Podcast Summary: The Wolf Of All Streets

Episode: Massive Bitcoin Volatility Ahead! Will $31B In Options Spark The Next Rally?

Host: Scott Melker
Guests: Andrew, Tillman
Date: October 28, 2025

Episode Overview

This episode dives into the record-setting $31 billion in Bitcoin options set to expire, market volatility, BTC’s evolving dynamics, and institutional adoption. Host Scott Melker, alongside Andrew and Tillman, explores macro drivers, recent market chaos, institutional strategies, and automated trading—infused with the sharp wit and candid banter characteristic of "The Wolf Of All Streets." They also cover personal investing approaches, insights from the Money20/20 conference, and live Q&A from the community.

Key Themes & Discussion Points

1. Historic Bitcoin Options Expiry & Market Volatility

• $31B in BTC options expires on Halloween—potentially massive volatility ahead.
• Is this a catalyst for a sharp move up, down, or a “snooze fest” as often happens?
• Scott contextualizes the price, “we’re trading at $116,000—a pretty good price right here at the 50 MA.” [02:05]

2. Recent Market Action: Resilience in the Face of Liquidations

• Record Liquidations: $19B in one day, $25B overall—yet only ~2% price movement.
  • “The fact that we moved basically nothing, I mean not even 2%...incredibly bullish, incredibly strong.”—Tillman [03:53]
• Moving Averages: Emphasis on the moving average trend as a long-term bullish sign.

3. Macro Backdrop: Institutional & ETF Flows

• ETFs have fundamentally changed BTC market structure—mainstream accessibility and automatic flows dampen historic weekend price retracements.
  • “We live in a different time now where you know, a bitcoin ETF is a well known commodity and is used by millions…”—Andrew [02:50]
• Shift in market behavior: Q3/Q4 inflows supporting new price floors.

4. Historical Context & Long-Run Conviction

• Comparison to Great Financial Crisis (S&P bottom and meteoric rise).
  • Lesson: Stay the course—every historic BTC dip was a buying opportunity.
  • “Nothing should shake you out of your position. Like, absolutely nothing.”—Andrew [05:41]
  • “Every dip in the history of bitcoin has been for buying, literally.” [05:56]
• Nearly half a year with BTC above $100k—a new era of mainstream legitimacy.

5. Insights from Money20/20 & Michael Saylor’s Evolving Pitch

• Saylor’s focus has shifted from pure BTC evangelism to yield/debt products built on BTC.
  • “He was talking about debt and yield products associated with his Bitcoin stack…It was really, really compelling.”—Scott [07:57]
  • Saylor is positioning MicroStrategy as a “Bitcoin bank” appealing to traditional finance (tradfi) principles.
  • “He’s appealing to those people without having to orange pill them.” —Andrew [08:37]
  • Saylor’s “broadening mentality”—not as maximalist as before.

6. Bitcoin Treasuries: Winners, Losers & Lessons

• Treasury Companies Ghosting: Most lack additional buying power after going all-in early.
  • Bitmine (Tom Lee) seen as a role model for disciplined dip-buying.
  • Saylor’s strategy: Started with corporate profits, now leverages Wall Street-provided tools.
  • “Getting into the game is a lot harder than talking about getting into the game.” —Tillman [14:26]
  • “He’s borrowing money to buy bitcoin and he gets to borrow the most money when bitcoin’s at its highest. Do you?”—Andrew [15:09]

7. The Next Phase: Tokenization & Institutional On-Ramps

• “Don’t fight the Fink” (Larry Fink, BlackRock CEO) is the new “Don’t fight the Fed.”
  • “Everything’s getting tokenized…what happens to futures markets when everything’s trading 24/7?” —Andrew [19:00]
  • BlackRock’s Ethereum integration and TradFi’s embrace of perpetual swaps foreshadow upcoming disruption.

8. TradFi’s Deepening Crypto Integration

• IBM announces a digital assets platform; even supposedly conservative institutions now innovate in crypto [23:38].
• JPMorgan Chase now accepts BTC and ETH as collateral.
  • “That’s massive… all those people now going, if I buy some bitcoin or eth, I can borrow against it.”—Tillman [24:47]
• Ultra high net worth (UHNW) clients drive adoption: JP Morgan & Goldman Sachs can’t ignore their clients’ crypto holdings.
  • “JP Morgan’s private bank and Goldman Sachs…when you get big money, that’s…who you go to.” —Andrew [25:35]
• Banks are preparing to offer lending/collateral functions akin to pre-IPO lending, now for crypto assets.

9. ETF Proliferation & Altcoin Opportunities

• New ETFs announced: Solana, HBAR, Litecoin, ZCash—altcoin exposure goes mainstream [31:00].
• Litecoin ETF “beyond me,” but points to the trend of tokenized + regulated products.

10. Sovereign Bitcoin Accumulation

• France considers a bill to accumulate 2% of the world’s Bitcoin as a strategic reserve (unlikely to pass, but foreshadowing global interest) [33:03].

11. Automated Trading, Portfolio Performance & Strategies

Scott’s Real-Money Public Portfolio (Arch Public)

• Started with heavy BTC buys at ~$121k and $125k, uses algorithmic strategies on Robinhood to trade BTC, ETH, SOL.
• Despite a brutal downturn, portfolio is up slightly; cash reserves grew from $8k to $26k via algorithmic trading.
  • “My Robinhood account here…is up slightly. It bought the dead ass bottom of Solana and Ethereum again and then sold it to make me more cash.” —Scott [35:20]
• Details of daily arbitrage strategy, showing specifics:
  • Example: Buy $2,900 SOL on a 2.5% drop, sell $1,300 if it rises 2.1%. [43:11]
• Automated yield harvesting: More trades, risk reduction, and compounding profits—even in high-volatility, bear markets.
• Robinhood’s advantages in fast-moving markets discussed.

Notable Quotes

• “You are better off if you use our tools, period. Full stop.”—Andrew [48:05]
• “It becomes an exercise of you imposing your will on the market.…it’s the most empowering feeling.”—Tillman [47:39]

12. Q&A, Accessibility, and Community

• No minimum portfolio size—automation helps even “small fish” avoid leverage-trap, emotional trading, and manual errors.
• Free product access, strong customer support ethos.
  • “You have no fear of reaching out…they’re some of the most exceptional people I’ve ever met.”—Tillman [53:41]
• Humorous interlude: Scott’s confessed ADD and multitasking.

Memorable Moments & Quotes

• On Saylor’s evolution:
  “He’s setting himself up as a Bitcoin bank. …he can go be the keynote speaker at the Bitcoin conference and get all of us excited about what bitcoin can do, but at the same time go speak to a bunch of tradfi guys.” —Andrew [09:45]
• On massive liquidations:
  “Nineteen billion on that day…and yet, not even 2% move. That’s…incredibly bullish.” —Tillman [03:53]
• On long-term conviction:
  “Every dip in the history of bitcoin has been for buying, literally.” —Andrew [05:56]
• On BlackRock’s involvement:
  “Don’t fight the Fink…if Larry’s out there going crazy about tokenization…what real risk am I taking?” —Andrew [19:00, 20:26]
• On automated trading:
  “Yield farming doesn’t care where it goes. It just cares that the thing shakes like a rattlesnake tail.”—Tillman [46:51] “It becomes an exercise of you imposing your will on the market…most empowering feeling…”—Tillman [47:39]
• On TradFi adoption:
  “All those people now going, if I buy some bitcoin or eth, I can borrow against it.”—Tillman [24:47]
• On humor and transparency:
  “Am I being transparent enough? Showing people exchange accounts on a live stream?”—Scott [46:01] —and—
  “I can’t manage brushing my teeth on time.” —Scott [50:54]

Timestamps for Key Segments

| Timestamp | Topic | |--------------|--------------------------------------------------------------------------------------| | 00:00–02:31 | Setting up: $31B BTC options expiry, market context | | 03:34–05:04 | Liquidation events, moving averages, bullish price action | | 05:18–07:57 | Long-term investment conviction, historic perspective, Saylor at Money20/20 | | 08:37–12:24 | Saylor as “bitcoin bank,” tradfi integration, treasury companies | | 13:42–21:14 | Saylor’s tactics, Tom Lee, tokenization, BlackRock/Ethereum, “Don’t fight the Fink” | | 23:38–27:38 | IBM, JP Morgan adopting BTC/ETH as collateral, TradFi & crypto convergence | | 28:51–30:32 | Lending rates, market safety, “too big to fail” dynamics | | 31:15–32:55 | ETF approvals for Solana, HBAR, Litecoin, & altcoin speculation | | 33:03–34:10 | France considering Bitcoin reserve, US government confiscations | | 34:27–38:31 | Scott’s Arch Public portfolio & algorithmic trading: success, transparency | | 39:23–47:39 | Details on trading strategies, compounding, the psychology of automation | | 48:05–52:57 | Case study for automated tools, accessibility, empowering retail investors | | 53:41–55:00 | Customer support culture, closing banter, Scott’s notorious multitasking | | 55:31–56:13 | Wrap-up, Scott’s sunrise, looking ahead |

Tone & Style

The tone is witty, candid, and insider-friendly—offering a blend of high-level market insight and relatable humor. Self-deprecating anecdotes, “dad jokes,” and fast banter make complex topics accessible to all listeners.

Final Takeaway

This fast-paced episode makes a strong case for long-term BTC conviction, the resilience and maturity of digital asset markets, and the inevitability of further institutional adoption. The team also provides actionable insight into algorithmic trading and effective portfolio management—reminding listeners that volatility is an ally when paired with the right tools.

Tagline:
“The portfolio's up, and the market’s down.” [55:31]

For more, tune in next Tuesday—or catch the sunrise over Las Vegas with Scott, still yellow from Vegas lighting, but never short on insights.