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. 5h ago

    Are Your Security Teams Ready for the New Patch Cycle? | EP42

    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 we're talking hours. Possibly minutes.  That's not a headline. That's the operating reality two of Insight's CISOs are already building security programs around.  In this episode, Jeremy Nelson explains how frontier AI models don't just find vulnerabilities; they build the exploit in the same process. He walks through the risk tolerance slider bar, a framework for understanding why the old patch cycle used to make sense but no longer does. And he shares the five questions every security leader should be able to answer right now (the same ones your CEO and board are about to start asking).  Jason Rader picks up where Jeremy leaves off. He's been having CISO-to-CISO conversations with clients who want to know how Insight is handling this. Why? Not because everything is going smoothly, but because the honest account of what's working and what's not is more useful than a polished pitch. His answer to mid-market organizations facing the same threat surface as Fortune 500 companies — with fractions of the resources — is direct: Leave behind security operations that aren't core to what you do and get visibility over everything else.  Jeremy and Jason are operating with Insight as client zero, meaning Insight's own environment is where tools and programs are being proven before they're offered to anyone else.  Get Insight's Managed Exposure Defense because it's the same program built and battle-tested on Insight's own infrastructure — and it's available to organizations from one seat up: https://www.insight.com/en_US/what-we-do/expertise/managed-exposure-defense.html  Also worth your time: The CISO Mythos Readiness Checklist: https://www.insight.com/en_US/content-and-resources/guide/the-ciso-mythos-readiness-checklist.html 5 Questions Every CISO Will Be Asked About Mythos: https://www.insight.com/en_US/content-and-resources/blog/5-questions-every-ciso-will-be-asked-about-mythos-and-how-to-answer-them.html Don't Hit Later on That Update Notification: https://www.insight.com/en_US/content-and-resources/article/dont-hit-later-on-that-update-notification.html  Subscribe to Insight On for more conversations with the practitioners shaping enterprise technology strategy.  #FrontierAI #Cybersecurity #CISO    Chapters    • 00:00 — Welcome and episode overview   • 00:37 — Why the weaponization window has collapsed   • 03:54 — How frontier AI models discover and create exploits   • 08:18 — What to do when the threat feels overwhelming   • 10:23 — Why your CMDB is your biggest security liability   • 12:20 — Treating patch updates as security incidents   • 14:22 — How AI fits into vulnerability management and defense   • 16:48 — Inside Insight's managed exposure defense program   • 18:42 — Extending protection to clients of all sizes   • 20:14 — The risk tolerance slider — patching vs. business disruption   • 24:16 — Why patch maintenance is now a permanent priority   • 26:19 — Five questions every security leader must answer now   • 38:12 — Jason Rader on being client zero and managed security services   • 40:29 — What every business leader needs to know about Mythos   • 44:13 — How frontier models operate inside your network   • 47:04 — How Insight's security priorities have shifted   • 48:07 — Mid-market security and the managed SOC advantage   • 55:25 — Phishing risk when vulnerabilities go public   • 57:43 — Zero days, patch ecosystems, and the hacker economy   • 01:02:56 — The one thing every security leader must do tomorrow

    1h 6m

  2. 5d ago

    WestJet's Apple Device Program: A Client Story | EP41

    WestJet crews used to carry their entire jobs in heavy tote bags — 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 Newfoundland who became the person responsible for putting an iPad in every crew member's hand.   A story about what goes wrong when your device vendor is in another country and keeps shipping the wrong thing.   And a story about what "ready for takeoff" actually means when thousands of iPads are expected to work seamlessly before hundreds of daily flights.  This episode is told in a narrative format — cinematic, human, and unlike anything we've done before on Insight On.  Get Insight Flex for Devices, an AI-enabled Device as a Service (Daas) model because it can lower your total cost of ownership, automate lifecycle workflows, and enhance your employee experience: https://www.insight.com/en_US/what-we-do/expertise/digital-workplace/device-as-a-service.html  Learn more about effortless Apple device management for the modern workforce: https://www.insight.com/en_US/content-and-resources/brands/apple/effortless-device-management-for-the-modern-workforce.html  #DeviceLifecycleManagement #Apple #DeviceAsAService #WestJet #InsightOn

    14 min
  3. Partner Evaluation: What to Demand | EP40

    Jun 19

    Partner Evaluation: What to Demand | EP40

    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, and the three criteria that matter most when evaluating an AI partner. Ferhan Zaki, SVP of Sales for the Google Cloud Solution Line at Insight, shares what he's seeing on the ground every single week in client conversations across North America.  Get Insight's data and AI solutions because you'll see exactly how enterprises are moving from proof of concept to production without getting stuck in pilot purgatory: https://www.insight.com/en_US/what-we-do/expertise/data-and-ai.html  Subscribe to Insight On for new episodes every week.  #EnterpriseAI #AgenticAI #AIGovernance #GoogleCloud #InsightOn    Chapters (5–12)  00:00 — Welcome and intro  01:25 — Common themes from enterprise AI client conversations  03:01 — Why every organization feels months behind  05:17 — How financial services is deploying agentic AI  08:05 — Manufacturing gets real-time sentiment analysis with AI  10:03 — Three layers of AI deployment in organizations  12:12 — What separates fast movers from stuck organizations  14:28 — How to evaluate your AI partner today  16:49 — The agent sprawl governance challenge  18:21 — Why data readiness is the question nobody asks  19:16 — Top reasons organizations aren't getting AI outcomes  23:14 — Why AI licenses become shelfware without adoption strategy  25:01 — What every organization should do right now

    26 min
  4. Gamified AI Training: 93% Completion, Zero Mandates | EP39

    Jun 17

    Gamified AI Training: 93% Completion, Zero Mandates | EP39

    AI training for creative teams fails when it ignores the real barriers: People don't know where to start, and they're afraid they'll automate themselves out of a job. Samuel Archibald, director 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 without making any of it mandatory.  In this conversation, Samuel breaks down how he moved a creative agency from AI resistance to AI fluency. You'll hear how he separated LLM capabilities from image and audio models to reduce fear, why non-coders started building Photoshop plugins before the engineering team caught up, and the simple automation rule that changed how his team thinks about repetitive work.  See how the Sherlock Company is actively using AI to transform their creative workflow with Insight and Vertex AI (now Gemini Enterprise Agent Platform): https://www.insight.com/en_US/content-and-resources/case-studies/the-sherlock-company-automates-creative-content-at-scale-with-vertex-ai-and-sada-services.html  Still facing AI hype? See how Insight is helping organizations build AI programs that stick — from training to production: https://www.insight.com/en_US/what-we-do/expertise/data-and-ai.html  Subscribe to Insight On for new episodes every week.  #AItraining #AIadoption #GenerativeAI #CreativeAgency #InsightOn  Chapters (5–12)  00:00 — Welcome and intro  01:49 — What the Sherlock Company does for studios  05:11 — Building a custom AI learning platform  05:45 — Gamified quest mode and 93% completion  07:23 — Overcoming fear and the empty chat box  09:01 — Finding AI use cases for every role  09:55 — Multi-agent grading and prompt auditing  12:02 — Non-coders building apps and plugins  14:06 — Keeping training current when tools change monthly  16:28 — Blurring roles between creatives and engineers  19:43 — Turning AI-resistant teammates into adopters  22:50 — Reframing AI as "I can do this faster"  23:09 — Why showing failures matters for adoption

    25 min

  5. Jun 15

    You Bought the AI License. Now What? | EP38

    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 it. He breaks down a launchpad framework that builds AI adoption in concentric layers: foundational user training first, governance and security hardening second, and only then identifying the highest-ROI agentic workflows for your business.  You'll hear why prompt engineering — the dominant AI training topic less than a year ago — is already obsolete, why single-engagement deployments can't keep up with how fast AI evolves, and what it looks like when leaders model AI adoption by building tools themselves and failing in front of their teams.  See how organizations are putting this into practice:  How Blackline hit 99% adoption of Gemini Enterprise with Insight  How Freestar sped up sales leads 60x with Gemini Enterprise  The AI Playbook for enterprise AI transformation  Get Insight's Google AI solutions because you'll see exactly how to move from license to real adoption with a partner who stays with you for the full journey: https://www.insight.com/en_US/shop/partner/google.html  Subscribe and follow Insight On for new episodes weekly.  #EnterpriseAI #AIAdoption #GeminiEnterprise #ChangeManagement #InsightOn  Chapters  00:00 — Welcome and series introduction  03:39 — Getting past the license to real business impact  05:50 — The order of operations for AI adoption  08:12 — When are organizations ready for agentic AI  12:11 — Realistic timelines for AI transformation  14:35 — Why prompt engineering is already obsolete  16:34 — Why utilization stays low and how to fix it  20:31 — What leaders should do to model AI adoption

    23 min

  6. Jun 12

    When Code Is a Commodity, What Do Engineers Own? | EP37

    Building AI agents for production means choosing how much autonomy to give them — and that answer keeps changing. Aakriti Bhargava, VP of product engineering 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 evolving.  This conversation covers how Revionics thinks about the balance between deterministic and autonomous agent behavior, why they chose not to fine-tune foundation models and focused engineering effort on the system around them instead, and what happens to engineering value when code generation becomes trivial. Aakriti also shares how generative AI compressed RFP timelines from weeks to days, why code review is the new bottleneck, and her candid take on AI coding tools making junior engineers worse at problem solving.  This is the third and final episode in a three-part series on building the infrastructure foundation that makes everything else possible. The first two episodes cover Clari's petabyte-scale migration and Revionics' cloud migration that finished a year ahead of schedule.  Get Insight's modern infrastructure solutions because you'll see how enterprises are building AI-ready foundations and shipping agents to production: https://www.insight.com/en_US/what-we-do/expertise/modern-infrastructure.html  Subscribe and follow Insight On for new episodes every week.  #AIagents #GenerativeAI #ProductEngineering #EnterpriseAI #InsightOn    Chapters (5–12)  00:00 — Welcome and introduction  01:28 — What Revionics does and its AI history  02:01 — Why generative AI integration was harder than expected  04:04 — What generative AI makes possible that wasn't before  05:19 — Buy vs. build for generative AI and pricing AI  07:07 — Deterministic vs. autonomous agent architecture  10:00 — Why every leader needs to understand agent decisions  11:10 — How AI coding tools changed engineering productivity  13:17 — Why junior engineers may be hurt by AI tools  15:35 — Rebuilding customer trust for generative AI  17:19 — What engineers need to unlearn in the AI era

    20 min
  7. Cloud Migration for AI — Revionics Beat Their Plan by a Year | EP36

    Jun 10

    Cloud Migration for AI — Revionics Beat Their Plan by a Year | EP36

    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 global cloud operations 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.  This conversation covers how Revionics chose Google Cloud based on cultural alignment as much as technical fit, why Patrick restructured his teams into tiger teams to separate migration work from daily operations, and how getting infrastructure right before generative AI arrived meant Revionics was ready when the moment came. This is the second episode in a three-part series on building the infrastructure foundation that makes everything else possible.  Get Insight's modern infrastructure solutions because you'll see exactly how enterprises are cutting migration timelines and positioning for AI: https://www.insight.com/en_US/what-we-do/expertise/modern-infrastructure.html  Subscribe and follow Insight On for new episodes every week.  #CloudMigration #GoogleCloud #AIreadiness #EnterpriseInfrastructure #InsightOn  Chapters (5–12)  00:00 — Welcome and introduction  04:29 — Signs your infrastructure needs to change  07:05 — How to choose the right cloud provider  09:55 — Migration timeline and vendor consolidation  10:59 — What made the migration finish a year early  13:17 — How cloud migration set up generative AI-readiness  15:19 — Picking where to focus when you can't do everything  16:27 — Speed vs. reliability in AI adoption  18:53 — One piece of advice for leaders starting now

    22 min
  8. A Petabyte Migration. Three Months. Zero Customer Impact. Here's How Salesloft Pulled It Off | EP35

    Jun 8

    A Petabyte Migration. Three Months. Zero Customer Impact. Here's How Salesloft Pulled It Off | EP35

    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 how Balaji's team categorized every migration step as a one-way or two-way door decision, why he insists on testing the full procedure in a replicated environment before the real cutover, and how global round-the-clock coverage across India, South Africa, and the U.S. kept the project on track. This episode kicks off a three-part series on building the infrastructure foundation that makes everything else possible.  Want another story of infrastructure modernization under a tight deadline? Read how the AROYA cruise ship — the largest global cruise ship renovation to date — was modernized end-to-end across three onboard data centers in under 11 months: https://www.insight.com/en_US/content-and-resources/case-studies/it-transformation-of-the-aroya-cruise-ship.html  Start with Insight's modern infrastructure solutions: https://www.insight.com/en_US/what-we-do/expertise/modern-infrastructure.html  Subscribe and follow Insight On for new episodes every week.  #CloudMigration #GoogleCloud #EnterpriseIT #InfrastructureModernization #InsightOn  Chapters  00:00 — Welcome and series introduction  02:23 — What Clari and SalesLoft do  04:52 — How to reduce unknowns before migration  06:33 — Managing the cutover moment  09:32 — Lessons learned and reversible migrations  11:31 — Scale: a petabyte, 110 databases, 3 regions  14:07 — The Insight partnership and what made it different

    17 min
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Ratings & Reviews

4.8
out of 5
24 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
    43
  • Rating
    Clean
  • Copyright
    © 2025
  • Show Website
    Insight On