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Index/AI & Data/The Story of Software
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S04E36 Leading While Learning

The Story of Software · 2025-10-15 · 37 min

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Topics in this episode

team managementleadertech leader

Episode notes

Lee Provoost, CTO at Flagstone, talks about his journey growing into technical leadership, from leading high-stakes projects while learning on the job, to navigating imposter syndrome and finding his footing as a leader. The Guest - Lee Provoost, CTO at Flagstone Today we are joined by Lee Provoost, the CTO at Flagstone, a UK-based Fintech company helping clients get better returns on their savings. In this episode, Lee reflects on his journey growing into technical leadership, from leading high-stakes projects while learning on the job, to navigating imposter syndrome and finding his footing as a leader. Some highlights of this episode include: Non-linear path to CTO Learning on the job & being “comfortable with being uncomfortable” - Startup vs. corporate reality Leadership self-care & transparency AI’s impact on product engineering Q: In your leadership journey, have you ever experienced imposter syndrome? If so, how do you deal with it? "Yeah, it’s something that lingers in the back of your mind all the time, but it lessens over time.

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