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 and accessible internet. From policy to innovation, Andrew shares how democratizing tech can (and should) influence how we build the web.
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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 mortgages to breaking down what “deploying with confidence” should look like in 2025, Eddie brings a refreshingly practical view of leadership, AI, and security in fast-moving tech teams.
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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 imperative in today’s tech landscape, how creativity and innovation intersect, and what leaders can do to keep their teams inspired in the age of automation.
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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 redefine the very essence of a CTO?
This conversation is part wake-up call, part survival guide for the future of tech leadership and it might just make you rethink your next career move.
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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 high-stakes transitions. From building tension maps to understanding organizational dynamics, his perspective highlights how leaders can turn uncertainty into clarity and growth.
This conversation is a masterclass in leading with methodology, empathy, and foresight during times of change.
Acerca de CTO Confessions Brought to you by IT Labs
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 leadership and share insights that rarely get the appreciation they deserve, all with a healthy dose of curiosity and candor.
Brought to you by IT Labs.
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