sit out.  Jump right to…  00:00: Welcome and why this episode matters 01:35: Meet Ethan Mollick and co-intelligence  03:18: How AI fills skill gaps and boosts output  04:40: The jagged frontier and edge experimentation  06:01: The ROI debate and what leaders miss  07:28: How AI quietly changes how work gets done  12:30: Security, privacy, and real risk shifts  18:10: Shadow AI, policy debt, and constraints  24:45: From pilots to transformation at scale  30:20: Why you need leadership, crowd, and lab  38:00: Closing thoughts and what to do now

    33 min
  5. Inside Texans Credit Union's Bet on Cloud and AI at Scale | EP 20

    MAR 4

    Inside Texans Credit Union's Bet on Cloud and AI at Scale | EP 20

    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 Azure and Microsoft 365.  Texans Credit Union is targeting near‑total cloud adoption by mid‑2027, shifting time and energy away from maintenance and toward innovation and automation.    Ian shares how the team expanded from serving the Dallas–Fort Worth metroplex to reaching members in all 254 Texas counties, supported by standardized, agile cloud infrastructure and full‑scale access to Microsoft Copilot.  He explains why executive buy‑in was non‑negotiable, how the organization addressed long‑held assumptions about on‑prem security, and why Copilot's integration with Microsoft Purview gave them confidence to move forward on AI without introducing unnecessary risk.    Jump right to…  00:00: Welcome/intro  13:35: Getting started with AI in financial services  14:37: Addressing security and data leakage concerns  14:59: Why Copilot made sense for Texans Credit Union  16:11: Redefining the role of IT partners  16:42: How Insight became a strategic partner  17:53: Measuring transformation outcomes and impact  18:19: Scaling innovation to serve every Texan    You'll hear:  How Texans Credit Union is planning for nearly 100% cloud‑based operations by mid‑2027  What changed when they shifted from maintaining hardware to designing for scale, standardization, and member experience  How a crawl‑walk‑run approach to Copilot adoption created real "hours to minutes" wins for employees  Why security and permissions were the deciding factors in choosing Copilot over other AI tools  Listen now to hear how Texans Credit Union is betting on cloud and AI to serve every Texan, in every county — and what other financial leaders can take from their playbook.    Is your infrastructure up for the job? Take the assessment: https://www.insight.com/en_US/what-we-do/expertise/modern-infrastructure.html   👉 Learn more:  https://www.insight.com/en_US/campaigns/insight/2026-ram-shortage   📩 Have a topic you'd like us to cover? Let us know in the comments.

    20 min
  6. What Charles Schwab Figured Out About AI Adoption That Most Companies Skip | EP 19

    FEB 25

    What Charles Schwab Figured Out About AI Adoption That Most Companies Skip | EP 19

    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. The second: getting IT and security in the room first, not last. Howard Hecht, managing director of workplace technology at Charles Schwab, led the Microsoft Copilot rollout. He explains the discovery process Insight guided them through, how they structured training in deliberate layers, how they handled the "AI is taking my job" anxiety with data instead of talking points, and the real employee wins that made the case across the organization — including a marketing campaign that went from four weeks to 30 minutes, and a team member with dyslexia who described Copilot as brightening up her day. If you're planning a Copilot deployment or trying to get more out of one that hasn't landed the way you hoped, this is the blueprint. JUMP RIGHT TO… –  00:00  Welcome + cold open: Why the security team got the first Copilot licenses –  00:47  Introduction and episode overview –  02:19  The scale: where Schwab is today and where they're headed –  02:36  What drove the decision to move forward with Copilot –  04:42  Why Schwab partnered with Insight instead of going direct to Microsoft –  05:32  The homework no one does — mapping real problems before a single license goes out –  06:33  Early win: from a four-week campaign to 30 minutes –  08:10  A second early win: Copilot and accessibility –  08:48  Addressing the "AI is taking my job" anxiety –  11:51  The move Howard is most glad they made upfront –  13:21  What this rollout would have looked like without Insight –  17:47  Where Copilot puts Schwab ahead of competitors     YOU'LL HEAR ABOUT: •       Why the security team got the first 20 Copilot licenses — and how that single decision changed the entire rollout trajectory •       The discovery process Insight guided Schwab through before any broad deployment •       How they structured training so it built real capability instead of just checking a box •       How to address the "AI is taking my job" anxiety with aggregate data instead of reassurances •       What Howard says he would never skip if he had to do it all over again   🔗 See how Insight can you deploy AI that sticks: Microsoft 365 Copilot 🔗 Explore Insight's Data + AI practice: insight.com/data-and-ai   🎧 Subscribe to Insight On on Spotify, Apple Podcasts, and Amazon Music 🔔 Follow for new episodes every week

    21 min
  7. VMware by Broadcom: Are You Getting What You're Paying For? | EP 18

    FEB 18

    VMware by Broadcom: Are You Getting What You're Paying For? | EP 18

    Your VMware renewal is coming. Are you ready? It's been about a year since Broadcom's pricing changes took effect, and for many organizations, the dust has not settled. In this episode of Insight On, host Jillian Viner sits down with Juan Orlandini — Insight's Chief Technology Officer — to get the straight talk on what's working, what's not, and what your team needs to know before you sign anything. Juan has spent the last year and a half helping clients navigate this transition. He breaks down why knee-jerk migrations are backfiring, what it actually means to unlock the full value of VCF, and how VMware fits into an AI-ready infrastructure strategy. He also walks through what's changed in the partner ecosystem and the one thing you should be doing right now if your renewal is on the horizon. JUMP RIGHT TO… 00:00  Welcome + intro 00:34  Still reaching for a stiff drink — sticker shock a year later 02:13  From à la carte to a Lego kit: what actually changed 03:46  The knee-jerk migrations that almost universally became painful 04:50  Don't be this person: the costliest mistake organizations are making 05:17  Buy into the vision or keep struggling: Broadcom's true private cloud 06:22  NSX, Aria, vSAN — what's sitting untapped and why 08:32  What orgs getting full value are actually doing differently 09:49  How VMware fits into AI-ready infrastructure 12:33  The partner ecosystem shrank — what to look for now 16:05  How to arm yourself before your next renewal YOU'LL HEAR ABOUT: •  Why moving from VMware without a real architecture review almost always ends in pain •  The shift from à la carte to the full VCF bundle — and how to make it work for you •  Capabilities most teams aren't using yet — including the AI and GPU fleet management built into the suite •  What a credible VMware partner actually looks like now (and what to stop tolerating) •  The assessment Insight offers — and why Juan says do it even if it's not with us If your organization is still figuring out whether VMware by Broadcom is the right call, this episode is a must-listen. 🔗 Learn how Insight helps clients navigate VMware strategy: https://www.insight.com 🎧 Subscribe to Insight On on Spotify, Apple Podcasts, and Amazon Music 🔔 Follow for new episodes every week #InsightOn #VMware #Broadcom #VCF #PrivateCloud #ITInfrastructure #TechDecisions #CloudStrategy #AI #EnterpriseIT #InsightEnterprises

    20 min
  8. Device Prices Are Rising. Here's How to Refresh Without Overspending | EP 17

    FEB 11

    Device Prices Are Rising. Here's How to Refresh Without Overspending | EP 17

    The RAM shortage is here — and device prices are climbing. OEMs are warning of increases that could hit 30% this year alone. So what do you do if you're the one managing the budget, the fleet, and the refresh timeline?  In this episode of Insight On, host Jillian Viner sits down with Ian Murray, a devices strategist who works with IT leaders every week to build smarter procurement and refresh strategies. Ian breaks down what's actually driving the price increases, how long they're likely to last, and what you can do right now to avoid overspending without putting your workforce at risk.  In this conversation, you'll hear:  Why the 3-year refresh cycle is dead and what's replacing it  How to use device telemetry and persona mapping to make data-driven refresh decisions instead of calendar-based ones  How to extend the life of your current fleet without tanking productivity or security  Whether a mixed PC and Mac environment could actually save you money Whether you're preparing for a budget meeting, rethinking your device lifecycle, or just trying to figure out what's hype and what's real about RAM-ageddon — this episode gives you a grounded, practical game plan.    Ready to get ahead of the shortage with a smarter device strategy?  👉 Learn more: https://www.insight.com/en_US/campaigns/insight/2026-ram-shortage.html  📩 Have a topic you'd like us to cover? Let us know in the comments.

    25 min
See All (25)

Ratings & Reviews

4.8
out of 5
22 Ratings

About

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.

Information

  • Creator
    Insight Enterprises
  • Years Active
    2025 - 2026
  • Episodes
    25
  • Rating
    Clean
  • Copyright
    © 2025
  • Show Website
    Insight On

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