In this episode of When Shift Happens, I sit down with Tarek Mansour, co-founder and CEO of Kalshi, to discuss entrepreneurship, resilience, prediction markets, regulation, and the future of information itself. While Kalshi is now one of the most valuable companies in the world, this conversation is less about valuation and more about the mindset required to build something that takes years to work. It is a discussion about certainty in an uncertain world, the psychological c

In this episode of When Shift Happens, I sit down with Raoul Pal, co-founder of Real Vision, to discuss what he believes is the biggest capital event in human history. While the conversation touches on Bitcoin, Ethereum, NFTs, and crypto markets, the deeper discussion is about something much larger: the accelerating race for artificial intelligence and the profound economic transformation it could trigger. Raoul argues that we are entering an era where intelligence itself bec

In this episode of When Shift Happens, I sit down with Michael Saylor to discuss Bitcoin, wealth creation, monetary collapse, low time preference, and the philosophy that turned a software entrepreneur who once watched his company fall 99.8% into one of the most influential figures in global finance. What begins as a conversation about Bitcoin quickly goes deeper into a reflection on ego, focus, scarcity, survival, and what it actually means to preserve value across generatio

In this episode of When Shift Happens, I sit down with Eddy Travia to discuss the convergence of AI agents, prediction markets, crypto infrastructure, and the future of capital allocation. As the co-founder and CEO of Coinsilium Group, one of the earliest publicly listed blockchain investment firms, Eddy has spent more than a decade watching the digital asset industry move through waves of euphoria, collapse, reinvention, and adoption. And now, Eddy believes the next phase is

In this episode of When Shift Happens, I sit down with Joseph Lubin to discuss the future of decentralized systems, the growing danger of centralized AI, the collapse of trust in institutions, and why he believes blockchain technology represents a fundamental reorganization of society itself. Over the course of the conversation, Lubin reflects on his journey from software engineer and finance observer to Ethereum co-founder, explains how events like 9/11 reshaped his worldvie

In this episode of When Shift Happens, I sit down with Hunter Horsley, co-founder and CEO of Bitwise Asset Management, to discuss why he believes we are entering the most structurally bullish phase in crypto’s history, what institutional adoption actually looks like behind closed doors, and how crypto is reshaping capital markets, investor behaviour, and even global power structures. Horsley’s core argument is simple, but difficult to fully grasp: everything is aligning at on

In this episode of When Shift Happens, I sit down with Ben Zhou, co-founder and CEO of Bybit, to discuss how he led the company through the largest security breach in Web3 history, and why he believes the next generation of crypto exchanges will be full financial platforms for the internet age. From Crypto Exchange to Financial Infrastructure Ben’s story goes beyond Bybit surviving a crisis. It is also about how much the role of a crypto exchange has changed. In the early day

In this episode of When Shift Happens , I sit down with Jeff Park to discuss why so many young people feel locked out of the modern economy, why the old paths to wealth creation no longer work the way they used to, and why he believes Bitcoin may become the clearest escape hatch in an era shaped by currency debasement, unaffordable housing, and AI-driven labour disruption. What emerges is not just a conversation about markets, but a broader thesis about social frustration, ge

In this episode of When Shift Happens , I sit down with Gracy Chen, CEO of Bitget, to discuss what it truly takes to lead at the highest level, the future of crypto as financial infrastructure, and the personal cost of building a global company while raising a child. Gracy’s story is not a linear climb. It’s shaped by early adversity, unconventional career moves, and a deep conviction about where the world is heading. Today, she leads one of the largest crypto exchanges globa

In this episode of When Shift Happens , I sit down with Armani Ferrante to discuss what it really means to build in crypto when everything falls apart. From losing nearly his company’s entire balance sheet in the collapse of FTX, to rebuilding Backpack into a regulated global exchange, Armani explores identity under pressure, the philosophical foundations of crypto, and the structural shift happening as blockchain technology begins to merge with traditional finance. The Quest

In this episode of When Shift Happens , I sit down with Xin Song, Group CEO of GSR Markets, to discuss why crypto’s market structure is fundamentally broken, how misaligned incentives are holding the industry back, and what it would take to rebuild it into something closer to a real financial system. From his early days navigating illiquid crypto markets to his vision of turning GSR into the Goldman Sachs of Web3, Xin offers a perspective that is both deeply operational and u

In this episode of When Shift Happens , I sit down with Xiao-Xiao, President of Jupiter and former digital assets lead at KKR, to discuss his unlikely journey from concert pianist to private equity operator to one of the most prominent builders in DeFi. It is a conversation about timing, conviction, product velocity, and the deeper shift from crypto as narrative to onchain finance as real infrastructure. At the centre of it all is a simple question: if stablecoins were only t

In this episode of When Shift Happens , I sit down with Bobby Ong, co-founder and CEO of CoinGecko, to discuss how he bootstrapped one of crypto’s most trusted data platforms with just $200 and no venture capital. Over the course of the conversation, Bobby reflects on discovering Bitcoin in 2013, building CoinGecko through multiple brutal market cycles, resisting the many shortcuts that exist in crypto, and why playing long-term games with long-term people may be the only way

In this episode of When Shift Happens , I sit down with Evan Cheng to discuss why he believes the architecture behind most major blockchains is fundamentally insufficient, what Sui was built to solve instead, and how the next wave of adoption may come. What makes the conversation especially interesting is that Evan is not simply arguing that Sui is faster or cheaper. He is making a deeper claim: that much of crypto is still built on a mental model of assets and ledgers that w

In this episode of When Shift Happens , I sit down with Anand Gomes, CEO of Paradex, to discuss what it really takes to survive crypto cycles, how most token launches misalign incentives, why Paradex locked 80% of its team tokens to public performance milestones, and why he believes perpetual exchanges are becoming the financial supercenters of the internet economy. Health as a Founder’s First System The episode opens in an unexpected place, with Anand’s health. Over the pas

In this episode of When Shift Happens , I sit down with Jeff Yan, Founder of Hyperliquid Labs, to reflect on one of crypto’s most extraordinary moments: a $1 billion community airdrop that grew into $10 billion in value. But this conversation goes beyond wealth to focus on responsibility, decentralisation, integrity, and what it really means to “house all of finance” on chain. The $10 Billion Moment, and What It Meant When the HYPE token launched, roughly $1 billion was distr

In this episode of When Shift Happens , I sit down with Avichal Garg to discuss why most people lose in crypto, what it really takes to survive long enough to win, and the investing frameworks behind backing more than 25 unicorns. As co-founder and general partner at Electric Capital, and an early backer of companies like Figma, Solana, Kraken, Notion, and Bitwise, Avichal brings a long-term Silicon Valley lens to a simple but uncomfortable question: Are you here because you

In this episode of When Shift Happens , I sit down with Anthony Pompliano to discuss what real conviction looks like: why he once put 95% of his net worth into Bitcoin, how deep research separates concentration from gambling, and why he would rather risk going to zero than win at what he calls “insider games” that create no real impact. “Relentless” as a way of operating Pompliano describes himself simply: investor, entrepreneur, someone who likes to have fun, but at the same

In this episode of When Shift Happens , I sit down with Matt Hougan, Chief Investment Officer at Bitwise, to discuss why Bitcoin may be worth millions per coin, why Solana has one of the strongest setups he has ever seen, and why the most reliable path to wealth in crypto is also the least exciting one. Hougan is not a chain maximalist. He comes from traditional finance, spent more than a decade in ETFs, and now sits at the intersection of institutional capital and digital as

In this episode of When Shift Happens , I sit down with Kostas Chalkias to discuss why the next decade of blockchain won’t be defined by faster transactions, but by quantum-safe cryptography, AI-native infrastructure, and systems designed for machines and humans. Chalkias is the co-founder and chief cryptographer at Mysten Labs, best known for building the Sui Network after leaving Facebook’s Libra project. With over 15 years in cryptographic research and security, he brings