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

3 hours ago
3 hours ago
25 min
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.

7 days ago
7 days ago
16 min
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 across their organization.

Sep 29, 2026
Sep 29, 2026
33 min
Tim Grieveson of CloudPay and Manish Sharma of Aurigo discuss ways CISOs can credential humans, bots and AI agents within the same ecosystem.

Sep 21, 2026
Sep 21, 2026
19 min
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.

Sep 15, 2026
Sep 15, 2026
35 min
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.

Sep 8, 2026
Sep 8, 2026
39 min
Anthony Guethert, CTO at Lumanity; Omer Cohen, CSO at Descope; and Christopher Squier, CISO North America at Sodexo, talk about dealing with compliance cascades.

Aug 31, 2026
Aug 31, 2026
31 min
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 officer at Scrubbed, share their insights on overcoming middle management resistance to AI transformation.

Aug 25, 2026
Aug 25, 2026
35 min
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.

Aug 10, 2026
Aug 10, 2026
36 min
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 the University of Health Sciences and Pharmacy in St. Louis
Brian Alvey, Chief Technology Officer, WordPress VIP
Dive further into this topic with additional coverage at InformationWeek:
At Black Hat 2026, security leaders go deeper to get ahead
Anthropic's Mythos forces a rethink of vulnerability management

Aug 4, 2026
Aug 4, 2026
34 min
Aaron Harris, CTO at Sage, and Jerry Shu, CTO and co-founder of Daylit, share how they avoid letting questionable metrics derail optimization plans.






