Over The Horizon: A Bitcoin Podcast

In this episode, Jeff Walton, Chief Risk Officer at Strive, joins me to break down why Bitcoin may have already bottomed and why the market structure around it is changing faster than most people realize. We cover: • Why Jeff believes Bitcoin’s four-year cycle may be over • How digital credit instruments like STRC are changing Bitcoin capital flows • Why Strategy’s preferred equity products could...

Michael Tanguma, Founder and CEO of Onramp, joins me to discuss why Bitcoin may be entering its next major phase just as credit markets, custody assumptions, and traditional finance itself begin to fracture. We cover the institutional groundwork being laid through ETFs and trading platforms, why multi-institution custody matters as more capital moves into bitcoin, what Onramp Finance is building a...

Lawrence Lepard joins me to discuss why the money is breaking in real time, why consumer sentiment is collapsing even as the S&P pushes higher, and why he believes the next big print is getting closer. We get into bitcoin’s recent resilience, the case for $6,000 gold and $200,000 bitcoin, the rise of paper bitcoin, the risks building in the bond market, Kevin Warsh and the coming Fed pivot, World...

James Lavish joins me to break down one of the most chaotic macro backdrops in recent memory: war risk in the Middle East, oil-driven inflation, Fed paralysis, quantum computing fears, and a new wave of institutional bitcoin adoption. We discuss why markets hate uncertainty, how oil shocks can force the Fed into a corner, why bitcoin has stayed surprisingly resilient through geopolitical turmoil,...

Dan Hillery joins me to break down one of the biggest shifts happening in bitcoin right now: the rise of a full Bitcoin-native financial stack. We get into why STRC has become such a breakout product, how Strategy is building layered financial infrastructure on top of Bitcoin, and why products like Buck could expand access to Bitcoin-backed yield around the world. We also cover the long-term drive...

Michael Howell joins me to break down one of the most important macro setups in the world right now: falling global liquidity, rising oil prices, a growing debt maturity wall, and the changing relationship between the Fed, the Treasury, and the global monetary system. We cover: • Why Michael believes the global liquidity cycle peaked in late 2025 • How the Iran war and oil shock are draining liqui...

Morgan Stanley is preparing to launch its own spot bitcoin ETF, and that could mark another major step forward for institutional bitcoin adoption. In this episode, James Seyffart of Bloomberg Intelligence joins me to break down what Morgan Stanley’s move means, why spot bitcoin ETF holders have stayed surprisingly resilient through a major drawdown, and how macro stress is reshaping flows across c...

Sam Callahan returns to Over the Horizon to break down why Strategy's Perpetual Preferred Stock, STRC (Stretch), may be one of the most important Bitcoin products in the market today. Joe and Sam unpack how a Bitcoin-linked fixed income product could become a structural bid for BTC, why corporate treasurers are rethinking cash management, and what it means when a single product is already absorbin...

In this episode of Over The Horizon, I’m joined by Caleb Franzen, Founder of Cubic Analytics, to break down why Bitcoin’s crash to $67,000 matters and what the data says about where price could go next. Caleb explains why the breakdown below the 2-day 200 moving average is so important, how risk appetite is collapsing across speculative assets, and how investors should think about survival, capitu...

Rajat Soni is a CFA charterholder who worked in traditional finance for nearly a decade. Today, he creates personal finance and bitcoin content full time. In this episode, we break down why bitcoin is cash, why real estate became financialized into a distorted savings vehicle, and why inflation is required for the current system to function. We discuss why “bitcoin has no cash flow” misses the poi...

In this episode, I sit down with British HODL, one of the most direct voices in Bitcoin and a former real estate, gold, and TradFi investor who went all-in after understanding Bitcoin’s monetary nature. We cover why Bitcoin is now the global liquidity sink, why BlackRock’s ETF was the most important event in Bitcoin’s history, and why the four-year cycle is effectively over. We also dig into Bitco...

In this episode, I’m joined by Grant Cardone to break down one of the most important investing conversations happening right now: bitcoin and real estate. We start with what’s happening on the ground. Grant’s Malibu home was damaged in the Palisades fire, and more than a year later, California still won’t allow basic repairs. From there, we unpack how regulation, taxation, and political incentives...

In this New Year’s Eve episode of Over The Horizon, I’m joined by Tad Smith, Partner at 50T Funds and former CEO of Sotheby’s and the Madison Square Garden Company. We reflect on one of the strangest market years in recent memory and look ahead to what 2026 may bring. We cover: • Why silver and gold dominated 2025 while bitcoin lagged • The rise of speculative behavior and the “prison of financial...

In this episode of Over The Horizon, I’m joined by Lawrence Lepard, Managing Partner at Equity Management Associates, co-founder of the Bitcoin Opportunity Fund, and author of The Big Print. We focus on why the next bitcoin cycle could be far larger than many expect, with Lawrence laying out a framework that points to $250k+ bitcoin as monetary policy, debt growth, and inflation pressures collide....

In this episode, Mark Yusko joins me for a wide-ranging conversation on innovation, Bitcoin, AI, the Federal Reserve, and the forces shaping the next decade of markets. We cover: • How innovation functions as an asset class • Why inflation is theft and how the Fed creates a K-shaped economy • Market manipulation, price controls, and why interest rates should be set by markets • The role of data, c...

In this episode of Over The Horizon, I sit down with Jesse Myers, Head of Bitcoin Strategy at The Smarter Web Company, for one of the most comprehensive breakdowns yet of what’s really happening inside Bitcoin treasury companies. We dig into: • Why SmarterWeb now holds 2,664 BTC, making it the UK’s largest Bitcoin treasury • How the tide went out on Bitcoin treasuries over the last four months • T...

Bitcoin is down almost 30% from its October high — but under the surface, liquidity, treasury demand, and digital credit markets are accelerating. I sat down with Ben Werkman, CIO at Strive, to break down Bitcoin’s market structure, the rise of perpetual preferred equity, Strive’s financial product roadmap, and why companies are rushing to adopt bitcoin as an infinite-duration treasury asset. We c...

Chris Drzyzga joins me to unpack how Bitcoin is fundamentally changing commercial real estate — a $37 trillion market facing structural decline. We discuss how Bitcoin is emerging as a competitor for real estate capital, the idea of dual-collateralized financing, and why traditional investment strategies are breaking down. Chris outlines his “four-pillar” framework for the new era of property owne...

In this episode, Bram Kanstein, host of Bitcoin for Millennials, explores how fiat currency erodes values, incentives, and meaning—and how Bitcoin restores them. They discuss the educational gap around Bitcoin, the illusion of gold’s scarcity, and why sound money is essential for rebuilding a society that values creation over consumption. From financial nihilism to the philosophical and spiritual...

In this episode, I’m joined by James Check — co-founder and on-chain analyst at Check On Chain — to break down Bitcoin’s current “Chop Solidation” phase and what it means for the next big move. We cover: • Why Bitcoin’s four-year cycle may be losing its predictive power • How ETFs and treasury companies are reshaping market structure • The bull vs. bear case for Bitcoin going into 2025 • Why sell-...

In this episode, I sit down with Alex Thorn, Head of Firmwide Research at Galaxy, to unpack the intersection of Bitcoin, AI, and global market dynamics. We discuss how AI CapEx is driving GDP growth, why Bitcoin’s volatility is increasingly tied to macroeconomic factors, and how institutional adoption is reshaping the landscape of digital asset treasuries. Alex breaks down the parallels between to...

In this episode, I’m joined by Eric Jackson, Founder of EMJ Capital and leader of the Opendoor retail investor movement. We discuss Opendoor’s near-delisting and improbable comeback, why C-suite compensation must be aligned with shareholder interests, and how retail investors can punch above their weight in today’s markets. Eric also breaks down what it takes to find a 100x opportunity, why he bel...

In this episode, I sit down with Matt Cole, Chairman and CEO of Strive, to unpack the evolution of Bitcoin treasury companies and the macroeconomic backdrop shaping their strategies. Matt shares his journey from managing $70B at CalPERS to going all-in on bitcoin—and building Strive to be a top-performing public equity vehicle for bitcoin exposure. We dive into: • Why Matt believes Bitcoin is the...

In this episode, I’m joined by Chaitanya Jain, Bitcoin Treasury Manager at Strategy, to explore how Bitcoin-native financial instruments are flipping corporate finance on its head, and why Bitcoin could hit $21 million in the coming decades. We cover CJ’s transition from Harvard to Strategy and the rise of proof-of-work over credentials in Bitcoin. We dig into the new KPIs Strategy pioneered like...

In this episode, I sit down with Leon Wankum—real estate developer, author, and analyst on Bitcoin, real estate, philosophy, and ethics. We dive deep into the paradigm shift underway as Bitcoin begins siphoning the monetary premium from real estate, reshaping the way we think about value storage and property. We discuss Leon’s journey from growing up on construction sites to researching Bitcoin in...