Weekly Roundup 11/01/24 (US Treasury on Stables, Polymarket volume, Singh Sentenced) (EP.571)
On The Brink with Castle Island
Release Date: 11/01/2024
Weekly Roundup 11/14/25 (Miran speech, Cash App adds Stables, DAT Hangover)(EP.685)
On The Brink with Castle Island
Matt and Nic are back for another week of news and deals. In this episode: The Senate Ag Cmte publishes a Market Structure draft Paul Atkins’ token taxonomy speech Fed Governor Stephen Miran gives a major stablecoin speech Grayscale files their S-1 Coinbase announces a tokensale platform Coinbase is leaving Delaware The Coinbase BVNK deal falls through Visa Direct adds stablecoin support The Czech republic buys Bitcoin DATs are struggling CBDC holdouts Jack Dorsey bends the knee on stablecoins Content mentioned: Stephen Miran,
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Weekly Roundup 11/07/25 (Balancer hack, DATs are suffering, Zcash rally) (EP.684)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: Tom Brady’s clone dog We reminisce on the Nic Carter v Mike Green debate Is the government shutdown draining market liquidity? The trouble with Opendimes Balancer hacked Stream finance’s xUSD collapses DATs are selling coins Why is Zcash rallying? Are stablecoins the lightbulb of crypto Content mentioned: JW Verret,
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Keone Hon (Monad Foundation) on Blockchains Built to Scale (EP.683)
On The Brink with Castle Island
, founder of the Foundation joins the show. In this episode: From the point of view of Keone's trading background, what is the promise of blockchains? Reimagining financial systems with blockchains in 2025 Why build Monad, and for anyone using a chain, why use Monad? How the importance of decentralization and chain efficiency becomes underscored during fragile market periods Auto-Deleveraging (ADL): What it is and why it is important. Where is there economic efficiency to be created? How has Keone gone about building a team to tackle this challenge? What would make Monad "successful" in 2-3...
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Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
On The Brink with Castle Island
Wyatt sits down with , the founder of , a crypto security platform focused on vetting application code pre-deployment. In this episode we discuss: What poses the greatest threat to crypto right now? How are hackers evolving? What are the important categories of crypto-facing cybersecurity? How much should startup teams be spending on security? How should teams think about counterparty risk? What do you wish early stage teams knew? Where is there room for improved security practices across the industry?
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Weekly Roundup 10/31/25 (DATs selling coins, prediction market problems, Bessent’s pesos) (EP.681)
On The Brink with Castle Island
Matt and Nic are back for more news and deals. In this episode: Mastercard buys Zerohash for around $2b Fiserv has a catastrophic day Bitwise launches a Solana staking ETF Is there another regional banking crisis? EthZilla sold some ETH to buy back shares Will there be activists with the DATs? Are prediction markets structurally doomed? Sen Tillis introduces the Ensuring Fair Access to Banking act Could you go back and time and trade effectively? Bessent’s great peso trade What’s going to happen with Venezuela? We review the Iran-Contra scandal Content mentioned in this episode: ...
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Geetha Panchapakesan (Tesser) on Enabling FIs to Utilize Stablecoins (EP.680)
On The Brink with Castle Island
, the founder and CEO of , joins the show. In this episode: Geetha's background in payments and how she arrived in stablecoins Major shifts across payments over Geetha’s career Building a one-stop shop solution for financial institutions, PSPs and MSBs Where FIs are today as it relates to engaging to stablecoins Regulatory tailwinds post-GENIUS See more at
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Weekly Roundup 10/24/25 (Quantum, Crypto Pardons, Fed Payment Accounts) (EP.679)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: Old fashioned crime is back Quantum risk to Bitcoin More outcry in Washington over the Democratic edits to market structure CZ gets a presidential pardon Federal Reserve announces a payments charter
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Weekly Roundup 10/17/25 (Flash crash, pig butchering scam busted, Erebor charter granted) (EP.678)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: We dissect the market structure behind the flash crash last week What happened with Binance and Ethena? Palmer Luckey’s de novo bank Erebor gets an OCC charter Paxos’ fat finger The US government has seized $15b in funds tied to pig butchering scams
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Pbj (Perpl) on the Perp DEX Market & Monad's Imminent Launch (EP.677)
On The Brink with Castle Island
Wyatt sits down with Pbj, the founder of , a prominent perpetuals exchange on the imminently launching Monad blockchain. In this episode: How large are perp exchanges in the crypto market? Why perps are attractive to crypto users and traders Hyperliquid's success What assets would people trade on Perpl vs Hyperliquid? What makes Monad unique Perps for other asset classes? Reasons to be excited
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Dave Balter (Flipside) on the convergence of AI and Blockchain Analytics (EP.676)
On The Brink with Castle Island
Dave Balter, the co-founder and CEO of joins the show. In this episode we discuss: How Flipside has shifted its product to fully harness the power of LLMs for analyzing public blockchain networks. Building a product organization in the age of A.I. Perspectives on the evolving landscape of layer one and layer two blockchains. How the role of a data analyst will evolve in the coming years. Where Flipside is focusing its efforts within the blockchain data/analytics segment. To learn more about Flipside visit and follow the company on .
info_outlineMatt and Nic return for another week of news and deals. In this episode:
- We check in on the presidential odds
- State races to watch
- As part of their quarterly earnings release, Microstrategy announced a plan to raise $42 billion in the next 3 years in order to buy more Bitcoin. The raise will be evenly split between equity offerings and sales of fixed-income securities.
- Coinbase pledged a future donation of $25 million to Fairshake to be used for the 2026 midterm elections.
- Nishad Singh, the former director of engineering for FTX, avoided prison time following his guilty plea and cooperation in the investigation into the exchange's collapse.
- Blackrock's IBIT Bitcoin ETF saw $872 million of net inflows on Wednesday, which marked a new record for the fund since the launch in January.
- The US Treasury released a quarterly fiscal report this week that had a section dedicated to digital assets, noting stablecoins growth has caused "a modest increase in demand for short-dated treasuries."
- The Bank for International Settlements announced they are no longer working on Project mBridge, a cross-border payment network for CBDCs backed by China, Hong Kong, UAE, Saudia Arabia, among others.
Content mentioned:
- Treasury Presentation to TBAC
- Fortune, Wash Trading on Polymarket
- Blockchain Association, Regulation by Enforcement
Sponsor notes:
- Polymarket and the Power of Collective Intelligence: In Coin Metrics' State of the Network issue 283, we dive into how Polymarket’s prediction markets operate on Polygon and analyze data behind the 2024 U.S. Presidential Election
- Withum’s Digital Currency and Blockchain Technology Team specializes in crypto-assets, offering accounting, tax and advisory solutions to fortify trust in a dynamic industry. Contact them today to get started. - withum.com/crypto