The Bitcoin Capital Markets Episode Nobody Made Yet

What does it actually look like to bring Wall Street deal-making into the Bitcoin ecosystem? In this episode, Jordan and Wyatt sit down with Scott Marmoll, Founder and Managing Director of Capital B Advisory, to explore the state of Bitcoin capital markets, the evolution of Bitcoin-backed lending, and why institutional finance still hasn't truly bet on Bitcoin. Scott breaks down the full maturity arc of Bitcoin-backed loan businesses, from forward flow agreements to warehouse credit facilities to full securitization, and what the Ledin bond deal signals for the future of the category. We get into the mechanics of leverage, why position sizing matters more than most people realize, and how borrowing in fiat while holding Bitcoin is still the smartest play for most people. Scott also shares his vision for Capital B Advisory, helping Bitcoin-owning business owners navigate M&A, capital raising, and balance sheet strategy with an advisor who actually speaks Bitcoin. We close out with a candid conversation on the Jane Street controversy, the weakening store of value narrative, private credit risks in TradFi, and why Scott believes the best is still ahead for Bitcoin. Chapters (00:00) - Bitcoin as the Ultimate Collateral (01:31) - Intro & Guest Welcome (04:09) - Scott's Background & The TradFi Bitcoin Journey (07:03) - The Ledin Securitization & What It Means for Bitcoin Lending (11:00) - Warehouse Facilities & The Risk of Obfuscating Collateral (12:55) - Leverage, Liquidations & The Gun Analogy (15:44) - Position Sizing Loans & The Mark Moss Strategy (18:53) - Private Credit in TradFi & Where Bitcoin Fits (24:28) - Bitcoin-Denominated Lending: Does It Have Legs? (25:45) - Bitcoin Backed Loan Reinsurance & A New Derivative Market (29:41) - Bitcoin vs. Real Estate as Collateral (31:06) - Bitcoin Investment Product Design & True Bitcoin Yield (34:31) - Running a Bitcoin Business in a Fiat World (38:27) - Spot vs. Futures Yield Strategies: Viable or Not? (41:11) - Defending the Bitcoin Store of Value Thesis (45:21) - The Jane Street Slam: Conspiracy or Reality? (50:46) - Capital B Advisory: Mission, Journey & What's Next (53:48) - Leaving TradFi & Going All In on Bitcoin Guest Links Scott Marmoll, Founder & Managing Director at Capital B Advisory LinkedIn: https://www.linkedin.com/in/scott-m-1720012b7/ Website: capitalbadvisory.com Host Links Jordan Guess: X: /jordanguess LinkedIn: /jordan-guess-cpa Website: bitment.co Wyatt O'Rourke: X: /wyattorourke_ Website: https://www.basilic.io/ Bitcoin for Financial Services Media Links X: /bffs_media Website: https://bffs.media/ YouTube: /@bffs_media Check out our awesome show sponsors! Basilic Financial: Your wealth deserves intention. Basilic Financial is a Bitcoin-focused wealth management firm that helps clients find balance between money and meaning. Basilic integrates sound-money strategies across four personalized services: financial planning, individual wealth management, retirement services for SMBs, and Bitcoin financial services. (Link: https://www.basilic.io/) Bitment: Tired of messy CSVs and broken cost basis? Bitment is the first Bitcoin-native accounting platform for CPAs, advisors, miners, and serious investors, delivering clean Bitcoin bank statements, reliable cost tracking, full reporting, and seamless fiat integration through Plaid. Ditch the headaches with robust accounting for the hardest money on earth. (Link: https://www.bitment.co/) Satoshi Pacioli: Run a Bitcoin business? Meet your full-service accounting and tax partner built for the Bitcoin economy. Satoshi Pacioli handles bookkeeping, financial reporting, tax compliance, and strategic planning for companies and individuals. Work with advisors who speak Bitcoin and keep you compliant while building long-term value. (Link: https://satoshipacioli.com/)