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Who is left to sell Bitcoin?
James Check (Checkmate) and Michael Sullivan are back for round two after Peak Apathy. We put Check’s on-chain analysis alongside Michael’s language-based sentiment research to explore the gap between Bitcoin’s recovering price and the crowd’s lingering disbelief.
Check explains his seller-exhaustion thesis and why a calendar is no substitute for studying how holders behave. Michael breaks down excitement, desire, fear and anger—and why hoping for a higher price is not the same as buying Bitcoin.
We also discuss coin age and spending behavior, DCA versus emotional buying, how to measure Bitcoin’s returns, and why quieter Bitcoiners may simply be busy building businesses and raising families. Then we zoom out to adoption “one funeral at a time,” shifting narratives, AI, scarcity, and the history embedded in Bitcoin’s UTXO set.
Both guests remain bullish, but their thesis is not a guarantee: Check allows for another selloff, and Michael explicitly separates his long-term conviction from the next two weeks.
Recorded October 19, 2026.
JAMES CHECK / CHECKMATE
MICHAEL SULLIVAN
ROUND ONE — PEAK APATHY
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SPONSOR DISCLOSURE Verify Wealth paid for this placement. I'm not a client of theirs, just a believer in what they're building. Nothing in this podcast should be taken as individual financial advice.
If you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
FOLLOW ME (Walker) on @WalkerAmerica on X | @TitcoinPodcast on X | Nostr Personal (walker) | Nostr Podcast (Titcoin) | Instagram | YouTube | Everywhere else
Could AI change how society makes decisions—and why is Erin Redwing watching 2032? Erin joins Walker for a conversation about Bitcoin, artificial intelligence, astrology, historical cycles and keeping your human agency in a world that is changing fast.
We discuss the AI you notice versus the AI you don't, why long-form conversations matter when a clip can turn you into someone else, and how we both use AI in our creative work. Erin explains her interpretation of planetary and civilizational cycles, including her speculative 2032 thesis, before we get into internet mind viruses, humor, the next generation and why Bitcoin gave her hope.
Erin's ideas about astrology and 2032 are her interpretations and open questions, not established predictions or investment advice.
ERIN’S LINKS
Website: https://erinredwing.com X: https://x.com/realizingerin YouTube: https://www.youtube.com/@realizingerin Hell Money: https://hell.money/
Join Walker's Substack to get new episodes dropped straight in your inbox: https://walkeramerica.substack.com/
PARTNERS & DISCOUNTS:
SPONSOR DISCLOSURE Verify Wealth paid for this placement. I'm not a client of theirs, just a believer in what they're building. Nothing in this podcast should be taken as individual financial advice.
f you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
FOLLOW ME (Walker) on @WalkerAmerica on X | @TitcoinPodcast on X | Nostr Personal (walker) | Nostr Podcast (Titcoin) | Instagram | YouTube | Everywhere else
How much Bitcoin is enough—and what is it actually for? Jessy Gilger, CFP® and founder of Verify Wealth, joins Walker to connect Bitcoin conviction with the practical work of taxes, inheritance, cash flow, and making time for the people you love.
We discuss why your legal documents, financial plan, and Bitcoin keys need to agree; how unclear inheritance instructions can burden a grieving family; and how tax planning fits into a life built around Bitcoin. Jessy also explains the idea behind Bitcoin Scholars Fund and why “stay humble, stack Saturdays” matters just as much as stacking sats.
Jessy Gilger
Verify Wealth — Walker landing page: https://verifywealth.com/Walker
I do not receive any commission from this link; it is only a landing-page tracking link.
Jessy on X: https://x.com/idahohodl
Bitcoin Scholars Fund: https://bitcoinscholars.org
PARTNERS & DISCOUNTS:
If you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
FOLLOW ME (Walker) on @WalkerAmerica on X | @TitcoinPodcast on X | Nostr Personal (walker) | Nostr Podcast (Titcoin) | Instagram | YouTube | Everywhere else
Chapters
00:00 Intro: death, taxes, 21 million
01:11 Jessy Gilger: Cybertruck, self-driving & privacy
10:49 Why Jessy built Verify Wealth
12:22 Sponsor: Ledn
13:36 Sponsor: Blockstream Jade Plus
14:47 Why Bitcoiners need a financial plan
16:57 The problem with percentage-based advisory fees
21:24 Bitcoin taxes, cost basis & planning ahead
25:07 Roth accounts, gifting & tax buckets
28:10 Expats, residency & capital gains
30:14 Tax-loss harvesting & wash-sale discussion
33:15 Bitcoin Scholars Fund & school-choice credits
37:38 Connect your keys to your inheritance plan
42:09 Probate, trusts & family privacy
47:52 Give your spouse confidence, not a puzzle
50:22 Plan B: jurisdiction, custody & optionality
55:20 Death, taxes, 21 million & the money printer
01:00:42 Cash flow, retirement & spending with purpose
01:07:05 Market cycles, goals & when to sell
01:14:08 “I have enough Bitcoin”
01:17:54 Stay humble, stack Saturdays
01:18:59 Verify Wealth & Bitcoin Scholars Fund
Newsletter: https://walkeramerica.substack.com
Editorial Correction
At approximately 1:04:29, the conversation mentions airline pilots retiring at 62. The FAA limit for pilots serving in Part 121 airline operations is 65: https://www.faa.gov/faq/what-maximum-age-pilot-can-fly-airplane
In this episode of The Bitcoin Podcast, I sit down with Cory Klippsten, CEO of Swan Bitcoin, to talk about where Bitcoin stands today. Cory explains why he thinks most Bitcoin treasury companies fell short of what they promised, and why he now recommends keeping at least 90% of your Bitcoin exposure in the real thing rather than stocks, ETFs, or other proxies. He also pushes back on the idea that AI agents will drive Bitcoin payments, arguing they'll mostly pay in digital dollars, and that the stronger use case is censored humans who need money that can't be stopped.
He also explains why his advice has hardened to keeping 90% or more of your exposure in real Bitcoin.
PARTNERS & DISCOUNTS:
GUEST LINKS:
X: https://x.com/CorySwan
SUBSTACK: https://dailybitcoiner.substack.com/
If you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
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Welcome to Kayfabe University. Class is in session.
Rod Palmer and Richard Greaser of The Bitcoin Bugle return for a conversation about the performance, propaganda, satire, and manufactured reality shaping life online.
We discuss fake audiences, bot-driven influence, political theater, Gen Z’s ability to monetize everything, and what happens when kayfabe produces real-world consequences. We also explore how to find signal in the noise, why authenticity is becoming a superpower, and the simple white pill of turning off your phone and living your life.
Join the substack to get new episodes delivered straight to your inbox: https://walkeramerica.substack.com/
FOLLOW BUGLE NEWS:
X: https://x.com/bitcoin_bugle
THE BUGLE WEEKLY PODCAST: https://fountain.fm/show/lxGTDDEMKkUGn2EN3YRi
FOLLOW ROD:
X: https://x.com/rodpalmerhodl
FOLLOW RICHARD:
X: https://x.com/GreaserRichard
PARTNERS & DISCOUNTS:
If you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
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Ben Justman is the founder of Peony Lane Wine, a Colorado winemaker, farmer, Bitcoiner, and one of the most entertaining voices in the Bitcoin space.
In this episode, Walker sits down with Ben to discuss the very real story of bears destroying his vineyard’s grape crop, the harsh economics and uncertainty of small-scale farming, and why building a business around real products changes your perspective on money, risk, and time preference.
Ben explains why independent farmers face far more than weather risk—from frost and wildlife to thin margins and broken incentives—and why supporting local producers matters. The conversation also explores Bitcoin adoption, dollar-cost averaging, monetary debasement, Bitcoin versus stocks, and why Bitcoin can improve a person’s life long before it delivers the financial outcome they originally expected.
This is a conversation about resilience, sovereignty, entrepreneurship, agriculture, Bitcoin conviction, and continuing to build through difficult cycles.
Follow Ben Justman and support Peony Lane Wine:
PARTNERS & DISCOUNTS:
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The Coldcard vulnerability became the catalyst for one of the largest AI-powered security efforts in Bitcoin's history.
Walker America sits down with Rob Hamilton (AnchorWatch) to unpack Bitcoin's volunteer "Red Team," the future of Bitcoin security and self-custody, AI-powered vulnerability research, open-source software security, Kimi K3 vs. OpenAI, responsible disclosure, collaborative custody, and why the emerging AI arms race could fundamentally reshape cybersecurity far beyond Bitcoin.
In this episode:
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FOLLOW ROB:
X: https://x.com/Rob1Ham
ANCHOR WATCH: https://www.anchorwatch.com/
DONATE TO RED TEAM OPENSATS FUND: https://opensats.org/funds/red
PARTNERS & DISCOUNTS:
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Alex Thorn joins THE Bitcoin Podcast to discuss whether the Bitcoin bottom is in, the next Bitcoin bull market, changing market cycles, institutional adoption, Bitcoin price analysis, the Coldcard exploit, self-custody, multisig, AI-powered cybersecurity, hardware wallets, and why Bitcoin may be entering a fundamentally new era.
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FOLLOW ALEX:
X: https://x.com/intangiblecoins
PARTNERS & DISCOUNTS:
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Samson Mow joins Walker to break down the escalating controversy surrounding BIP 110, Bitcoin Core, OP_RETURN, spam filtering, and the difference between node relay policy and Bitcoin’s consensus rules. Samson explains why he believes BIP 110 attempts to force a rushed and contentious soft fork onto the network, lowers the threshold for future consensus changes, and could produce a short-lived minority chain with insufficient hash rate to survive.
Samson also compares the emotional arguments behind BIP 110 with those used during the Blocksize War, arguing that a desirable objective does not justify a dangerous technical solution. He discusses Bitcoin’s economic majority, miner signaling, the limits of node counts, the risks facing Lightning users and other network participants during a chain split, and why Bitcoin consensus must emerge slowly rather than being imposed through arbitrary deadlines.
Beyond BIP 110, Samson shares his bullish outlook for Bitcoin, explains why belief in the four-year cycle may have created a self-fulfilling selloff, and argues that exhausted sellers could set the stage for God candles and Omega candles. He also discusses the inevitability of large-scale fiat money printing, the upcoming rebuild of Aqua Wallet, and JAN3’s new nation-state Bitcoin adoption report and B20 country rankings.
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FOLLOW SAMSON:
NOSTR: https://primal.net/excellion
X: https://x.com/Excellion
FOLLOW JAN3: https://x.com/JAN3com
PARTNERS & DISCOUNTS:
If you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
FOLLOW ME (Walker) on @WalkerAmerica on X | @TitcoinPodcast on X | Nostr Personal (walker) | Nostr Podcast (Titcoin) | Instagram | YouTube | Everywhere else
Lyn Alden joins Walker to discuss where Bitcoin may be in the current market cycle, why today’s “peak apathy” could represent an accumulation zone, and how the massive flow of capital into AI has affected Bitcoin and crypto markets.
Lyn also breaks down Orange Juice, her new permanent-capital company designed to acquire durable, cash-flowing businesses and retain part of their earnings in Bitcoin. They explore why this model differs from pure-play Bitcoin treasury companies and traditional private equity, the coming generational transfer of small businesses, and how AI can make established companies more efficient without simply replacing workers.
The conversation also covers the Federal Reserve under Kevin Warsh, inflation and interest rates, AI as a long-term deflationary force, China’s open-source AI strategy, the geopolitical AI arms race, and why decentralized and open-source AI could ultimately empower individuals.
FOLLOW LYN:
NOSTR: https://primal.net/lyn
X: https://x.com/LynAldenContact
CHECK OUT ORANGE JUICE:
https://orangejuice.com/
LISTEN TO "THE STOLGUARD INCIDENT": https://www.audible.com/pd/The-Stolguard-Incident-Audiobook/B0H2BHLNKV
PARTNERS & DISCOUNTS:
JOIN THE SUBSTACK TO GET NEW EPISODES DELIVERED STRAIGHT TO YOUR INBOX: https://walkeramerica.substack.com/
If you enjoy THE Bitcoin Podcast you can help support the show by doing the following:
FOLLOW ME (Walker) on @WalkerAmerica on X | @TitcoinPodcast on X | Nostr Personal (walker) | Nostr Podcast (Titcoin) | Instagram | YouTube | Everywhere else
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