Crypto Hipster

Hosted by Jamil Hasan

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Episodes

980

Latest episode

Aug 2026

Language

EN-US

About the show

Making sense of the digital economy—through the people building it. Where builders talk freedom, not price. The Crypto Hipster Podcast features conversations with founders, entrepreneurs, and independent creators shaping what comes next. This is not a traditional interview show. These are perspective-driven conversations focused on insight, conviction, and the realities of building in a rapidly changing world. We go beyond headlines, beyond hype, and beyond price—to explore ownership, freedom, and opportunity in the digital economy. Some episodes are conversations. Some are reflections. All are designed to help you understand what’s being built—and why it matters.

Listen to episodes

60 recent

August 10, 202636 min

Founder's Journey: There Are No More Moats — Tanner Taddeo, Stable Sea

Tanner Taddeo, CEO and co-founder of Stable Sea, joins Jamil Hasan to discuss what it means to build a company when both technology and markets are changing at extraordinary speed. Tanner shares the journey from Block to Stable Sea, why his team embraces constant experimentation, and why founders need to separate their self-worth from the products they create. Then the conversation turns to a bigger question: Are there any real moats left? As AI makes software easier to build and replicate, Tanner sees competitive advantage shifting toward speed, distribution, brand and trust—and believes human interaction itself may increasingly become a premium. A conversation about stablecoins becomes a conversation about adaptation, leadership and building for the long term. Crypto Hipster Podcast Making sense of the digital economy—through the people building it.

August 8, 202635 min

Jupiter IV: What We Really Inherit

Jupiter IV: What We Really Inherit What happens when something you create becomes larger than you? In this solo episode of the Crypto Hipster Podcast, Jamil Hasan continues his journey through Inheriting Saturn by revisiting four conversations from the podcast archive—conversations that once seemed to be about NFTs, art, technology, and innovation. Five years later, they sound very different. A graffiti artist discovers that creativity can become responsibility. A conservation entrepreneur realizes that protecting wildlife means protecting the habitat that allows it to survive. An artist and founder builds technology designed to deserve trust rather than simply asking for it. And a former soldier transforms one of the world's most recognizable weapons into a canvas for reflection. Four founders. Four stories. One recurring idea: What has been entrusted to us? Jupiter represents expansion—growth, possibility, opportunity. But expansion creates responsibility. Eventually, what we build begins affecting customers, communities, families, cultures, ecosystems, and people we may never meet. That's where ownership begins becoming stewardship. This episode explores responsibility, trust, transformation, legacy, and one of the central ideas behind Inheriting Saturn : You don't always choose what comes into your hands. You choose what leaves your hands. Crypto Hipster: Making sense of the digital economy through the people building it.

August 8, 202637 min

Building Trust After Betrayal, with Harvey Liu

What does it take to rebuild trust after years of broken promises? Harvey Liu shares his journey from computer science and venture capital to becoming a founder focused on transparency, responsibility, and long-term thinking. Together, we discuss leadership, conviction, stewardship, and what founders learn when they move from investing in companies to building one themselves. A conversation about people—not price.

August 6, 202634 min

Building Trust: The Infrastructure of Tomorrow, with Ludovico Rossi

What does it take to build trust in the next generation of financial infrastructure? In this episode of Crypto Hipster, I sit down with Ludovico Rossi , Co-Founder and Chief Revenue Officer of Brickken, to explore the founder journey behind building institutional infrastructure for tokenized assets. Rather than focusing on products or price, our conversation explores: • Why trust matters more than hype • The evolution from founder to leader • Regulation as an enabler of innovation • Building infrastructure that outlasts market cycles • AI, tokenization, and machine-readable finance • What stewardship looks like when building for the future This is a conversation about people, leadership, and the long arc of innovation.

August 5, 202631 min

Founder's Journey with Nancy Li: Building Trust Before Building Hype

Building Trust Before Building Hype | Nancy Li | Crypto Hipster Podcast What separates companies that gain lasting trust from those that simply generate attention? In this episode of the Crypto Hipster Podcast, Jamil Hasan sits down with Nancy Li, co-founder of Sevenfold, to explore entrepreneurship, leadership, and the role narrative plays in building enduring companies. Nancy shares her journey from discovering Bitcoin in 2013 to helping founders communicate complex technologies with clarity. The conversation explores why many technical founders struggle to explain what they build, how trust is established long before products reach scale, and why humility remains one of the defining characteristics of successful leadership. Topics include: • Nancy's entrepreneurial journey • Discovering Bitcoin and the early Web3 ecosystem • Building companies versus explaining them • Why narrative matters more than hype • Product-market fit and founder identity • AI versus early crypto • Leadership, humility, and learning from failure • Building trust in an increasingly noisy digital world • The future of Web3 and institutional adoption Rather than focusing on token prices or market speculation, this conversation examines the human side of entrepreneurship and what it takes to build organizations people believe in. #CryptoHipster #NancyLi #Entrepreneurship #Leadership #Narrative #Storytelling #Web3 #AI #Founders #Bitcoin #Blockchain

August 3, 202645 min

A Founder's Journey: Building Confidence, with Kyle Sonlin

What does it take to build trust in an industry that has lived through repeated cycles of hype, collapse, and reinvention? In this conversation, I sit down with Kyle Sonlin , Co-Founder & President of Global Settlement Network, to discuss the founder's journey behind the technology. Rather than focusing on products, we explore: • Building through multiple market cycles • Leadership under pressure • Stewardship versus ownership • Lessons learned from the FTX era • What institutions need before they'll trust new technology • Why confidence—not hype—is the foundation of lasting systems This is a conversation about resilience, leadership, and the people building the future of capital markets. #CryptoHipster #Leadership #Entrepreneurship #Blockchain #Tokenization #CapitalMarkets #Stewardship #DigitalEconomy

August 2, 202634 min

Founder's Journey with Andrey Didovskiy

Andrey Didovskiy is the Founder and CEO of Seasons , where he is building decentralized financial infrastructure focused on long-term incentives, yield generation, and sustainable on-chain systems. In this episode of the Crypto Hipster Podcast, we move beyond product announcements and token prices to explore the founder's journey. Andrey shares how growing up as a competitive chess player shaped his thinking, what first attracted him to blockchain, the lessons he learned from hiring the wrong people, why incentives matter, and how founders should think about stewardship, leadership, and building systems that outlive them. Topics discussed include: From chess to crypto Building Seasons Leadership lessons from mistakes Designing incentives and human behavior Stewardship beyond the founder The future of decentralized systems AI, agents, and the next generation of on-chain infrastructure #CryptoHipster #Blockchain #Web3 #Founders #Entrepreneurship #DeFi #Leadership #Seasons #Tokenization #Innovation

August 2, 2026Episode 413 min

Inheriting Saturn – Episode 4: Building Systems That Last

What allows a system to endure long after its creator steps away? In this episode of Crypto Hipster's Curtain Calls , Jamil Hasan brings together four conversations that, on the surface, appear to have little in common—but together reveal one of the central themes of Inheriting Saturn . Featuring: David "Oz" Osterczy Drew Miller Sara Nemati Amelia Tomasicchio From creativity and resilience to community and adoption, each guest explores a different stage in the lifecycle of enduring systems. Creation begins the journey. Preparation allows systems to survive uncertainty. Communities carry ideas forward. Adoption transforms innovation into everyday reality. This episode examines why stewardship—not ownership—is ultimately what determines whether organizations, technologies, and ideas stand the test of time. Curtain Calls is a companion series to Inheriting Saturn , connecting years of founder conversations into a broader exploration of leadership, responsibility, trust, and the human side of systems.

July 27, 202631 min

From Traditional Finance to Building the Future: A Founder's Journey with Kevin Lepsoe

What does it take to leave a successful career in traditional finance and build something entirely new? In this episode, Kevin Lepsoe reflects on his journey from the trading desks of traditional finance to entrepreneurship in Web3. We discuss the lessons of the 2008 financial crisis, navigating uncertainty, building teams, earning trust, and why founders must stay focused on their long-term vision despite the noise of changing markets. This conversation is about leadership, resilience, and the mindset required to build.

July 26, 202615 min

Inheriting Saturn – Episode 3: Satoshi's Greatest Decision

Satoshi Nakamoto invented Bitcoin, but his greatest contribution may have been something far less technical: the decision to disappear. In this episode, I explore why stewardship begins when ownership ends, and why every founder eventually faces the same question: Can the system survive without me? Using Satoshi as a lens, we examine legacy, decentralization, leadership, and the responsibilities that outlive the people who create enduring systems. Inheriting Saturn is a series about stewardship, inheritance, and the ideas that continue long after their creators are gone.