In this episode, Jack sits down with Lee Provoost, the Chief Technology Officer at Flagstone, to explore what it really takes to scale a fintech engineering organisation — responsibly, rapidly, and without compromising on innovation or compliance.

Over the past year, Flagstone has grown its headcount by 30%, all while operating within one of the most tightly regulated sectors in tech. Lee opens up about the frameworks, leadership principles, and mindset shifts that made that possible — and how his team has built a culture that stays true to Flagstone’s mission while continually pushing boundaries.

Together, Jack and Lee dive deep into:

- Why 2025 wasn’t the year for AI at Flagstone — and why saying no can be the most strategic leadership decision you make.
- The art of balancing innovation and regulation — and how to stay compliant without killing creativity.
- What aspiring tech leaders should be doing right now to future-proof their careers in an age of constant disruption.
- How to build and scale engineering teams that deliver quality at pace — even as expectations and complexity grow.

It’s an honest, practical, and thoughtful conversation about what real leadership looks like inside a high-performing fintech. Whether you’re a CTO, engineer, or future founder, this episode offers rare insight into the challenges and decisions shaping modern financial technology.

Listen now and hear how Lee and the team at Flagstone are redefining what it means to build with integrity, innovation, and impact.