Why Bitcoin Always Wins in the Bear Market

Why Bitcoin Always Wins in the Bear Market

Author: Wyatt O'Rourke & Jordan Guess April 8, 2026 Duration: 1:13:25

What does it actually look like to build a Bitcoin media empire from the ground up and then take it public? In this episode, Jordan and Wyatt sit down with Brandon Green, CEO of BTC Inc., to explore the state of Bitcoin narratives, the mechanics behind Bitcoin treasury companies, and why true institutional adoption still hasn't arrived.

Brandon breaks down the full arc of BTC Inc.'s journey, from intern sweeping floors to CEO of one of Bitcoin's most influential companies, and what the Nakamoto acquisition actually looked like behind the scenes. We get into why Saylor's strategy is more Bitcoin maximalist than people realize, how treasury companies are orange pilling global capital markets one pool at a time, and why the bear market is where the real work gets done.

Brandon also shares his honest take on the de minimis exemption battle in DC, why Bitcoiners got outmaneuvered by the crypto apparatus, and what it's actually going to take to get it across the finish line. Plus the Elon story you didn't know you needed.

We close out with a candid conversation on where the biggest untapped opportunities in Bitcoin still are, why bear market events are where bull market narratives form, and why Brandon believes the best is still ahead.

Chapters (00:00) Introduction to Bitcoin and Conference Preparations (04:08) Brandon's Journey in Bitcoin and BTC Inc. (08:51) The Challenges and Rewards of Organizing Events (12:55) The Evolution of Bitcoin Conferences (16:49) International Expansion and Market Dynamics (22:53) Institutional Adoption and Market Narratives (35:35) M&A Experience and Future Outlook (38:59) Navigating M&A and Building a Bitcoin Company (43:29) The Role of Bitcoin in Business Strategy (45:53) Policy Challenges and the De Minimis Exemption (55:59) The Political Landscape and Bitcoin Advocacy (01:02:31) Opportunities in the Bitcoin Ecosystem

Guest Links

Brandon Green CEO at BTC Inc.

LinkedIn: /brandon-green

Website: 2026.b.tc

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/)


You’ll find Bitcoin for Financial Services Podcast lives at the intersection of established finance and a rapidly evolving digital asset landscape. Hosts Wyatt O’Rourke and Jordan Guess bring distinct, grounded perspectives to each conversation. Wyatt, author of The Bitcoinization of Finance and founder of Basilic Financial, operates daily in the practical work of connecting traditional wealth management with Bitcoin’s emerging economy. Jordan’s complementary expertise allows them to dissect complex developments with clarity. Together, they move beyond hype to examine the tangible mechanisms, regulatory shifts, and institutional adoption that are actively restructuring financial services. This isn't about abstract theory; it's a close look at the tools, strategies, and real-world implications for professionals and serious investors. Each episode of this podcast feels like a focused discussion, unpacking how Bitcoin technology influences everything from portfolio construction to payment systems. If you're navigating the convergence of legacy systems and cryptographic innovation, the dialogue here provides a necessary and nuanced compass. Tune in for analysis that respects the depth of both finance and the foundational technology changing it.
Author: Language: English Episodes: 22

Bitcoin for Financial Services Podcast
Podcast Episodes
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This episode, we sit down with a payments veteran with 15+ years of payment innovation experience to dissect the inherent flaws of modern credit card rails and fiat payment systems. As financial professionals, we often s…
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We sit down with a privacy-focused AI founder to discuss the massive security holes in popular tools like ChatGPT and Claude. The convenience of these models often comes at the cost of client confidentiality and transpar…
1 Billion Users: Why the Lightning Network is Winning [not-audio_url] [/not-audio_url]

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We sit down with Lightning Network executive Bobby Shell to explore how Bitcoin is maturing from a tinkerer's hobby into an essential enterprise powerhouse. We break down the massive shift in payment rails, revealing how…