Interviews with Leaders in Fintech & Web3

Work in Fintech
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Hear from industry leaders about what is fintech and web3, how to get into it and how to make a mark in the fastest growing sector in the world. Work in Fintech Founder Matt Cheung teams up with Founder Members to interview fintech and web3 founders, CEOs and CTOs about what you can do to gain an edge in fintech and web3. Essential listening for any student, young professional or curious person looking to secure a role in fintech, web3, banking or finance. #fintech #web3

  1. How FinTechs Win Multi-Million-Dollar Banking Deals | Tom Bentley, CRO at 10x Banking

    18/11/2025

    How FinTechs Win Multi-Million-Dollar Banking Deals | Tom Bentley, CRO at 10x Banking

    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. 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

    41 min
  2. $35M → $3B in 36 Months: The Sezzle Growth Blueprint | Founder Charlie Youakim

    05/11/2025

    $35M → $3B in 36 Months: The Sezzle Growth Blueprint | Founder Charlie Youakim

    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. 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

    52 min
  3. How to Thrive (Not Just Survive) in a Crowded Market

    29/10/2025

    How to Thrive (Not Just Survive) in a Crowded Market

    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

    29 min
  4. From Market Stall to Fintech : It’s Not Where You Start, It’s Where You Finish

    28/10/2025

    From Market Stall to Fintech : It’s Not Where You Start, It’s Where You Finish

    From running a humble market stall to building a career in the financial markets, this is the inspiring 45-year journey of Paul. In this candid and never-before-told story, Paul shares: His working-class roots and early struggles with no university educationHow a natural talent in maths set him apart despite limited opportunitiesThe mindset shift that helped him move from “just making money” to building a lasting careerThe importance of resilience, self-belief, and remembering: “It’s not where you start, it’s where you finish.”This talk is proof that no matter your background, you can rewrite your story and create success in finance and beyond. 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

    30 min
  5. How Christian Nentwich Built a $100M+ Fintech Business

    16/07/2025

    How Christian Nentwich Built a $100M+ Fintech Business

    In this episode, we are joined by Christian Nentwich, founder of Duco, a B2B data automation company valued at over $100 million. Christian shares how he started his first business, how he entered the world of fintech, the challenges he faced while scaling a company, and the mistakes he made that, if avoided, could have accelerated Duco’s growth. He also explains why B2B fintech is one of the best, yet most difficult businesses to be in, and why being exceptionally good at sales, along with having resilience and a never-give-up attitude, is crucial when dealing with $100K+ ticket-size deals. What makes his story even more compelling is that both startups he founded were ahead of their time, offering cloud and automation solutions when banks and financial institutions weren’t ready. Duco nearly failed before a major market shift in 2015 turned the tide. If you’re building in fintech, SaaS, or enterprise tech, this episode is full of deep insights and actionable lessons from someone who's been through it all. Connect with Christian: https://www.linkedin.com/in/christiannentwich 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

    44 min
  6. How Leif Abraham Scaled Public.com to $1.2B+

    13/05/2025

    How Leif Abraham Scaled Public.com to $1.2B+

    In this episode, we’re joined by Leif Abraham, serial entrepreneur and co-founder of Public.com, the social investing platform that raised nearly $400 million last year and doubled its revenue. Leif has a bold hiring philosophy: he intentionally avoids candidates from elite schools like Harvard or Stanford. Why? Because he believes street smarts are better than book smarts. In this conversation, we unpack: How Leif started and sold his first startupKey Moments & Challenges While Scaling Public.comStreet Smarts vs. Book Smarts & Hiring PhilosophyThe next big opportunity in the tech world ABOUT US: At Work in Fintech, our mission is to inspire and guide the next generation of Fintech talent. Founded by Matt Cheung, we bring you exclusive interviews with Fintech founders, CEOs, and industry leaders. Together, we explore how to break into Fintech, what it takes to succeed, and how you can gain an edge. Packed with real-world insights and practical advice, our content helps students, grads, and young pros stand out in Fintech and Finance. 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

    49 min
  7. The Secret to Paying Off Your Mortgage Faster: Jinesh Vora’s Game-Changing Fintech

    22/01/2025

    The Secret to Paying Off Your Mortgage Faster: Jinesh Vora’s Game-Changing Fintech

    Jinesh Vora, Founder and CEO of Sprive, shares his journey from a corporate career at Goldman Sachs to launching his own fintech startup aimed at helping homeowners pay off their mortgages faster. He discusses the challenges and opportunities in the mortgage market, the importance of financial education, and the strategies for growth and networking in the fintech space. Jinesh emphasises the need for innovation in personal finance and the potential for fintech to disrupt traditional banking practices. Takeaways Janesh's entrepreneurial spirit was influenced by his familyThe idea for Sprive was born from personal experiences with mortgagesFinancial literacy is crucial for making informed financial decisionsNetworking is essential for startup success and finding the right talentUnderstanding mortgage terms can empower users to make better choicesEntrepreneurship offers unlimited potential compared to corporate jobsChapters 00:00 From Corporate to Startup: The Journey Begins 02:47 Identifying Pain Points: The Birth of Sprive 06:04 Innovating the Mortgage Market: Sprive's Unique Approach 09:13 Financial Education: Empowering Users for Better Decisions 11:59 Growth Strategies: Navigating the Fintech Landscape 14:56 Building a Network: The Key to Entrepreneurial Success 18:14 Hiring for Success: Skills and Experience in Fintech 20:59 Reflections on Career Choices: Corporate vs. Startup Life 24:12 Advice for Aspiring Entrepreneurs: Taking the Leap 26:58 Conclusion: The Future of Sprive and Personal Finance 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

    33 min
  8. Mike Hudack on Building Fintech Unicorns: Lessons from Monzo, Facebook, and Deliveroo

    23/11/2024

    Mike Hudack on Building Fintech Unicorns: Lessons from Monzo, Facebook, and Deliveroo

    Mike Hudak shares his journey from dropping out of high school to becoming a prominent figure in the fintech industry. He discusses his experiences at various startups, including Facebook, Monzo, Deliveroo, Blip TV and Sling Money, his latest venture. Mike reflects on the differences between the UK and US startup ecosystems, the challenges of raising capital, and the importance of product management in building successful companies. He emphasises the need for dynamism in the UK to foster growth and innovation. Mike discusses the evolution of team autonomy as a technology, the inception of Sling as a global payment solution, and the challenges of navigating regulation in the financial landscape. He emphasises the importance of user experience in blockchain technology, outlines potential revenue models for Sling, and offers valuable advice for the next generation entering the workforce during a time of rapid technological change. Takeaways Mike dropped out of high school due to a lack of interest in traditional education and learned coding at home before taking a job at a startup.Transitioning to Facebook was like moving from the minor leagues to playing for Yankees.Persistence and learning from failures are key to success.Product management is crucial for aligning teams and ensuring project success. The product way of working is a form of technology.Timing is critical in the tech industry.Embracing novelty and risk is essential for career growth.The current era is a golden age of technological advancement.Learning from mistakes is vital for personal and professional development.Future careers will be shaped by emerging technologies.Chapters 00:00 Introduction to Mike Hudak and His Journey 01:00 Dropping Out of High School: A Personal Choice 04:15 The Birth of Blip TV: A Startup Adventure 07:12 Transitioning to Facebook: Learning in a Big League 09:54 Moving Back to the UK: A Personal Perspective 13:17 Starting a New Company: Insights on the UK Startup Scene 17:28 Navigating the Startup Ecosystem: Challenges and Opportunities 22:05 The Role of Product Management: A Key to Success 24:53 The Technology of Team Autonomy 27:07 The Birth of Sling: A Global Payment Solution 34:38 Navigating Regulation in the Financial Landscape 37:55 Building a User-Friendly Blockchain Experience 41:13 Revenue Models and Future Growth 46:23 Embracing Change: Advice for the Next Generation https://twitter.com/mhudack 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

    51 min
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About

Hear from industry leaders about what is fintech and web3, how to get into it and how to make a mark in the fastest growing sector in the world. Work in Fintech Founder Matt Cheung teams up with Founder Members to interview fintech and web3 founders, CEOs and CTOs about what you can do to gain an edge in fintech and web3. Essential listening for any student, young professional or curious person looking to secure a role in fintech, web3, banking or finance. #fintech #web3

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