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Artwork for CTO Confessions Brought to you by IT Labs

CTO Confessions Brought to you by IT Labs

IT Labs
Leadership
Healthcare
Trust In Leadership
Collectors
Operational Efficiency
Data Silos
Change Management
Trading Cards
Mentorship
Machine Learning
Betterup
Artificial Intelligence
Fintech
Leadership and Management
Cloud Computing
High-Performance Teams
Gender Equality In Tech
Customer Service
Employee Engagement
Payments

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... more

PublishesWeeklyEpisodes203Founded6 years ago
Number of ListenersCategory
Technology

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Artwork for CTO Confessions Brought to you by IT Labs

Latest Episodes

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 comple... more

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 ... more

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 ... more

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 dig... more

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 cultu... more

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 and accessible internet. From policy to innovation, ... more

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 mortgages to breaking down what “deploying with confid... more

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 imperative in today’s tech landscape, how creativity and inn... more

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Recent Guests

Ravin Soni
VP of Engineering at Curative
Curative
Episode: Episode 200: Reimagining Healthcare in the US with Ravin Soni
Alexandre Goedert
VP of Engineering at SurePay
SurePay
Episode: Episode 198: People, Architecture, and the Cross-Team Perspective
Tim Sabanov
CTO at Zumo, a fintech focused on secure access to digital assets.
Zumo
Episode: Episode 197: Beyond Bitcoin: How Blockchain is shaping the Future
Kader Sakkaria
Global Head of Data Technology and Delivery at Gallagher
Gallagher
Episode: Episode 196: How to Catalyze Chaos in Tech with Kader Sakkaria
Andrew Overholt
VP of Engineering for the web platform group at Mozilla.
Mozilla
Episode: Episode 195: The Case for Democratizing Tech with Andrew Overholt
Eddie Pecker
Chief Product and Tech Officer at Apexx Global
Apexx Global
Episode: Episode 194: How to Deploy with Confidence in 2025 with Eddie Pecker
Adan Pope
Senior Vice President of Engineering at TAG, veteran in technology and leadership.
TAG, the Aspen Group
Episode: Episode 191: There Are No Mergers, Only Acquisitions with Adan Pope
Falko Buttler
CTO at Lantern Care
Lantern Care
Episode: Episode 190: In a World of AI, Let’s not Forget the Human with Falko Buttler
Aleksandra Gjinovska
Head of Technology at IT Labs, software engineer transitioned to architect, avid traveller and hiker.
IT Labs
Episode: Episode 189: Connecting the Dots in Tech Leadership with Aleksandra Gjinovska

Host

TC Gill
Host of CTO Confessions and Chief Talking Officer at IT Labs, sharing insights on technology leadership and management.

Top Technology Podcasts

Talking Points

Recent interactions between the hosts and their guests.

Episode 200: Reimagining Healthcare in the US with Ravin Soni
Q: What tips do you have around creating the best team?
Hire people that you think are going to be good teammates, as collaboration is key to team success.
Episode 200: Reimagining Healthcare in the US with Ravin Soni
Q: What was your biggest surprise transitioning from being a techie?
It was a total surprise in that people tell you when you get into leadership that you're going to be disconnected from hardcore tech work.
Episode 200: Reimagining Healthcare in the US with Ravin Soni
Q: What did you learn about yourself during this pressurizing time?
Surprisingly, I handled the situation fairly well, and I think that was a good sign that maybe I could do this.
Episode 198: People, Architecture, and the Cross-Team Perspective
Q: How do you manage the expectations of the management that see this as a great saver, efficiency producer?
It's about gradual adoption of AI tools and managing expectations through a clear demonstration of the long-term journey of integrating these technologies.
Episode 197: Beyond Bitcoin: How Blockchain is shaping the Future
Q: What do you see as the tipping point for mass adoption of blockchain?
Mass adoption will likely occur through clearer regulation and compliance, creating an environment where blockchain solutions can develop sustainably.

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Frequently Asked Questions About This Podcast

What is This Podcast about and what kind of topics does it cover?

Focusing on the intricate dynamics of technology leadership, the episodes address a variety of topics that resonate with CTOs and tech executives. Lists of discussions include the roles of soft skills, the importance of adaptability in a tech-driven world, and the evolving landscape of financial technology. Noteworthy themes include embracing chaos in leadership, the impact of artificial intelligence, and the necessity for democratizing technology within organizations. Each episode combines personal narratives with strategic insights, creating a platform for tech leaders to reflect on their experiences, challenges, and the ever-changing nature of their roles. This approach not only deepens listeners' understanding of the CTO's responsibilit... more

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1. Stick to Football

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this podcast launched 6 years ago and published 203 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on this podcast?

Recent guests on this podcast include:

1. Ravin Soni
2. Alexandre Goedert
3. Tim Sabanov
4. Kader Sakkaria
5. Andrew Overholt
6. Eddie Pecker
7. Adan Pope
8. Falko Buttler

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