In this episode, host Matthew Cheung dives deep into Tom’s fascinating journey, from DJing during his university days to leading one of the most forward-thinking fintech companies in the world.

Here’s what you’ll learn:

✅ The sales playbook behind multi-million–dollar fintech enterprise deals
✅ How 10x Banking is powering the next generation of global banks
✅ The evolution of core banking and banking-as-a-service, and why it matters today
✅ How AI is transforming the way banks operate (and what’s next)

If you’re in fintech, sales, or tech leadership, this episode is packed with insights on how to sell and scale in one of the fastest-changing industries on earth.

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Today’s guest on the show is Charlie Youakim, Co-founder & CEO of Sezzle, the fast-growing Buy Now Pay Later (BNPL) platform.

In this episode, host Matthew Cheung sits down with Charlie to unpack:

✅ Sezzle’s business model
✅ How Sezzle makes money
✅ The shift that led to their rapid profitability & explosive growth
✅ How a billion-dollar company thinks about hiring
✅ Why BNPL is shaping the future of commerce, and what’s coming next

If you’re a founder, CEO, operator, or anyone building in fintech, this conversation is a masterclass.

From understanding how business model innovation can change a company’s trajectory to learning how top fintech leaders hire and scale, this episode is packed with insights.

Check out our website and subscribe to our mailing list to hear more about opportunities in fintech and web3.

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https://www.linkedin.com/company/work-in-fintech-global
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https://www.youtube.com/channel/UCdS4bYoCXaHVgfVm6syUrDw

In this session of the Work in Fintech AI Summit, Anthony Cheung (Chief Content & Culture Officer, AmplifyME) and Neil Massa (CRO, The Connection Lab) reveal how to stand out in today’s crowded market.

Blending humor, real-world insights, and practical strategies, this engaging talk shows you how to move beyond survival mode and position yourself to truly thrive in a competitive world.

Check out our website and subscribe to our mailing list to hear more about opportunities in fintech and web3.

Follow our socials Linkedin, Twitter, Youtube

https://workinfintech.com/
https://www.linkedin.com/company/work-in-fintech-global
https://www.twitter.com/workinfintech
https://www.youtube.com/channel/UCdS4bYoCXaHVgfVm6syUrDw