95% of AI pilots fail. Welcome to the Implementors podcast, where we reveal what it takes to join the 5% that succeed. Learn how to make implementation smarter, faster, and more human. Subscribe to lead the change.Join host Ted Wolf, Co-Founder and CEO of Guidewise, for a wide-ranging conversation with Matt Konwiser, Market Ecosystem Leader and Field CTO at IBM, ethicist, and longtime technology strategist. With decades of experience spanning cybersecurity, automation, data, and artificial intelligence, Matt brings a rare ecosystem-level perspective to the realities of AI inside enterprise environments. In this episode, Matt explores why many AI initiatives struggle—not because the models lack intelligence, but because humans and agents misunderstand each other. He unpacks the communication gap at the heart of human-AI collaboration, introduces the concept of generative AI as “chaotic neutral,” and explains why context, intent, and governance matter more than hype. The conversation moves into practical enterprise concerns, including the metrics leaders should be tracking when deploying AI, the hidden operational and financial costs of large language models, and the importance of guardrails, transparency, explainability, and executive accountability. This episode is essential listening for technology leaders, executives, and operators who want to move beyond experimentation and build disciplined, governable, and aligned human-agent systems inside their organizations.ABOUT MATT KONWISER: Matt Konwiser is a Market Ecosystem Leader and Field CTO at IBM, where he works at the intersection of artificial intelligence, automation, cybersecurity, and enterprise strategy. Over a multi-decade career spanning telecommunications, security, data systems, and AI, Matt has advised executive teams across financial services, healthcare, government, and global enterprises. His work emphasizes transparency, guardrails, risk awareness, and use-case-driven strategy in an era where AI is reshaping business operations. In addition to his leadership role at IBM, Matt serves as an AI Advisory Council Member for the Global Technology Industry Association and is a frequent speaker on AI governance, ethical deployment, and the future of enterprise technology.ABOUT GUIDEWISE: Guidewise is building the operating infrastructure for human–agent collaboration at enterprise scale. Our platform, Skytop, serves as a unified control plane for AgentOps and PeopleOps, giving leaders real-time visibility into how AI agents and human teams actually perform together. Skytop enables enterprise-grade evaluation, behavioral and performance analytics, policy enforcement, and continuous governance across agents, workflows, and decision systems. Paired with our Changeworks methodology, Guidewise helps organizations design, build, deploy, and sustain AI-enabled operating models that people trust and adopt. We equip leaders with the systems, skills, and execution discipline required to move from experimentation to durable, high-performance collaboration between humans and intelligent agents. Learn more: https://www.guidewise.ai/contact/.PODCAST LINKS:- Subscribe on YouTube: https://www.youtube.com/@implementorspod- Podcast Homepage: https://www.guidewise.ai/podcast- Spotify: https://open.spotify.com/show/6uliK2fpHOOgjLDgUv1pNF?si=6520239306224710&nd=1- Apple Podcasts: https://podcasts.apple.com/us/podcast/guidewise-presents-implementors/id1678368738- Amazon Music: https://music.amazon.com/podcasts/8fcf7ddd-bf82-47cf-9339-efc29a75500d/guidewise-presents-implementorsSOCIAL:- YouTube: https://www.youtube.com/@implementorspod- LinkedIn: https://www.linkedin.com/company/implementorspod/- Twitter: https://twitter.com/implementorspod- Facebook: https://www.facebook.com/implementorspod- Instagram: https://www.instagram.com/implementorspod/
