Scaling Up: Lessons From The World's Best CEOs and Founders

TDM Growth Partners

“Scaling Up” is a podcast that tells the scaling stories of great growth companies from around the world, as experienced by their founders and CEOs. With the aim of inspiring and educating the next generation of entrepreneurs, as well as helping current business leaders, this podcast series hopes to give insight into what it takes to scale a business to hundreds of millions of dollars in revenue. Hosted by Ed Cowan and supported by TDM Growth Partners.

  1. Mission Zero - Global Money Movement Reimagined: Kristo Käärmann, co-Founder and CEO Wise (LON:WISE) [S10:E1]

    FEB 4

    Mission Zero - Global Money Movement Reimagined: Kristo Käärmann, co-Founder and CEO Wise (LON:WISE) [S10:E1]

    My guest today is Kristo Käärmann, the co-Founder and CEO of Wise, the fintech  £10b powerhouse that's fixing one of the most broken systems in the global economy: how money moves across borders. Wise simply started as a personal workaround, with Kristo trying to move money between Estonia and the UK, where he soon realised that international payments weren't just slow and expensive by accident. They were structurally opaque, riddled with hidden fees, and built on systems that hadn't meaningfully changed in decades. From that experience emerged a very simple idea, and one that became Wise's mission. Money should not have borders. Unlike most mission statements, though, this one actually constrains how Wise operates. It shapes pricing, product design, technology investment, culture, and even how the company thinks about its bottom line, with Wise consistently using its scale not to expand margins, but to collapse prices for customers. Underneath the product, though, sits something much deeper: a global payments infrastructure built directly into domestic payment systems, sophisticated treasury and ledger technology, and long-term relationships with regulators that have become a significant competitive advantage rather than a constraint. Today, of course, Wise moves tens of billions of pounds around the world each quarter, operates critical financial infrastructure across dozens of countries, and is increasingly becoming the underlying platform that other banks and fintechs themselves rely on. Wise is one of my favourite companies, both as a consumer in love with their product, but also as an admirer of the incredible scaling journey both Kristo and Wise have been on.

    42 min
  2. Block by Block: Building the Future of Money - Owen Jennings, Head of Product, Block [S9.E6]

    09/07/2025

    Block by Block: Building the Future of Money - Owen Jennings, Head of Product, Block [S9.E6]

    Owen Jennings, the head of product at Block Inc(NYSE:XYZ) and a key person around the executive table of what is now by market cap, one of the largest 500 companies in the world. Block (formerly known as Square) is really several powerful ecosystems under one roof: Square serving millions of merchants; Cash App, the consumer super app that's become the financial home for tens of millions of people; and of course, Australian founded Afterpay, the global buy-now-pay -later platform that connects these two bringing shoppers and sellers together. Owen is one of the rare executives that has truly grown up inside acompany over the past 13 years. Owen has worn just about every hat from early roles in ops to becoming the COO of Cash app where he helps scale it from a scrappy side project into a FinTech powerhouse that now generates c$6 billion in annual gross profit. Today Owen leads product across all of Block. He's widely credited for the new sense of product velocity inside the company and the ability to ship faster, to experiment at scale, and to embed AI as a multiplier in everything they do. Most importantly, this is a story about scaling culture. Block’s managed something that very few founder-led companies of its size and scale can achieve re-engineering that start up DNA inside a scaled business. Owen has been atthe heart of this cultural reset - hands-on close, to customers and unafraid to tinker with the new ideas himself.

    49 min
5
out of 5
3 Ratings

About

“Scaling Up” is a podcast that tells the scaling stories of great growth companies from around the world, as experienced by their founders and CEOs. With the aim of inspiring and educating the next generation of entrepreneurs, as well as helping current business leaders, this podcast series hopes to give insight into what it takes to scale a business to hundreds of millions of dollars in revenue. Hosted by Ed Cowan and supported by TDM Growth Partners.

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