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.

Insight On is a technology podcast hosted by Insight Enterprises, with 49 episodes on record and a Required Pod Score of 80.

Insight Enterprises hosts Insight On, a technology show with 49 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

• 

  Episode #48

  90% Adoption, 8,500 Agents, and What We'd Change If We Started Over | EP48

  Sep 22, 202638 minS48

  More than two years ago, Insight made a bold call: give every one of our 14,000 teammates access to AI tools and tell them to use it everywhere. This episode is the full story of what that journey built, broke, and taught us — the 90% adoption rate, the 8,500 agents, the 49,000 hours of meetings summarized in a single month, and the things our CTO Mark Hughes would do differently if we started over. In this conversation, Mark walks through the real arc of our AI transformation — from the early "use it everywhere" mandate to the hard pivot toward cost discipline, governance, and smarter deployment. You'll hear why solving the AI problem is really about solving the data problem first, how a 10X overnight cost increase forced a company-wide rethink of token spending, and what "human in the loop" actually means when AI confidently makes things up. Whether you're building your AI operating model, wrestling with ROI conversations, or trying to get your organization past the pilot stage, this episode gives you a practitioner's view of what AI adoption actually takes — data readiness, governance, change management, and all. Get Insight's AI and data solutions because it will help you move past pilots and into AI that actually sticks : insight.com/data-and-ai Also worth exploring: Radius AI: insight.com/radius-ai AI Flight Academy: insight.com/ai-flight-academy Enterprise AI Hub: insight.com/enterprise-ai-hub Getting AI Unstuck — From Strategy to Scale: insight.com/getting-ai-unstuck Subscribe to Insight On for more conversations with practitioners building real AI programs inside real organizations. #AIAdoption #AITransformation #GenerativeAI #AIStrategy Chapters 00:00 — Welcome and intro 02:41 — How our earliest AI adopters got started 03:09 — The AI ROI question nobody has a clean answer to 04:06 — When token costs jumped 10X overnight 07:21 — What 49,000 hours of meeting summaries actually means 09:13 — Managing 8,500 agents and the duplication problem 14:00 — Solving the AI problem by solving the data problem first 18:44 — What Flight Academy did for AI training at scale 21:19 — Human in the loop — and why we're thinking about it wrong 29:11 — The Horizon platform: from chat interface to agentic orchestration

  ListenShow Notes
• 

  Episode #47

  The Tokenomics Behind Company-Wide AI That Actually Scales | EP47

  Sep 10, 202631 minS2

  As AI labs shift to usage-based consumption pricing, the math on per-seat licensing is getting harder to defend. In this episode, Shana Meyers, Director of Global Business Solutions and Distinguished Technologist at Insight , breaks down how Insight built its Enterprise AI Hub — a platform that gives every employee access to multiple AI models through API-based token consumption, at roughly one-tenth the cost of individual licenses. You'll hear how a rejected — but successful — pilot became the foundation for a company-wide platform, why curated data beats more data every time, and how solution development and project management is evolving with greater collaboration and front-line leadership. Get Insight's Enterprise AI Hub because it gives your whole workforce secure AI access without the per-seat price tag: https://www.insight.com/en_US/what-we-do/expertise/enterprise-ai-hub.html Want to build the AI skills to go with the platform? Learn about AI Flight Academy: https://www.insight.com/en_US/what-we-do/expertise/ai-flight-academy.html Read more on scaling AI from strategy to production: https://www.insight.com/en_US/content-and-resources/article/getting-ai-unstuck-from-strategy-to-scale.html Subscribe to Insight On for more conversations on enterprise AI, technology strategy, and what it actually takes to scale. #EnterpriseAI #AITokenomics #InsightOn #AIAdoption #GenerativeAI Chapters: 00:00 — Welcome and episode intro 01:00 — How the Enterprise AI Hub got started 03:15 — The failed pilot that changed everything 06:36 — Token-based access vs. per-seat licensing cost 10:30 — Adoption numbers and Flight Academy's role 14:11 — Why measuring ROI in time saved falls short 22:12 — How AskHR works as a persona-based agent

  ListenShow Notes
• 

  Episode #46

  The Hidden Cost of AI That Never Shows Up on the Invoice | EP46

  Aug 25, 202631 minS2

  AI token costs just changed — and the invoice is the least of your problems. Juan Orlandini, CTO of North America at Insight, breaks down what metered AI pricing is actually exposing about the structural assumptions your organization made when tokens were cheap or free. You'll walk away knowing how to read the real damage — the hiring decisions, workflow expectations, and delivery timelines that were built on subsidized pricing — and what to do about it before it compounds. Juan covers model routing, on-premises inferencing, token attribution, and why the shift to metered pricing is, counterintuitively, good news for organizations willing to act now. Read Juan's companion piece, "The Bill Was Never the Real Cost," for a deeper look at the structural risks hiding beneath your AI spend: https://www.insight.com/en_US/content-and-resources/blog/the-bill-was-never-the-real-cost.html Get Insight's AI and data expertise because you'll see exactly how to build a cost-disciplined AI strategy that compounds value across every project: https://www.insight.com/en_US/what-we-do/expertise/data-and-ai.html Subscribe to Insight On for more conversations with the technologists and leaders shaping enterprise AI. #AITokenomics #EnterpriseAI #AIStrategy Chapters 02:02 — The driveway analogy: when the bill hides the real damage 07:16 — How metered pricing exposed broken AI assumptions 08:22 — Model selection and the 4,500x price difference 09:21 — On-premises and on-device inferencing as a cost lever 11:09 — How to explain token economics to business leaders 12:03 — Token attribution: knowing if your AI spend is returning value 12:24 — What to do first when the AI bill shocks you 18:53 — Lessons learned for organizations building agentic systems today 24:28 — Red light, green light: five AI spending behaviors rated

  ListenShow Notes
• 

  Episode #45

  Gen Z Has a Question for Employers — How Are You Using AI? | EP45

  Aug 11, 202638 minS2

  AI is reshaping entry-level work fast — and the generation walking into your workforce has already formed opinions about how you're handling it. Four college interns share what they actually think about AI, career development , and the skills that matter most when the task layer disappears. In this conversation, you'll hear why a company that doesn't use AI is a red flag to this generation, how AI freed up intern time for human connection rather than replacing it, and what one intern learned spending a summer as a formal test subject for AI-augmented entry-level work. If you're making decisions about headcount, hiring, or how to build AI confidence across your workforce, this one is worth your time. Check out Insight AI Flight Academy — the same gamified AI enablement program these interns experienced firsthand — because you'll see exactly how to build real AI adoption across your workforce : insight.com/ en_US /what-we-do/expertise/ai-flight-academy.html Want to go deeper on building an AI-ready team? " The AI Skills Playbook " walks through a five-step strategy for integrating AI into daily workflows: insight.com/ en_US /content-and-resources/gated/the-ai-skills-playbook-ac1402.html And if adoption is stalling in your organization, " AI Starts With Us " makes the case that AI success is a leadership challenge, not a technology one: insight.com/ en_US /content-and-resources/gated/ai-starts-with-us-drive-meaningful-ai-adoption-ac1393.html Subscribe to Insight On for more conversations with the people shaping how technology gets used at work. #AI #FutureOfWork #GenerativeAI #AIadoption #InsightOn Chapters 02:07 — How AI shaped their college experience 04:09 — Would you work for a company that doesn't use AI? 07:19 — AI skills coming into the internship 09:42 — Tasks AI made faster — real examples 11:12 — The validation problem — catching AI errors 12:44 — Did you learn more from AI or from people? 16:38 — Are you afraid AI will take your job? 21:48 — Advice for younger siblings entering the workforce 28:32 — What employers should do to support AI adoption 31:11 — Make the business case — why hire humans over AI?

  ListenShow Notes
• 

  Episode #44

  The Org Decision Most CFOs Are Too Cautious To Make | EP44

  Jul 28, 202652 minS2

  What does it actually take to move from AI adoption to AI transformation? It starts with a structural decision most organizations haven't made: giving someone AI transformation as their only job. Alex Pugh, d irector of f inance AI o perations at Insight, sits inside exactly that model — a dedicated AI ops team embedded within a single business function. This conversation gets into the accountability structures, the hard-won use case lessons, and the one metric that tells you transformation has worked ( it's not what you think) . Request a meeting with an Insight AI specialist to get t he rig ht framework for accountability structures that turn AI investment into measurable business outcomes: https://www.insight.com/en_US/what-we-do/expertise/data-and-ai.html Also worth your time: How T o S hift F rom R eactive to P roactive IT O perations: https://www.insight.com/en_US/content-and-resources/blog/how-to-shift-from-reactive-to-proactive-it-operations.html And, w hy prompting isn't the path to AI ROI: https://www.insight.com/en_US/content-and-resources/insight-on/the-product-manager-mindset-why-prompting-isnt-the-path-to-ai-roi.html If you're still in adoption mode and feeling stuck, here's h ow BlackLine successfully hit 99% Gemini adoption: https://www.insight.com/en_US/content-and-resources/case-studies/blackline-hits-99-adoption-of-gemini-enterprise-with-insight.html Subscribe for more conversations on AI strategy, IT modernization, and the decisions that separate leaders from the rest. # AItransformation #EnterpriseAI #InsightOn Chapters 00:00 — Welcome and introduction 05:36 — Why domain expertise beats pure AI expertise 08:02 — Dedicated AI team vs. distributed champion model 12:56 — Meet the Thundercats — Insight's dedicated finance AI ops team 16:07 — AI adoption vs. AI transformation — there's a difference 22:17 — The CFO's mission and the case for going all-in 25:20 — The bitter lesson and why waiting on AI is not a strategy 28:39 — How to find real AI use cases inside your organization 34:03 — Nine out of 10 use cases are not AI opportunities 46:26 — Rapid fire — worst advice, best metrics, and how you know it's working

  ListenShow Notes

Recent guests on Insight On. Study who booked and why before you pitch.

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.