PODCAST · technology
CIO Classified
by Caspian Studios
Candid conversations with leading CIOs.
Episodes
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Building Data Strategy for Weekly Iteration with Andy Boettcher of DoubleTrack
Andy Boettcher has spent 33 years in tech, 13 of them in the Salesforce ecosystem, and his advice to CIOs can sound like heresy: stop waiting for perfect data. He compares the classic MDM project to an eclipse. You watch it coming for months, and then it’s gone. Today's transformation happens in...
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Industrializing Agentic AI with Dilip Venkatachari of U.S. Bank
Dilip Venkatachari came to banking from Google and PayPal, where moving fast was the default and scaling meant adding servers. As SEVP and Chief Information and Technology Officer at U.S. Bank, he now runs technology for an institution built on decades-old core systems where the data is people's...
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You Need More Software Engineers with Ashwin Ballal of Freshworks
Ashwin Ballal trained as a materials scientist, then worked his way through marketing, product, and engineering roles at KLA-Tencor before the CEO asked him to run IT. Three CIO jobs later, now at Freshworks, he's become the company's single most important customer, shaping its product roadmap…
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The CIO Reset: Working at AI Speed with Trevor Schulze of Genesys
Trevor Schulze has spent over a decade running AI transformations, going back to early work in visual computing and machine learning in the semiconductor industry. So when he says AI broke his old operating rhythm as CIO, it's not a hot take — it's a confession. A year into using GPT-era tools…
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Why CIOs Need to Break Something: AI Leadership with Parul Saini of AI Ally Works
Parul Saini has spent enough time in serious IT leadership roles (Splunk, Zuora, Uber) to know the difference between organizations that are genuinely building AI capability and those that are performing it. Her read? The governance assumptions that barely held together in the SaaS era are…
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The Self-Driving Enterprise Is Already Here with Fred Laluyaux of Aera Technology
Fred Laluyaux has spent 25 years on the same problem: enterprises are drowning in decisions no human should be making. With 50 million digitized decisions across companies like Unilever, Exxon, and Hershey, he now has the data to prove it. When operators override the machine, performance goes…
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How to Close the Machine-Speed Gap in Cyber Defense with Nik Seetharaman of Wraithwatch
Nik Seetharaman has watched the offensive side of cybersecurity adopt AI tools at a pace defenders can't match. So, he built a company to close that gap. Before founding Wraithwatch, he was the first CIO of Anduril, a defense tech company he joined when it was 100 people and helped scale through...
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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 stacks, and business units that had zero reason to trust a central IT function. Most CIOs would have reached for a consolidation roadmap. Ellora reached for...
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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 enterprise. A tech debt-heavy project of this scale needs a leader who has driven complex digital transformations, like Gayatri Narayan (formerly PepsiCo,...
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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 over 5 million homes across 160 countries with clean, solar-driven energy. With 85 million microinverters producing 30 gigawatts of power, Ravi’s team is at the...
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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 inconvenience—it’s an existential risk. Jason Adams, Interim CTO of Charles River, a State Street Company, leads 800 engineers building mission-critical trading…
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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 CEO of Blitzy, an enterprise-focused autonomous software development platform tackling one of technology's toughest problems: how do you modernize 20-100…
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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 emphasizes the importance of data quality and security when scaling a fast-growing company, as well as transparency and partnership in vendor relationships. About the...
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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 shares how his team is using AI, automation, and smarter data systems to modernize operations, strengthen supply chain resilience, and double the business…
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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 this episode, host Ian Faison and co-host Yousuf Khan dive into the deep end of technology leadership in manufacturing. Ben Davis, Executive Vice President of…
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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 driving a fundamental shift in how IT organizations operate—moving from reactive support functions to proactive, value-creating business enablers. About the...
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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 agents, and creating employee guidelines that protect innovation. She also shares how AI is transforming IT operations and unlocking new levels of...
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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 optimizing technology systems and processes, connecting technology strategy to overarching business strategy, and ensuring that technology infrastructure supports...
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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 thinking—providing a roadmap for transitioning from technical leaders to visionary business executives. Drawing from his advisory work with top-tier technology...
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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 security architectures to busting big data myths, Carl offers strategic advice for CIOs and CISOs on staying one step ahead in a rapidly evolving tech world....
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Engineering Leadership for Scale, Agility, and Momentum with Jason LaFollette of Yext
Jason LaFollette, CTO at Yext, shares his product-driven approach to leading agile teams, maintaining tech debt, and using a “top-down, bottom-up” style to keep productivity and momentum high. About the Guest: Jason LaFollette is Yext's Chief of Technology. Jason joined the company in 2014 and...
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AI Business Strategy for CIOs with Naveen Zutshi of Databricks
Naveen Zutshi, CIO at Databricks, shares his strategies for successful AI implementation. This must-listen episode is perfect for tech leaders wanting to learn how to craft an effective AI strategy, bridge gaps in tech teams, and drive innovation in your organization. About the Guest: Naveen…
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Business-First IT in the AI Era with Cisco Sanchez of Qualcomm
Cisco Sanchez, SVP and CIO at Qualcomm, shares his business-first philosophy to technology cultivated over 25 years of IT experience. Sanchez emphasizes the importance of IT professionals loving both technology and the business, creating roadmaps that align with business goals, and utilizing...
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Empowering Citizen Developers and Reshaping Business with AI with Carter Busse of Workato
Carter Busse, CIO at Workato, explores how AI is reshaping business decisions and empowering citizen developers. With over 20 years of IT leadership experience, Carter shares real-world automation examples and advice on navigating point solution vendors, and also discusses orchestrating data…
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Modernizing Legacy Systems with AI with Shelia Anderson of Aflac
In this episode, Sheila Anderson, CIO at Aflac, discusses how the company is using AI to modernize while handling legacy systems. Sheila highlights key initiatives such as digital claims processing, establishing an AI center of excellence, and transforming internal operations. About the Guest:...
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Powerful Partnerships That Push CIOs to the Next Level
Just like the role of the CIO has transitioned from a back-office data manager to a business enabler, how CIOs build and maintain internal and external partnerships has also greatly evolved. In this episode, Madlin Sadler, COO of the International Rescue Committee, and Colleen Berube, CIO and SVP...
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Investment Priorities for the Transformative CIO
Spending money is easy when investment opportunities are everywhere, but it’s harder to predict if something is worth the cost. In this episode, IT leaders from the public and private sectors tell us about the times their investments paid off—from new technology to the employee experience. You’ll...
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The Future of Employee Experience: Insights From the World’s Leading CIOs
The competition to attract and retain talent remains fierce, and today’s leading CIOs understand that creating an employee experience model should be just as high of a priority as technology and innovation. In this episode, we’ve compiled advice from CIOs and technology leaders who are creating...
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How Effective CIOs Build Key Partnerships with Internal Departments with Adam Glick, CISO at SimpliSafe, and Marc Linster, CTO at EDB
Key partnerships between CIOs and their internal departments are evolving rapidly, creating new ways of working and opening up new revenue streams. In this episode, we talk to Adam Glick, CISO at SimpliSafe, and Marc Linster, CTO at EDB, about where they see relationships with CIOs going in the...
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How CIOs Are Effectively Adapting to New Economic Challenges with Jason Conyard, CIO at VMware, and Ginna Raahauge, EVP & CIO of Digital Transformation at Zayo Group
The impact of today’s economic climate is felt everywhere – even in the CIO’s office. In this episode, we ask two leading CIOs how they save money on IT and talent while still producing results. You’ll hear from Jason Conyard, CIO at VMware, and Ginna Raahauge, EVP & CIO of Digital Transformation...
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How CIOs Can Get the Most out of Artificial Intelligence with Darren Person, Global CIO at The NPD Group, and Max Chan, CIO at Avnet
In this episode, Darren Person, Global CIO at The NPD Group, and Max Chan, CIO at Avnet, share their insights about the use of AI in enterprise industries and reveal how to reap its benefits without breaking the bank. They address knowing when it is time to introduce AI, how to approach boards...
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How To Succeed as the Modern CIO and Retain Employees with Sanjay Macwan, CIO and CISO at Vonage, and Harry Temkin, CIO at DriveWealth
Today’s modern CIO is expected to do much more than just keep the lights on and make sure you can log in to your system. Join Sanjay Macwan, CIO and CISO at Vonage, and Harry Temkin, CIO at DriveWealth, as they discuss their evolving roles before revealing what makes an effective leadership…
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Simplifying IT for a Better Digital Transformation with Brian Shield, SVP & CTO at Boston Red Sox and Fenway Sports Management, and David Vidoni, VP of IT at Pegasystems
The constantly shifting demands of digital users are forcing IT leaders to anticipate the next curveball -- that’s why we talked to Brian Shield, SVP & CTO, Boston Red Sox and Fenway Sports Management, and David Vidoni, VP of IT at Pegasystems, about simplifying their IT departments in order to...
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Defining Data Intensity and How to Apply It with Jay Upchurch, EVP and CIO at SAS, and Oliver Schabenberger, Chief Innovation Officer at SingleStore
Data is everywhere, in everything, but how do you know if your company is optimized for a data-driven future? A new term is emerging that might be the best way to tell: data intensity. You’ll hear from Jay Upchurch, EVP and CIO at SAS, and Oliver Schabenberger, Chief Innovation Officer at...
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How Legacy and Young IT Departments Are Staying Agile with Matthieu Houle, VP of IT and Digital Tech at ALDO Group, and Pierre-Luc Bisaillon, CIO at AppDirect
In this episode, we talk to two executives at the opposite ends of the spectrum: Matthieu Houle, VP of IT and Digital Tech at ALDO Group, a half-century old retailer, and Pierre-Luc Bisaillon, CIO at AppDirect, a cloud-born tech company. Despite coming from different IT landscapes, Matthieu and...
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Make Big Data Work For Your Business with Michael Ringman, CIO at TELUS International and Sesh Tirumala, Chief Information & Data Officer at Anaplan
In this episode, Michael Ringman, CIO at TELUS International, and Sesh Tirumala, Chief Information & Data Officer at Anaplan, discuss how they’re ensuring that their organizations are benefiting from strong data management strategies. Plus, they provide their perspectives on dealing with the…
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Helping Employees Thrive in the Hybrid Workplace with Alex Hood, CPO at Asana, and Wendy Pfeiffer, CIO at Nutanix
In this episode, Alex Hood, CPO at Asana, talks with Wendy Pfeiffer, CIO at Nutanix, about new challenges in the hybrid workplace model, and how they can be overcome with effective asynchronous collaboration. They also share advice on adapting to a generation of employees that has grown up with...
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Winning the Competition for Tech Talent with Dr. Hank Foley, President and CEO at NYIT and Santhosh Keshavan, EVP and CIO at Voya Financial
Changing workforces and new technologies are altering the talent pipeline, but how can companies adapt? In this episode, Dr. Hank Foley, President and CEO of New York Institute of Information Technology, and Santhosh Keshavan, EVP and CIO at Voya Financial, discuss how companies and academic...
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Filling The Cybersecurity Skills Gap with Samir Sherif, CISO of Imperva, and Yonatan Eldar, CTO of Apiiro
Developers are now responsible for implementing digital security policies in software, but few understand the fundamentals of cybersecurity. In this episode, Samir Sherif, CISO of Imperva, and Yonatan Eldar, CTO of Apiiro discuss ways to bridge the gap between security and development, as well as...
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Design a Resilient Cloud Strategy with Ravi Naik, EVP and CIO at Seagate, and Milind Wagle, CIO at Equinix
Ravi Naik, EVP and CIO at Seagate, and Milind Wagle, CIO at Equinix, discuss the CIO’s role in enabling business strategy, the future of multi-cloud infrastructure, and share valuable insights and best practices for a successful cloud migration, and much more. --------- “IT is like oxygen - it's...
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Create a Great Employee Experience with Prasad Ramakrishnan, CIO and SVP of IT at Freshworks, and Carter Busse, CIO at Workato
Prasad Ramakrishnan, CIO and SVP of IT at Freshworks, and Carter Busse, CIO at Workato, discuss how IT Leaders can play a vital role in the employee experience, getting ahead of pain points, their secrets to security and automation, and much more. --------- “We get employees involved in the...
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The Back-to-Basics Guide to the Future of Work with Jim Chilton, CIO at Cengage Group, and Rob Lee, CTO at Pure Storage
Jim Chilton, CIO at Cengage Group, and Rob Lee, CTO at Pure Storage discuss overcoming obstacles during a digital transformation, building infrastructure with ransomware in mind, and staying secure while scaling up quickly, and much more. --------- “Over the last couple of decades, you've heard…
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How IT Can Lead the Future of the Employee Experience with Johan Dowdy, Global Head of IT at Asana, and Apratim (AP) Purakayastha, Group CTO at Skillsoft and SumTotal
Johan Dowdy, Global Head of IT at Asana, and AP Purakayastha, Group CTO at Skillsoft and SumTotal, analyze the always-evolving job description of an IT leader, before sharing valuable insights on improving employee experience as well as engagement, and much more. --------- “There's the adage that...
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Driving Insurance into the Digital Future with Shivani Govil, Chief Product Officer, CCC Intelligent Solutions, and Seth Rachlin, Executive Vice President, Capgemini
Shivani Govil, Chief Product Officer at CCC Intelligent Solutions, and Seth Rachlin, Executive Vice President at Capgemini, discuss the ways digital technology is transforming the insurance industry, share advice on balancing internal innovation with external stability, and much more.…
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Avoiding a False Sense of Cybersecurity with Michael Oberlaender, CISO at LogMeIn, and Wayne Sadin, Board IT Advisor at Via Group Partners
Michael Oberlaender, CISO at LogMeIn, and Wayne Sadin, a Board IT Advisor at Via Group Partners, talk about today’s biggest threats in cybersecurity, risk management responsibility, preparing for a sophisticated digital world, and much more. --------- “Cybersecurity is not going away. You cannot...
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The Digital Revolution of ‘Old School’ Industries with Adam Rasner, VP of Technology Operations at AutoNation and Claire Hough, CTO at Carbon Health
Adam Rasner, VP of Technology Operations at AutoNation, and Claire Hough, CTO at Carbon Health, discuss their experiences as Tech Leaders in historically analog-first industries, building infrastructure for the digital native customer, prioritizing the employee experience, and much more.…
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The Secrets to a Productive Workforce with Brian Peterson, Co-Founder and CTO, Dialpad and Olivia Rose, CISO and VP of IT & Security, Amplitude
Brian Peterson, Co-Founder and CTO of Dialpad and Olivia Rose, CISO and VP of IT & Security of Amplitude, talk about increasing productivity, security in remote work, advice for going public, and much more. --------- “We're never going back to regular work. No one's ever going back—it's too hard…
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How to Create a Culture of Security with Mike Kelly, CIO, Red Hat, and George Gerchow, CSO, Sumo Logic
Mike Kelly, CIO of Red Hat, and George Gerchow, Chief Security Officer at Sumo Logic, talk about how to build a culture of security and foster innovation in a secure environment, and why CIOs play a critical role in creating the employee experience. --------- “Security is one of those things you...
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The Secrets to Digital Transformation with Mark Settle, Seven-time CIO and Author, and Viral Bajaria, Co-Founder and CTO, 6sense
Mark Settle, Seven-time CIO and Author, and Viral Bajaria, Co-Founder and CTO, 6sense, talk about what’s going on in the startup scene, the different facets of digital transformation, mistakes to avoid when scaling your company, and much more. --------- “At the executive level, you can't rest on...
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Season 3 Trailer
What is coming on season 3 of CIO Classified? In this episode, we give you a sneak peek. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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ABOUT THIS SHOW
Candid conversations with leading CIOs.
HOSTED BY
Caspian Studios
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