Castle Island Ventures
On The Brink with Castle Island
Hosts Matt Walsh and Nic Carter of Castle Island Ventures explore news and deals in the public blockchain space and talk to some of the leading experts in the industry. Learn more and stay up to date at CastleIsland.vc and follow on twitter @CastleIslandVC
Author
Castle Island Ventures
Category
Podcast website
Latest episode
Jul 10, 2026
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Episodes
Lorien Gabel (Figment) on the Latest Developments in the Staking Market (EP.579) 03.12.2024 30:54
Lorien Gabel, the founder and CEO of Figment joins the show. In this episode we discuss: The latest developments at Figment. Post-election impact on the general crypto markets and the staking category. How Figment is approaching the institutional staking market opportunity. Staking in the context of investment products. Evolving ecosystems like Eigen Layer, Babylon and Bitcoin Layers 2s. The stabl...
Weekly Roundup 11/28/24 (OFAC loses vs Tornado, Cantor owns some Tether, More OCP2.0, Who we're thankful for) (EP.578) 28.11.2024 33:53
Matt and Nic are back for another Thanksgiving episode of OTB. In this episode: Fire departments love thanksgiving Who we're thankful for Eggnog is underrated Justin Sun puts $30m into World Liberty Financial Marc Andreessen appears on Joe Rogan and covers OCP 2.0 Why were non crypto tech peopled shocked by Choke Point revelations? Trump is looking to shift power from the SEC to the CFTC An appeal...
Weekly Roundup 11/22/24 (Bitcoin $100k?, Gensler Resigns, Nocoiner Rankings, Looking Back) (EP.577) 22.11.2024 43:16
Matt and Nic return for another week in the markets. In this episode: How is the DOGE going to work? Bitcoin is heading to 100k Gary Gensler announces his resignation as SEC chair We look back at Gensler's awful term 18 state AGs file a lawsuit against the SEC The SEC's dealer rule is tossed by a judge Trump is mulling the creation of a crypto czar Microstrategy is trading at a massive premium The...
Aaron McDonald (Futureverse) on Metaverse Technologies (EP.576) 21.11.2024 30:09
Aaron McDonald, the founder of Futureverse joins the show. In this episode we discuss: Aaron's professional career and the path that led him to founding Futureverse . How he has built the company through a mix of organic growth and acquisitions. How blockchains and digital currency interact with Metaverse technologies. The future of virtual worlds and gaming technologies. The L1 and L2 blockchain...
Weekly Roundup 11/15/24 (Congressional agenda, FTX vs Binance, Polymarket raid) (EP.575) 15.11.2024 42:41
Matt and Nic return for news and deals. In this episode: Nic recaps his trip to Congress Vibes in Congress post election The likelihood for stablecoin and market structure bills What are the prospects for the Strategic Bitcoin Reserve What's happening in Devcon? 18 state AGs are suing Gensler and the SEC Gensler is hinting at retirement FTX sues Binance and CZ Sam Trabucco forfeits $70m in assets...
David Low (Hata) on Crypto in Southeast Asia (EP.574) 13.11.2024 24:25
David Low , CEO and cofounder of Hata joins the show. In this episode, In this episode, Wyatt and David discuss: Crypto adoption in Southeast Asia Regulatory attitudes Operating a centralized exchange Bitcoin interest vs other cryptoassets in the region
Weekly Roundup 11/08/24 (Trump wins, crypto candidates win, Election implications) (EP.573) 08.11.2024 47:33
Nic and Matt are back with more news and deals. In this episode: Trump resoundingly wins the election A demographic realignment Polymarket versus the polls Podcasts and twitter versus the legacy media How did the pro-crypto candidates do? Trump promises to fire Gensler on day 1 How did the Fairshake PAC do? Review of key Senate races Will Trump execute on his crypto promises? Moreno defeats Brown...
Hadley Stern (Marinade) on Institutional Staking (EP.572) 04.11.2024 37:27
Hadley Stern , the Chief Commercial Officer of Marinade joins the show. In this episode we discuss: Hadley's career in the blockchain industry. The early days of researching and building blockchain products at Fidelity. The landscape for banks in the United States as it relates to digital asset product development. The evolving regulatory landscape and the prospects of pro-innovation legislation...
Weekly Roundup 11/01/24 (US Treasury on Stables, Polymarket volume, Singh Sentenced) (EP.571) 01.11.2024 31:31
Matt 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 fu...
Pat Larsen (Zenledger) on Digital Asset Tax and Compliance (EP.570) 29.10.2024 30:12
Pat Larsen, the founder and CEO of Zenledger joins the show. In this episode we discuss: The latest developments in the tax and compliance categories within digital assets. How asset managers and large financial institutions are increasingly adopting digital assets. The compliance obligations of financial services firms as it relates to digital asset trading. The venture capital landscape for digi...
Weekly Roundup 10/25/24 (Stripe acquires Bridge, Polymarket whale, Stables as Fintech 3.0) (EP.569) 25.10.2024 30:21
Matt and Nic are back for more news and deals. In this episode: The Polymarket whale is identified BTCUSD predictions for the election Election models versus prediction markets Stripe acquires Bridge for $1.1b Did the Bridge deal make sense for Stripe? Stablecoins as Fintech 3.0 Nigeria frees Tigran Gambaryan Kraken is launching the Ink blockchain Buenos Aires is launching a blockchain-based ident...
Weekly Roundup 10/18/24 (Hagerty's Stablecoin Bill, WLF Launches, GOAT Coin) (EP.568) 18.10.2024 32:46
Matt and Nic are back for another week of news and deals. In this episode: Nic's Dutch misadventures Federal versus State regulation of Stablecoins TD Bank filed $3b for money laundering Are stake rewards property or income? Italy hikes capital gains taxes on Bitcoin Is Polymarket manipulated? Has the first AI bot millionaire been minted? The World Liberty Financial tokensale flopped Sponsor notes...
Weekly Roundup 10/11/24 (HBO Satoshi Unveil, SEC v Cumberland, World Liberty Fi tokensale) (EP.567) 11.10.2024 33:26
Matt and Nic are back for another week of news and deals. In this episode: Are shipping regulations making the oceans hotter? Is Satoshi Peter Todd? Is the identity of Satoshi the best mystery of all time? The SEC comes after Cumberland Crypto.com sues the SEC World Liberty Financial is doing a tokensale Uniswap announces Unichain Is Polymarket manipulated? Ryan Salame appears on Tucker Sponsor no...
Weekly Roundup 10/04/24 (CZ Free, Visa's stablecoin, Satoshi unveiled) (EP.566) 04.10.2024 35:08
Matt and Nic return for another week of news and deals. In this episode: Monad Madness CZ is released from jail Roman Storm's motion to dismiss is denied Mango settles with the SEC Swift is piloting digital asset transactions Bitwise submits and S-1 for a Ripple ETF Visa announces their Tokenized Assets Platform Franklin moves to Aptos The SEC's Gurbir Grewal steps down Sponsor notes Coin Metrics,...
Stephen Novenstern (Kintsu) on Building on Monad (EP.565) 03.10.2024 28:55
Stephen Novenstern , the founder of Kintsu joins the show. In this episode we discuss: Stephen's path to the cryptocurrency industry and the vision for Kintsu, a liquid staking project in the Monad ecosystem. The history of DeFi and the LST category. Why Monad and views on the net new primitives that are enabled by this new layer one blockchain. The future of layer one blockchains. Central limit o...
Weekly Roundup 09/26/24 (Chokepoint 2.0 updates, Gensler's House hearing, Ellison sentenced) (EP.564) 27.09.2024 37:53
Matt and Nic are back with another week of news and deals. In this episode: Gensler denies knowledge of Operation Choke Point 2.0 We recap the Silvergate collapse Why did the MSM ignore the new Silvergate revelations? Trump's fair banking access rule Looking back at the Signature closure Gensler appears in front of the House Caroline Ellison sentenced to 2 years in prison Options approved for Bitc...
Weekly Roundup 09/20/24 (Trump at Pubkey, Token 2049 review, RIP Airdrops) (EP.563) 20.09.2024 38:31
Matt and Nic are back for another week of news and deals. In this episode: Nic's Singapore Zyn problem Nic's Token 2049 keynote The Iggy Azalea Eric Wall debate Trump make an appearance at Pubkey in NYC World Liberty Financial continues to be insane SEC versus Flyfish club Are airdrops done for? Is JPM really the "largest user of blockchain"? Bhutan has a ton of Bitcoin Listening to podcasts with...
Alex Leishman (River Financial) on Launching Proof of Reserves (EP. 562) 19.09.2024 39:43
Alex Leishman , founder and CEO of River , joins us to talk about River's Proof of Reserve initiative. In this episode: River business update Building their own custodian Why Alex decided to do PoR now? River's PoR mechanics Proof of Reserve versus traditional audit What kind of assurances PoR gives users How does River handle privacy for PoR? Responding to various PoR critiques Boxing What's on...
Weekly Roundup 09/13/24 (Trump-Harris debate, World Liberty Fi, Stablecoins in EM) (EP.560) 13.09.2024 35:51
Matt and Nic return for another week of news and deals. In this episode: We review the Trump-Harris debate Matt's new wildlife problems Nic's birthday party Trump doubles down on World Liberty Financial The Castle Island stablecoins whitepaper is out! Our reactions to the emerging markets stablecoin report TZero gets approval to trade tokenized securities Coinbase's cbBTC North Carolina bans CBDC...
Weekly Roundup 09/05/24 (WorldLibertyFinancial, Galois settles with the SEC, XRP's stablecoin) (EP.559) 06.09.2024 37:47
Matt and Nic are back for another week of news and deals. In this episode: SEC fiscal year ending in September How to get accurate transfer volume figures for stablecoins How much volume do stablecoins really settle? Do SEC rules stop registered venture firms from voting in governance or staking? CFTC settles with Uniswap Robinhood settles with the California DoJ Choke Point 2.0 is still happening...
Dan Burke (Nirvana Labs) on Purpose Built Infrastructure for Web3 (EP.558) 04.09.2024 21:58
Dan Burke , CEO of Nirvana Labs , joins the show. In the episode we discuss: Dan's background and journey into the crypto space The role of nodes in a blockchain network and the complexities of running one independently Challenges with existing node infrastructure providers as companies in the space scale Nirvana 's product offerings including managed nodes and web3 cloud and the benefits of lever...
Mark Eckerle on Digital Assets at Withum (EP.557) 02.09.2024 35:43
Mark Eckerle , Partner at Withum joins the show. In this episode we discuss: Mark's journey into the digital asset/blockchain industry. Withum 's history in digital assets and how the firm came to prioritize working with clients in this category. The rise of stablecoins and the impact that these assets are having on corporate accounting and operations. How startups should evaluate tax, audit and...
Weekly Roundup 08/30/24 (Durov arrested, Trump's DeFi thing, the EU vs Tech Companies) (EP. 556) 30.08.2024 34:55
Matt and Nic are back for another week of news and deals. In this episode: Has cryptodollarization occured? Tigran Gambaryan is still detained in Nigeria Durov of Telegram was detained in France Should major tech companies leave the EU? The SEC settles with Abra Sony is launching an ETH L2 The mythical Harris reset VCs for Harris support Harris Trump's weird World Liberty Financial DeFi thing is l...
Scott Fletcher (Intersection GP) on Executive Search in the Digital Asset Industry (EP.555) 28.08.2024 26:07
Scott Fletcher, founder of Intersection Growth Partners joins the show. In this episode we discuss: Scott's professional background and the events that led him to launching Intersection Growth Partners. The Intersection Growth Partners business model and how they also became investors in a number of their clients' businesses. The current state of the Executive Search market for digital asset/block...
Weekly Roundup 08/23/24 (SALT Wyoming, Bozo of the Week, Fairshake drama) (EP.554) 23.08.2024 38:05
Matt and Nic are back for another week of news and deals. In this episode: SALT Wyoming review Nic's next fight How Bitcoin miners have a procyclical effect on the Bitcoin price Hunting Hill is launching a credit fund seeded by Kraken Wyoming is launching a stable token in Q1 of 2025 The SEC rejects CBOE's filings for SOL ETFs Is Gensler actually being slated to run Treasury under Harris? Tether...
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