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CIO Classified

Caspian Studios

Candid conversations with leading CIOs.

Episodes

20 of 78 episodes

Building Data Strategy for Weekly Iteration with Andy Boettcher of DoubleTrack

Andy Boettcher on why data projects die chasing perfect, and how winning companies ship good-enough data, ground it in fact, and iterate wee...

00:24:55Oct 15, 2026

Industrializing Agentic AI with Dilip Venkatachari of U.S. Bank

At U.S. Bank, the first agentic AI use case took a village. Dilip Venkatachari wants the 15th use case to take an afternoon, inside systems...

00:32:55Oct 8, 2026

You Need More Software Engineers with Ashwin Ballal of Freshworks

Freshworks CIO Ashwin Ballal explains why counting tokens is the wrong way to measure AI success, and why most organizations are still forci...

00:30:16Sep 24, 2026

The CIO Reset: Working at AI Speed with Trevor Schulze of Genesys

A year after OpenAI's first big release, Trevor Schulze had a realization: the CIO he used to be couldn't keep up anymore. As Genesys' CIO,...

00:29:02Sep 10, 2026

Why CIOs Need to Break Something: AI Leadership with Parul Saini of AI Ally Works

Parul Saini warns every CIO nodding along to an AI board mandate: if you haven't personally built an agent and watched it break, you're not...

00:31:30Jul 10, 2026

The Self-Driving Enterprise Is Already Here with Fred Laluyaux of Aera Technology

Fred Laluyaux's verdict after 50 million digitized decisions: when operators override the machine, performance drops.

00:50:00Jun 11, 2026

How to Close the Machine-Speed Gap in Cyber Defense with Nik Seetharaman of Wraithwatch

AI-powered attackers are operating at machine speed. Enterprise defenders are still operating at human speed. Nik Seetharaman (SpaceX, Andur...

00:29:39Apr 23, 2026

Leading IT Across Vertical Businesses with Ellora Sengupta of EverCommerce

When Ellora Sengupta joined EverCommerce as CIO, she inherited the IT of over 50 acquisitions — multiple operating models, fragmented tech s...

00:26:38Mar 19, 2026

From Technical Debt to 4x Engineering Velocity with Gayatri Narayan of Builders FirstSource

Two words that make most engineers shudder: code refactoring. Now raise the stakes — refactoring decades of legacy systems inside a large en...

00:22:53Feb 26, 2026

Scaling IT for Millions: How to Lead When Every Device Talks Back with Ravi Thadani of Enphase Energy

On this episode of CIO Classified, host Yousuf Khan sits down with Ravi Thadani, Global Head of IT at Enphase Energy, a company powering ove...

00:39:29Feb 12, 2026

AI-Augmented SDLC with Jason Adams of State Street Alpha & Charles River Development; Accelerating Software Development at Enterprise Scale

When you’re managing $60 trillion in assets across dozens of products and 30 global jurisdictions, technical debt isn’t just an inconvenienc...

00:52:23Jan 6, 2026

How Autonomous AI is Solving the Enterprise Modernization Challenge with Brian Elliot of Blitzy

Most enterprises have roadmaps stretching 3-5 years out. What if you could compress that to 1-2 years? Brian Elliot is the Co-Founder and CE...

00:39:34Dec 16, 2025

How AI is Expanding the CIO Role with Chetna Mahajan of Webflow

In this episode, Chetna explains how new automation strategies are evolving not only productivity, but the role of the CIO. Chetna emphasize...

00:31:30Nov 6, 2025

Running IT Like a Growth Engine with Chidi Alams of Just Born, Inc.

This episode features Chidi Alams, CIO of Just Born — the company behind candy classics like Peeps, Mike and Ike, and Hot Tamales. Chidi sha...

00:31:13Oct 16, 2025

What Manufacturing Can Teach You About Scaling Enterprise AI

CIO Classified is back! More CIO secrets. More battle-tested IT wisdom. Straight from leading CIOs across a wide range of industries. In thi...

00:38:29Sep 18, 2025

Why the Smartest CIOs Are Becoming Business Strategists with Eric Johnson of PagerDuty

Eric Johnson, CIO at PagerDuty, shares why today’s most impactful CIOs are evolving into strategic business leaders. He explains how AI is d...

00:42:18May 8, 2025

CIO Leadership in AI Security and Innovation with Siroui Mushegian of Barracuda

Siroui Mushegian, CIO at Barracuda, shares how she’s building a smart, secure foundation for AI—-from setting up an AI council, to governing...

00:37:01Apr 17, 2025

AI-Driven Workplace Transformation with Saket Srivastava of Asana

Saket Srivastava is the Chief Information Officer at work management platform Asana. Saket oversees Asana's IT organization, including optim...

00:31:25Apr 3, 2025

The CIO Roadmap to Executive Leadership with Rich Horwath of Strategic Thinking Institute

Rich Horwath, CEO of Strategic Thinking Institute and best-selling author, shares strategies that help CIOs to elevate their strategic think...

00:52:21Dec 5, 2024

Best Proactive Cybersecurity Strategies for CIOs with Carl Froggett of Deep Instinct

Carl Froggett, CIO at Deep Instinct, breaks down the AI-driven disruptions reshaping the cybersecurity landscape. From navigating complex se...

00:49:18Nov 21, 2024