Episodes

  • The Crypto Rundown 321: Trading MSTR with Reckless Abandon & The Illinois "Privilege Tax"
    Jun 22 2026

    On this episode, Mark Longo is joined by Bill Ulivieri of Cenacle Capital Management to break down the latest action across Bitcoin, IBIT, and the wider crypto derivatives space.

    The guys dive deep into MicroStrategy (MSTR), discussing its current 26% discount to net asset value and why Bill is looking to sell the $100 par puts "with reckless abandon." They also explore the Altcoin Universe—including the growing volume in PER (Hyperliquid), the latest on Circle, and a look at decentralized AI tokens like BitSensor (TAO)—before tackling a listener question on major regional transaction regulations that could ripple across the broader digital asset landscape.

    In this episode, we break down:

    • Bitcoin & iBit Breakdown: Navigating the dip to $62K, current iBit options flow, and the anticipation of a July 4th Clarity Act pop.

    • The MSTR Volatility Monster: Why MSTR options are trading at nearly 2x the volatility of iBit, and how to trade the current net asset value (NAV) discount.

    • Altcoin Universe: Deep dives into ETH futures, BMNR earnings, Circle time-spreads, and the rise of decentralized AI tokens like BitSensor (TAO).

    • Crypto Questions: Breaking down new regional digital asset transaction acts, what they mean for self-custody wallets, and the upcoming industry pushback against surprise transaction fees.

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    45 mins
  • The Crypto Rundown 320: A Wild Week In MSTR, PURR, BMNR And More
    Jun 15 2026

    Bitcoin and the broader crypto markets are catching a strong bid this week! In this "Just the Facts, Ma'am" edition of The Crypto Rundown, host Mark Longo breaks down the explosive trading activity, volume shifts, and options volatility shaking up the digital asset space.

    We skip the noise and dive straight into the derivative products you are actually trading in your accounts, tracking the major shift from spot crypto to listed securities.

    On this episode, we break down:

    • The Bitcoin Breakdown: BTC rallies over 3,300 handles to cross $66,700. Plus, a deep dive into IBIT options flow, historical skew comparisons, and why the out-of-the-money calls are struggling to catch a bid.

    • The MSTR Action: MicroStrategy (MSTR) pops $8 in a single day. We analyze its massive 71% implied volatility (IV), upcoming debt deadlines, and the big institutional call-overriding action trading on short holiday cycles.

    • The Altcoin Universe: A full market cap shuffle. Ethereum (ETH) and ETHA options catch a bullish long-term bid, while BMNR sees heavy FLEX options volume to manage exercise risk.

    • Stablecoins & Hype Tokens: Inside the massive 83% IV on Circle options, and why traders are aggressively loading up on PURR at-the-money options straddles.

    • Crypto Price Watch: Quick updates on the weekly moves for Solana (SOL), XRP, Litecoin (LTC), Cardano (ADA), and Shiba Inu (SHIB).

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    22 mins
  • The Crypto Rundown 319: Hunting for Juice in PURR, HYPE, IBIT, CRCL, BMNR, MSTR and More
    Jun 9 2026

    Bitcoin breaks below key psychological levels, Ethereum continues to struggle, and crypto traders are searching for yield anywhere they can find it. On this episode of The Crypto Rundown, Mark Longo is joined by Bill Ulivieri of Cenacle Capital Management to dive into the latest crypto market chaos, volatility, and opportunities.

    The duo explores the recent Bitcoin selloff, the growing role of spot crypto ETFs, volatility and options activity in IBIT and ETHA, and whether traders should be buying the dip or staying on the sidelines. They also examine the explosive rise of Hyperliquid and PURR, the ongoing drama surrounding Circle (CRCL), the latest developments in BitMine (BMNR), Strategy (MSTR), Solana, XRP, and more.

    Plus, they tackle listener questions on Bitcoin dollar-cost averaging, crypto market sentiment, stablecoin regulation, Michael Saylor's latest moves, and whether the next great crypto opportunity is hiding in plain sight.

    In this episode:

    • Bitcoin breaks below $60K and rebounds
    • IBIT options activity and put-selling opportunities
    • ETHA, Ethereum weakness, and ETF trading trends
    • Circle (CRCL) volatility and stablecoin outlook
    • Hyperliquid, PURR, and the hunt for yield
    • BMNR's aggressive Ethereum accumulation strategy
    • Solana, XRP, DOGE, and the broader altcoin landscape
    • MSTR, Michael Saylor, and Bitcoin treasury strategies
    • Crypto options, volatility, covered calls, and premium selling
    • Listener questions and market outlook
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    53 mins
  • The Crypto Rundown 318: Perps, Counterparty Risk and HYPE
    Jun 1 2026

    What role will perpetual futures play in the next evolution of crypto trading? On this episode of The Crypto Rundown, Mark Longo sits down with Nirup Ramalingam, CEO and Co-Founder of Bridgeport, to discuss the rise of crypto perps, institutional demand, counterparty risk, custody challenges, capital efficiency, tokenization, 24/7 markets, and the growing influence of traditional finance in digital assets.

    Plus, we break down the latest action in Bitcoin, Ethereum, IBIT, Hyperliquid (HYPE), Solana, XRP, Dogecoin, Circle, BitMine and more as crypto markets navigate another volatile stretch.

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    33 mins
  • The Crypto Rundown 317: Talking Gold, Crude, Equities, Predictions And More With Coinbase
    May 19 2026

    Is Coinbase becoming the "everything exchange"? Boris Ilyevsky, Head of Coinbase Derivatives Exchange, joins host Mark Longo to discuss their massive expansion beyond crypto into traditional commodities, equities, and prediction markets.

    On This Episode:

    • The Commodities Boom: Record retail volume in gold, silver, and WTI crude oil.

    • Going 24/7: Coinbase's plans to launch the first US weekend trading for gold and silver futures, plus new perpetual listings (HYPE & BNB).

    • 24/7 Options Debate: Will traditional equity options ever move to a round-the-clock schedule?

    • Modernizing Finance: Prediction markets, real-world asset tokenization, and using USDC as real-time collateral.

    • Bitcoin Breakdown & Altcoin Universe: Analyzing BlackRock's IBIT options flow, its strange correlation to the VIX, and heavy options activity in ETH, BMNR, and Circle (CRCL).

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    41 mins
  • The Crypto Rundown 316: Crypto Counterparty Risk Gives Everyone Nightmares
    Apr 28 2026

    Institutional adoption of crypto is here, but the "nightmare" of counterparty risk still keeps many major players on the sidelines. In this episode, Mark Longo sits down with Gideon Hyams, co-founder and chairman of STS Digital, to discuss how they are bridging the gap between traditional finance (TradFi) and the wild world of crypto derivatives.

    Gideon shares his journey from the legendary O'Connor market-making desks to the crypto "dark side," explaining why STS Digital is now making markets in over 400 different tokens. We dive deep into:

    • The Evolution of Skew: How the "Ibit" effect has fundamentally changed Bitcoin volatility and why Ethereum might be the better play for tail-risk protection.

    • Solving Counterparty Risk: The importance of regulated jurisdictions like Bermuda and institutional-grade custody integration with BitGo and Fireblocks.

    • Exotic Options & Structured Products: Moving beyond simple covered calls to risk reversals, reverse knock-outs, and yield-enhanced notes.

    • The Altcoin Universe: Why the Central Limit Order Book model fails for long-tail assets and how RFQ (Request for Quote) systems are saving the day.

    Later in the Bitcoin Breakdown and Altcoin Universe segments, where we look at the "summer lull" hitting the markets, the current state of Bitcoin and ETH volatility, and the latest moves in Solana, Circle, and even Shiba Inu.

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    41 mins
  • The Crypto Rundown 315: Is the World Ready for a Bitcoin VIX?
    Apr 21 2026

    The "Fear Gauge" has officially arrived in the crypto world. In this episode, Mark Longo welcomes Rob Hocking, Global Head of Derivatives at Cboe, to the Hot Seat to break down the launch of the Cboe Bitcoin Volatility Index (BITVX).

    In this episode, we explore:

    • The BITVX Reveal: How Cboe is using IBIT (iShares Bitcoin Trust) options to calculate a 30-day forward-looking volatility metric for Bitcoin.

    • Institutional Shift: Why Bitcoin is evolving from a retail "crypto trade" into a legitimate macro asset class.

    • The SKU Flip: How IBIT options have fundamentally changed the "call wing" dynamics of Bitcoin volatility.

    • Tradable Volatility: Is a tradable Bitcoin VIX future on the horizon? Rob shares the technical hurdles and Cboe's vision.

    • Cboe's Crypto Ecosystem: A look at Bitcoin Index options (MBT/CBT), perpetual futures, and the potential for crypto prediction markets.

    Plus, Mark breaks down the weekly Bitcoin Breakdown, covering the recent rally to $76k, the cooling of bearish skew, and heavy put-spread activity in the IBIT tape.

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    39 mins
  • The Crypto Rundown 314: Bitcoin is Only for Widows and Orphans
    Apr 14 2026

    Is the volatility dream dead, or is Bitcoin just growing up? In this episode, host Mark Longo is joined by Mr. Bill Ulivieri of Cenacle Capital Management to break down a surprisingly "sleepy" couple of weeks in the digital asset space.

    As Bitcoin rallies toward the $72k mark, the crew explores why implied volatility (IV) is cratering and whether BTC has officially transitioned into a "risk-free" asset suitable only for "widows and orphans."

    In this episode, we dive into:

    • The Bitcoin Breakdown: BTC's climb to $72,352 and why 30-day IV has dropped nearly 10 points.

    • IBIT Analysis: How the flood of equity flow into Bitcoin ETFs is "killing the juice" for option traders.

    • Altcoin Universe: A look at the Top 10 market caps, the persistence of Tron, and why Ethereum feels like the "next TLT."

    • The "Degen" Corner: Introducing C-CUP (the T-Rex 2x Long Daily Target ETF) for those who find Circle too boring.

    • Stacks (STX): Why Bill is eyeing this "forgotten" token as a massive AI + Bitcoin infrastructure play.

    • Mainstream Adoption: The impact of the new Visa Bitcoin Rewards card and what it means for annual supply.

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    32 mins