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Episode 206: Dissecting the CTO Role Misconceptions, Hiring, and the Age of AI with Jay Dalke
Most people think the CTO has all the answers. Jay Dalke would disagree. In this episode of CTO Confessions, TC Gill sits down with Jay Dalke, CTO at AbaxHealth, to explore what the role actually…
Episode 205: Behind the Platform Powering Modern Background Checks with Luca Bonmassar
Background checks sound straightforward. Until you try to build the infrastructure behind them at scale. In this episode of CTO Confessions, TC Gill sits down with Luca Bonmassar, CTO of Checkr — a…
Episode 204: How fast is technology evolving with Ahmed Abdelrahman
Technology isn't slowing down. And neither are the expectations placed on the people leading it. In this episode of CTO Confessions, TC Gill sits down with Ahmed Abdelrahman, CTO at Bayzat, to talk…
Episode 203: Getting Priorities & Requirements Right with Rigvinath Chevala
Is the push-pull of feature prioritization giving you a headache? You aren't alone. In this episode, TC Gill sits down with Rigvinath Chevala, CPTO at ServiceChannel, to strip away the hype and get…
Episode 202: Your system doesn’t need heroes - A guide on building and scaling a team
Your system doesn't need heroes — A guide on building and scaling a team "If your system needs heroes, you don't have a system." In this episode of CTO Confessions, TC sits down with engineering…
Episode 201: What it takes to build great innovative hardware with Nico Cormier
What does it really take to build great hardware in a software-first world? In this episode of CTO Confessions, we sit down with Nico Cormier, CTO of reMarkable — the company behind the world's…
Episode 200: Reimagining Healthcare in the US with Ravin Soni
Assuming you know what motivates people is often what disconnects you from them. In this episode of CTO Confessions, Ravi Soni, VP of Engineering at Curative, shares why strong leadership starts…
Episode 199: How to Build Tech Without Chasing Perfection
Trying to build things perfectly is often what stops them from working at all. In this episode of CTO Confessions, Stephen Cope, CIO at Astrak, shares why aiming for 80% is usually more than enough…
Episode 198: People, Architecture, and the Cross-Team Perspective
Alexandre Goedert, VP of Engineering at SurePay, sat down with our host TC Gill for our podcast CTO Confessions to discuss what it really means to lead from the core—where people, architecture, and…
Episode 197: Beyond Bitcoin: How Blockchain is shaping the Future
Regulation isn’t a roadblock; it’s the guardrail helping blockchain grow up. In this episode, Tim Sabanov, CTO at Zumo, joins TC Gill to break down the hype, the misconceptions, and the…
Episode 196: How to Catalyze Chaos in Tech with Kader Sakkaria
Chaos isn’t the enemy, unmanaged chaos is. In this episode, Kader Sakkaria, Global Head of Data Technology (DoE) and Delivery at Gallagher, joins TC Gill to unpack why chaos can actually fuel…
Episode 195: The Case for Democratizing Tech with Andrew Overholt
In this episode, Andrew Overholt, VP of Engineering at Mozilla, joins TC Gill to explore how Mozilla lives its mission, putting users first, leading with humility, and shaping the future of an open…
Episode 194: How to Deploy with Confidence in 2025 with Eddie Pecker
In this episode of CTO Confessions, TC Gill sits down with Eddie Pecker, CTO at APEXX, a payment orchestration platform trusted by enterprise companies worldwide. From comparing technical debt to…
Episode 193: A Conversation about Terminators and Lasers with Michael Natkin
From Hollywood special effects to cutting-edge AI - this episode covers it all. Join Michael Natkin, Former SVP of Software Engineering at Glowforge, and TC Gill as they dive into why AI is…
Episode 192: We Don’t Need CTO’s Anymore with Wes Bailey
In this thought-provoking episode, Wes Bailey returns for round two with TC Gill to explore one of the boldest questions in tech leadership today: what happens when innovation, AI, and adaptability…
Episode 191: There Are No Mergers, Only Acquisitions with Adan Pope
How do you lead through culture shifts, acquisitions, and organizational change, without losing sight of people? In this episode, Adan Pope, Senior VP at TAG, shares insights on leadership during…
Episode 190: In a World of AI, Let’s not Forget the Human with Falko Buttler
Technology is advancing faster than ever, but what keeps it meaningful is the human side behind the solutions. In this episode, Falko Buttler, CTO at Lantern, shares how he balances innovation with…
Episode 189: Connecting the Dots in Tech Leadership with Aleksandra Gjinovska
Aleksandra Gjinovska, Head of Technology at IT Labs, sat down with our host TC Gill for our podcast CTO Confessions to share her journey as a woman leading in a male-dominated industry and how…
Episode 188: Wealth Management Driven by Technology with Naresh Singh
Naresh Singh, Partner and CTO at Lenox Advisors, sat down with our host TC Gill for our podcast CTO Confessions to discuss how technology is reshaping wealth management from AI-driven data systems to…
Episode 187: Programmers' Resistance in the Age of AI with Allen Cheung
Allen Cheung, SVP of Engineering at UJET.cx, sat down with our host TC Gill for our podcast CTO Confessions to explore how AI is reshaping the tech industry and why some programmers resist this…
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CTO Confessions Brought to you by IT Labs has published 209 episodes since April 2020, covering topics in Technology.
CTO Confessions Brought to you by IT Labs is currently active with new episodes every 2 weeks. Average episode length is 44m.
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