CTO Confessions Brought to you by IT Labs

CTO Confessions Brought to you by IT Labs

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Hosted by TC Gill, this podcast explores the dynamic world of technology leadership. Each episode explores the challenges, strategies, and stories that shape the lives of today’s CTOs and tech leaders. From navigating complex business issues to leading high-performing teams, CTO Confessions sheds light on the multifaceted role of technology executives, highlighting the critical decisions they make and the impact they have on organizations. Join us as we unpack the realities of tech l...
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Episode List

Episode 200: Reimagining Healthcare in the US with Ravin Soni

Jan 9th, 2026 1:38 PM

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 with curiosity — not conclusions — especially in complex, high-stakes environments like healthcare. Ravi brings a calm, practical perspective shaped by years of scaling SaaS platforms, modernizing legacy systems, and leading teams through real change. From staying close to the technical craft as a leader, to rethinking motivation, to why healthcare still needs urgent digitization, this conversation is a thoughtful reminder that the best leaders ask more than they assume — and listen more than they speak.

Episode 199: How to Build Tech Without Chasing Perfection

Dec 24th, 2025 9:18 AM

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 — and how letting go of perfection helps teams move faster, learn sooner, and build technology that actually gets used. Stephen brings a thoughtful, grounded perspective shaped by years of leading real change, from navigating self-doubt to introducing AI in ways that support people instead of overwhelming them. This is a warm, honest conversation about progress, simplicity, and why your people matter far more than any tech stack ever will.

Episode 198: People, Architecture, and the Cross-Team Perspective

Dec 16th, 2025 10:13 AM

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 cross-team alignment intersect. 💬 What you’ll hear in this episode: ✅ Why architecture should start within teams—but needs cross-team alignment at scale ✅ How people and soft skills become critical as engineers move into leadership roles ✅ The hidden challenges of cross-team architecture and modern GenAI frustrations ✅ Why leadership can become lonelier the higher you go 💡 “The higher you go up in an organization, the lonelier it can be.” – Alexandre Goedert Whether you’re leading multiple teams, navigating complex architectures, or growing into senior leadership, this conversation offers thoughtful perspectives on building healthy teams and scalable systems—without losing the human side of tech.

Episode 197: Beyond Bitcoin: How Blockchain is shaping the Future

Dec 10th, 2025 9:49 AM

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 slow-but-purposeful pace of regulation shaping the future of digital assets. From decentralization to the Web2–Web3 shift, this conversation gives tech leaders a clear, grounded view of where blockchain is headed — and why patience might be its greatest advantage.

Episode 196: How to Catalyze Chaos in Tech with Kader Sakkaria

Nov 20th, 2025 9:31 AM

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 innovation when leaders know how to harness it. From cultural transformation to navigating complexity in fast-moving environments, this conversation is a practical guide for tech leaders looking to turn disruption into opportunity.

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