The InformationWeek Podcast

The InformationWeek Podcast

The InformationWeek Podcast brings together one CIO and one executive from business operations to discuss a shared IT pain point, but from their distinct perspectives on how they handle the matter. Host Joao-Pierre S. Ruth then leads the panelists through a set of tabletop exercises, where they must collaborate to resolve the challenges he throws in their way and help a fictional company weather its questionable technology decisions.

Episodes

October 19, 2026 • 28 mins

Jan Bee, CISO at TeamViewer, and Kandarp Desai, CTO at Xactly, talk about what AI can and cannot do to resolve bungles in cloud systems.

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Just as AI can help close skills gaps in cybersecurity, it can enable hackers. Here is how Sebastien Jean, CTO at Phison Electronics, faces that challenge.

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The digital cat is out of the bag when it comes to AI and AI agents.

The trouble is when team members tap into their favorite AI agents without clearance to use them in the work environment. Even if they find individual benefit from these shadow AI agents, this can introduce risk, confusion, and compliance issues.

In this episode, Surabhi Gupta, CTO at Klaviyo, shares how a tech leader might handle the discovery of shadow AI agents...

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Tim Grieveson of CloudPay and Manish Sharma of Aurigo discuss ways CISOs can credential humans, bots and AI agents within the same ecosystem.

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Pieter VanIperen, CISO at AlphaSense, joins the episode to talk about the rise of AI model APIs and the cyber resilience concerns they raise.

VanIperen then tested his ideas in the Questionable Ideas tabletop exercise, where the kobolds, gremlins, and goblins at the fictional company offered their own ways to keep tabs on AI APIs.

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Putting AI to work in cybersecurity might help curtail alert fatigue from false positives, or it might make it worse for CISOs who oversee these operations centers.

How are CISOs dealing with this extra set of digital eyes on the security frontlines?

In this episode, Clayton C. Peddy, CISO at ABBYY, and Erika Dean, CISO at Tricentis, share their perspectives on the role AI can play with security alerts.

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Anthony Guethert, CTO at Lumanity; Omer Cohen, CSO at Descope; and Christopher Squier, CISO North America at Sodexo, talk about dealing with compliance cascades.

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Getting the mechanics and technical pieces of AI in motion is only part of the battle when it comes to transformation. If the team is not on board with using it, they could stall or set back your initiatives. Winning over middle management can be crucial to making AI part of company culture—but how do C-suite tech leaders do that?

Aleks Bass, chief product and technology officer at Typeform, and Kendrick Geluz Kho, chief AI o...

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What does tech leadership do to course-correct if AI initiatives miss their goals?

In these adolescent days for AI in the enterprise, some initiatives can feel like exploring undiscovered country.

Vijay Kotu, chief analytics officer at ServiceNow, and Jonas Hansson, chief information officer at Axis Communications, discuss how they address times when a course correction might be needed on an AI initiative.

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Even with preparation, a C-suite tech leader may have to adapt in the moment to meet security threats. Bad actors, by nature, do not play by the rules. In the AI era, the rules have certainly changed on both sides, and who knows what will happen once quantum computing becomes readily available. So how do CTOs and CIOs handle threats or near-misses? Do post-action reports lead to real calls to action?

Panelists:

Zach Lewis, CIO at t...

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Aaron Harris, CTO at Sage, and Jerry Shu, CTO and co-founder of Daylit, share how they avoid letting questionable metrics derail optimization plans.

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Bill Vass of Booz Allen Hamilton and Ameya Kanitkar of Larridin discuss how they are responding to escalating AI costs while keeping AI on track.

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Alex Lisle, CTO, Reality Defender and Hui Zhang, CTO, Conviva, share their approaches to preparing potential new tech leaders as roles continue to evolve.

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Much of the attention on quantum computing focuses on the dangers of bad actors getting their hands on the technology and then breaching traditional security and defenses. But the threat is still years away. Is it worth investing time, energy, and money now when that practical use is down the road?

Pal Narayanan, chief digital and Information officer with Kenco, and Rishi Kaushal, CIO with Entrust, share their answers on the podcas...

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How do C-suite tech leaders handle times when others in the C-suite or board rejected strategic tech proposals?

The CEO obviously must sign off on a proposal—who are the other essential stakeholders who must be convinced for a proposal to get off the ground?

Brian Blakley, CISO with Bellini Capital and Pierre DeBois, CEO of Zimana Analytics, discuss decisions on supporting or shutting down new strategic technology plans.

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Art Hu, CIO at Lenovo; Marc Kermisch, chief AI and technology officer at Protolabs; and Joe Papp, CTO at Anthro Energy, discuss cultivating new leaders during the AI transformation era.

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Mike Gerhard, BDO USA's chief data and AI officer, and Nate Unruh, Nox Group's CIO, discuss setting boundaries and governance for AI-driven decisions.

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In this episode, Gourav Pani, chief business officer at GoDaddy, and Eddie Fox, CTO at MetTel, discuss decisions their teams had to make on whether to modernize legacy systems or to wrap them around AI.

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Richard Mackey, CIO at CCS Medical, and Heather Hinton, CISO at Sitecore, discuss how they get other stakeholders on board for new tech with tentative ROI.

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Grant Veazey, CTO of Ensemble Health Partners, and Sebastien Jean, CTO of Phison Electronics, discuss how they assess data that might seem perfect.

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