Bitcoin for Financial Services Podcast

What does it look like to walk away from a private equity career, write one of the early economics books on Bitcoin, and then build a venture fund betting entirely on the infrastructure layer of the hardest money on earth?

In this episode, Wyatt and Jordan sit down with Eric Yakes, Managing Partner at Epoch, to explore what it actually takes to invest in the Bitcoin ecosystem, why the infrastructure around Bitcoin is a levered private market play on the most rapidly growing asset in history, and why most people still don't understand the size of the opportunity.

Eric breaks down his journey from private equity to Bitcoin author to venture capitalist, and what it took to launch Epoch's Fund One with 14 portfolio companies already deployed. We get into why nobody loses on a Bitcoin loan, why lending is one of the most underrated businesses in the ecosystem, and how cross-border payments are still in the landline-drilling phase of their buildout.

Eric also shares his framework for thinking about tokenization, why every digital signature that gets adopted makes the switch to Bitcoin easier, and why the fragmented patchwork of the old financial system is exactly what makes Bitcoin's open standard so powerful. We dig into stablecoins as free banking 2.0, why the Genius Act was straightforward regulatory capture by banks, and why the real Bitcoin adoption story over the next decade isn't Michael Saylor. It's Bitcoin as a reserve asset inside stablecoins.

We close out with Eric's honest take on AI's impact on startup cost structures, why we're entering the era of the idea guy, and where Wall Street actually stands on Bitcoin today. Plus why "digital gold" is just the pill pocket that helps traditional finance swallow something they don't yet know is good for them.

Chapters

(00:00) Introduction to Bitcoin and Eric Yakes

(01:57) Eric's Journey into Bitcoin and Economics

(06:11) The Evolution of Bitcoin Investment Strategies

(10:02) Venture Capital Insights and Startup Dynamics

(16:03) Opportunities in Financial Services and Bitcoin Ecosystem

(21:51) The Future of Bitcoin Loans and Financial Strategies

(26:07) Tokenization of Assets and Its Impact on Bitcoin

(31:38) The Challenges of Decentralization and Standards

(34:26) Stablecoins: A Bridge to Bitcoin Adoption

(46:26) AI's Role in Bitcoin and Financial Innovation

(53:27) Wall Street's Evolving Perspective on Bitcoin

Guest Links

Eric Yakes | Managing Partner at Epoch

X: x.com/ericyakes

LinkedIn: linkedin.com/in/eric-yakes-598a6956

Host Links

Jordan Guess

X: x.com/jordanguess

LinkedIn: linkedin.com/in/jordan-guess-cpa

Website: bitment.co

Wyatt O'Rourke

X: x.com/wyattorourke_

Website: basilic.io

Bitcoin for Financial Services Media

X: x.com/bffs_media

Website: bffs.media

YouTube: youtube.com/@bffs_media

Show Sponsors

Basilic Financial — Your wealth deserves intention. Basilic is a Bitcoin-focused wealth management firm helping clients find balance between money and meaning. Financial planning, individual wealth management, retirement services for SMBs, and Bitcoin financial services.

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. Clean Bitcoin bank statements, reliable cost tracking, full reporting, and seamless fiat integration through Plaid.

bitment.co

Satoshi Pacioli — Run a Bitcoin business? Meet your full-service accounting and tax partner built for the Bitcoin economy. Bookkeeping, financial reporting, tax compliance, and strategic planning for companies and individuals who speak Bitcoin.

satoshipacioli.com

What does it actually look like to leave a high-paying finance career, start publishing independent Bitcoin research from your basement, and end up as Chief Risk Officer of a publicly traded company? In this episode, Wyatt sits down with Jeff Walton, CRO at Strive and CEO of True North, to explore the mechanics of digital credit, the capital structure innovation happening inside Bitcoin treasury companies, and why the entire credit market is about to get repriced.

Jeff breaks down his journey from reinsurance broker to Bitcoin researcher to Strive, and what it actually took to get SATA off the ground as one of the smallest clean-balance-sheet issuers in the market. We get into why perpetual preferred equity is the most underrated instrument in finance right now, how the capital stack position — not the Bitcoin itself — is the real collateral, and why every dollar flowing into digital credit is a dollar leaving traditional credit forever.

Jeff also shares his honest take on why rating agencies are asleep at the wheel on Bitcoin, what Basel III risk weighting at 1,250% actually means for institutional adoption, and why the insurance industry is sitting on a ticking clock it doesn't fully understand. Plus the math behind why the MSTR flywheel is harder to break than most people think.

We close out with a candid look at where the biggest untapped opportunities in digital credit still are, why these instruments will eventually show up as collateral in reinsurance contracts and mortgage packages, and why Jeff believes digital credit is to traditional credit what Bitcoin was to the dollar.

Chapters

(00:00) Introduction to Jeff Walton and His Background (07:21) Transition from Insurance to Bitcoin (12:30) The Evolution of Bitcoin in Capital Markets (17:23) Current Market Assessment and Long-Term Outlook (21:16) The Impact of Basel Accords on Bitcoin (25:16) Challenges in Rating Bitcoin and Its Instruments (29:44) Bitcoin Treasury Companies and Their Role (34:14) Wall Street's Involvement in Bitcoin (38:40) Future of Bitcoin Treasury Companies (41:45) Exploring Digital Credit Instruments (46:14) Understanding Capital Structure and Risk Profiles (51:22) The Simplicity of Digital Credit Transactions (53:04) Analyzing the Potential Risks and Market Dynamics (01:02:57) Future Opportunities in Bitcoin Investment Products

Guest Links: Jeff Walton: CRO at Strive | CEO of True North

X: /PunterJeff

Email: [email protected]

Website: tnorth.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

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/)

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/)

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/)

What if you could hold Bitcoin for the long term, access liquidity when you need it, and do it all without ever giving up control of your keys? In this episode, we sit down with Ben Bryla, Director of Sales at Unchained, to break down everything their platform has to offer… from collaborative custody and collateralized lending to Bitcoin IRAs and inheritance planning, all built natively around Bitcoin.

Ben walks us through Unchained's collaborative custody model, how 2-of-3 multi-signature vaults give clients majority key control, and why the Connections feature is becoming a game-changer for advisors, CPAs, and estate planning attorneys. We cover the mechanics of Bitcoin IRAs with retained key control, collateralized lending with full collateral transparency, and a practical walkthrough of Unchained's inheritance protocol. We close out with a look at how financial professionals are starting to engage with the platform and why education is still the biggest hurdle.

Chapters (00:00) - Introduction to Bitcoin and Personal Journey (03:00) - Understanding Unchained and Collaborative Custody (06:04) - The Importance of Multi-Signature Custody (09:09) - Exploring Unchained's Financial Services (11:58) - Connections Feature and Its Benefits (14:55) - Community and Human Element in Bitcoin (18:09) - Future Features and Client Feedback (21:03) - Navigating Market Fluctuations and Building in Bear Markets (26:36) - Navigating Bitcoin Sales and Relationships (27:37) - Understanding Bitcoin Collateral and Loans (30:26) - Exploring Bitcoin IRAs and Retirement Options (34:01) - Inheritance Planning for Bitcoin Holders (38:28) - Expanding Outreach Beyond the Bitcoin Community (43:48) - Engaging Financial Advisors and RIAs (47:34) - Tax Reporting and Compliance for Bitcoin Users (50:05) - Ensuring Bitcoin Security and Recovery

Guest Links

Ben Bryla, Director of Sales at Unchained

X: @BitcoinBenjiiii

Unchained Website: https://unchained.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/)

What if you could live off your Bitcoin wealth without ever selling it and do it completely tax-free? In this episode, we sit down with Danny Baer, Director of Wealth and Asset Management at Meanwhile, to explore what it looks like to build a financial institution fully denominated in Bitcoin. Not bolting Bitcoin onto a fiat product, but actually using Bitcoin as the currency.

Danny walks us through Meanwhile's whole life insurance product, how it generates real Bitcoin yield, and why it may be the most tax-efficient way to live off a Bitcoin stack over a lifetime. We cover the mechanics of policy loans, cost basis assignment, inheritance planning, and how Meanwhile is the only company in the world with externally audited financials stated in satoshis. We close out with a look at how advisors and CPAs are starting to engage with the product and why education is still the biggest hurdle.

Chapters

(00:00) - Introduction to Bitcoin and Wealth Management (01:52) - Danny's Journey into Bitcoin and Meanwhile (06:25) - The Evolution of Bitcoin Perception in Finance (10:23) - Generational Wealth Transfer and Bitcoin (14:00) - Meanwhile's Unique Bitcoin-Denominated Insurance Products (21:40) - Mechanics of Meanwhile's Insurance Policies (34:09) - Custody and Yield Generation in Bitcoin Insurance (40:45) - The Future of Bitcoin Insurance and Advisor Reception

Guest Links

Danny Baer, Director of Wealth and Asset Management at Meanwhile

X:

LinkedIn: https://www.linkedin.com/in/danny-baer1/

Meanwhile Website: https://meanwhile.bm/

Host Links

Jordan Guess:

X: / jordanguess

LinkedIn: https://www.linkedin.com/in/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/)

When Bitcoin's price dropped and sentiment hit the floor in February 2025, most people expected adoption to slow. River's numbers told a completely different story… their highest volume month ever. In this episode, we sit down with Ben Epling, Relationship Manager at River, to unpack what's actually driving Bitcoin adoption behind the scenes at the individual, business, and institutional level.

Ben shares exclusive internal data points from River's latest research report, revealing a striking ownership shift: individuals were net sellers while institutions, businesses, and governments quietly accumulated. We explore why 63% of businesses on River plan to hold Bitcoin indefinitely, what's truly blocking business adoption (spoiler: it's the CPA), and how River's white glove service, clean tax reporting, and proof of reserves are setting the standard for what a trusted Bitcoin financial institution should look like. We close out with a look at River's vision for the dual currency era — direct deposit, bill pay, and making a Bitcoin standard more practical than ever for everyday businesses and their advisors.

Chapters

(00:00:00) - Introduction & Ben's Bitcoin Origin Story

(00:05:42) - How Ben Got to River & His Role in Relationship Management

(00:11:21) - River's Latest Research: Institutions vs. Individual Bitcoin Ownership

(00:15:59) - Why Individuals Have Been Net Sellers This Cycle

(00:21:13) - Business Bitcoin Adoption: Who's Buying & Why

(00:24:43) - What the RIA Landscape Actually Looks Like on Bitcoin

(00:28:16) - The #1 Reason Businesses Push Back on Bitcoin (Accounting)

(00:31:20) - How River Solves Cost Basis Tracking & Tax Reporting

(00:36:39) - Why River Stays Bitcoin Only & Focused

(00:42:26) - River's Record February: Volume, Custody & Interest Data

(00:45:57) - The Coinbase Breach, Security Culture & White Glove Service

(00:52:32) - Direct Deposit, Bill Pay & the Dual Currency Era

(00:55:29) - How River Works With Financial Advisors & CPAs

Guest Links

Ben Epling, Relationship Manager at River

X: @benepling

River Website: https://river.com

Host Links

Jordan Guess:

X: / jordanguess

Discord: / discord

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/)

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 see top-line revenue stripped of hidden interchange fees without fully grasping the burden it places on everyday business owners.

Our guest pulls back the curtain on the arbitrary nature of chargebacks, exorbitant processing costs, and the ultimate lack of settlement finality in the traditional system. We explore the massive opportunity surrounding the transition from Bitcoin as a store of value to its crucial real-world application as a medium of exchange. At last, we discuss the frictionless future of automated treasury management, native Lightning payments, and why even AI agents will inevitably require hard money.

This conversation is a compelling reminder that integrating sound money into operations is the ultimate defense against an increasingly fragile financial system.

Chapters

(00:00:00) - Introduction And The Evolution Of Bitcoin Payments

(00:04:04) - Why Legacy Fiat Payments Fail Small Businesses

(00:06:20) - Reducing Merchant Friction With Native Bitcoin Point Of Sale

(00:09:50) - Integrating Automated Bitcoin Treasury Management For Businesses

(00:12:15) - The Hidden Costs Of Credit Card Processing Fees

(00:14:33) - How Fiat Chargebacks Destroy Small Business Margins

(00:19:54) - Navigating Expensive Credit Card Rewards And Interchange Rates

(00:24:44) - Why Business Owners Need Bitcoin Payment Advisors

(00:28:49) - Navigating From Digital Assets To A Sound Bitcoin Standard

(00:36:00) - Adopting Corporate Bitcoin Strategies Over Extracting Fiat

(00:40:41) - The Importance Of The Bitcoin Spend And Replace Model

(00:48:45) - Solving The Merchant Adoption Chicken And Egg Dilemma

(00:52:44) - Why Future AI Agents Need The Lightning Network

Guest Links

Jason Keil, Founder & CEO at Polaris Payments and The Bitcoin Payments Advisor

X: / jkeil

Polaris Payments Website: https://www.polarispayments.com/

Bitcoin Payments Advisor Website: https://www.bitcoinpaymentsadvisor.com/

Host Links

Jordan Guess:

X: / jordanguess

Discord: / discord

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/)

In this episode, we sit down with a CPA and financial advisor to deconstruct why traditional value investing models are failing in the current economic environment. We explore the critical flaw in modern accounting, which relies on an unstable dollar that distorts business performance and erodes long‑term wealth. By analyzing ten years of data comparing the S&P 500 against M2 money supply growth, we reveal how many investors are simply treading water rather than generating real returns. We also discuss how the convergence of AI and Bitcoin creates a deflationary future that contrasts sharply with the inflationary reality of fiat currency. This conversation challenges financial professionals to fix their measuring stick before it is too late.

Chapters

(00:00:00) - Guest introduction

(00:02:09) - Merging Tax Services with Bitcoin Wealth Management

(00:08:00) - The Success of a Physical Bitcoin Office

(00:12:35) - Why Traditional Value Investing Models Are Failing

(00:14:12) - The Danger of Measuring Wealth in Unstable Dollars

(00:21:35) - Why Bitcoin Is the Only Stable Unit of Account

(00:24:00) - Exposing the Flaw in Corporate Finance Assumptions

(00:32:38) - Researching M2 Money Supply vs. S&P 500 Returns

(00:37:00) - Is the 60/40 Portfolio Strategy Dead?

(00:41:00) - Calculating True Inflation Beyond the CPI

(00:45:50) - Shrinkflation and the Hidden Cost of Quality Reduction

(00:49:00) - The Disconnect Between Wall Street and Main Street

(00:51:40) - How AI and Bitcoin Drive Future Deflation

(00:54:50) - The Hopeful Case for Bitcoin Adoption

Guest Links

Jonathan Kamps, CPA at Orange Horizon Wealth, LLC, a division of Vista Investment Partners

X: https://twitter.com/KampsJonathan

Jonathan's article The Illusion of Growth: https://tinyurl.com/66meh4ek

Orange Horizon Wealth Website: https://www.orangehorizonwealth.com/

Host Links

Jordan Guess: X: https://twitter.com/jordanguess

Discord: https://discord.com/invite/Xg55GVkc3f

Wyatt O'Rourke: X: https://twitter.com/wyattorourke_

Website: https://www.basilic.io/

Bitcoin for Financial Services Media Links:

X: https://twitter.com/BFFS_media

Website: https://bffs.media/

YouTube: http://www.youtube.com/@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/)

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 transparency, so we explore how financial professionals can mitigate these legal risks while still leveraging powerful technology. Our conversation covers the mechanics of trusted execution environments and how they differ from simply hoping tech giants respect their customers' privacy. We also dive into the emerging world of autonomous agents and why Bitcoin serves as the logical currency for machine-to-machine commerce. This is an essential guide for any firm looking to integrate artificial intelligence without compromising security or professional ethics.

Chapters

(00:00:00) - Protecting Confidential Client Data in the AI Era

(00:06:05) - How LLMs Process and Store Your Information

(00:08:07) - Why ChatGPT Data Is Not Subpoena-Proof

(00:12:54) - Stripping PII Before Using Public AI Tools

(00:16:49) - How Trusted Execution Environments Ensure Total Privacy

(00:19:21) - Safely Analyzing Tax Returns and PDFs with AI

(00:22:30) - The Risks of AI Proxies and VPNs

(00:27:22) - Running Local Models vs. Cloud-Based Solutions

(00:35:11) - Security Vulnerabilities in Autonomous AI Agents

(00:37:13) - Prompt Injection Attacks via Email Explained

(00:39:56) - Why AI Agents Will Use Bitcoin and Lightning

(00:46:08) - How Financial Professionals Can Survive the AI Revolution

(00:58:35) - The Economics of Token Pricing and Subsidies

**Guest Links

Mark Suman, co-founder & CEO of Maple AI**

X: https://twitter.com/marksuman

Nostr: https://primal.net/marks

Maple AI Website: https://trymaple.ai/

Host Links

Jordan Guess:

X: https://twitter.com/jordanguess

Discord: https://discord.com/invite/Xg55GVkc3f

Wyatt O'Rourke:

X: https://twitter.com/wyattorourke_

Website: https://www.basilic.io/

Bitcoin for Financial Services Media Links:

X: https://twitter.com/BFFS_media

Website: https://bffs.media/

YouTube: http://www.youtube.com/@BFFS_Media

Check out our awesome show sponsors!

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