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On The Brink with Castle Island

Castle Island Ventures
Ethereum
Bitcoin
Web3
Coinbase
Stablecoins
Decentralization
Blockchain Technology
Bitcoin ETF
Cryptocurrency
Crypto
Capsule
CASA
Dynamic
Tether
Artificial Intelligence
Fileverse
Elizabeth Warren
Layer Two Roll-Ups
Fairshake PAC
Privacy In Blockchain

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

PublishesTwice weeklyEpisodes702Founded6 years ago
Number of ListenersCategories
BusinessInvestingTechnology

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Latest Episodes

Matt and Nic are back for the first OTB show of 2026. In this episode:

• Matt's ice rink adventures

• The House issues a draft of the PARITY Act

• The trouble with wealth taxes

• DATs continue to bleed out

• We talk about Nic's fiction story

... more

Matthew Le Merle and Mitch Mechigian of Blockchain Coinvestors join the show. In this episode we discuss:

• The top 5 themes of 2025 for the blockchain industry

• 2026 predictions and key themes to monitor

To learn more about Blockchain Coinves... more

Matt and Nic are back for more deals and news. In this episode:

• Secret exchange insolvency rumors

• Caroline Ellison is free

• David Sacks says CLARITY is getting a markup

• The Fed rescinds their 2023 Novel Activities Supervision program

... more

Henry sits down with Corn, head of business development at Yearn Finance, for a conversation about the evolution and current state of defi. In this episode:

• The history of defi from 2020 to today, and how the TerraLuna crash impacted the market... more

Key Facts

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Recent Guests

Stepan Simkin
Founder of Squads
Squads
Episode: Stepan Simkin (Squads) on Stablecoin-Powered Financial Services (EP.688)
Keone Hon
Co-founder of the Monad Foundation
Monad Foundation
Episode: Keone Hon (Monad Foundation) on Blockchains Built to Scale (EP.683)
Giovanni Vignone
Founder of Octane Security
Octane Security
Episode: Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Scott Bessent
Noted currency trader involved in Argentine peso trading
Episode: Weekly Roundup 10/31/25 (DATs selling coins, prediction market problems, Bessent's pesos) (EP.681)
Pelle Braendgaard
Co-founder and CEO of Notabene
Notabene
Episode: Pelle Braendgaard on the Notabene Flow payments platform (EP.674)
Steve Pack
Co-founder of RockSolid protocol
RockSolid
Episode: Ben Ward & Steven Pack (RockSolid) on DeFi Vaults (EP.671)
Ben Ward
Co-founder of RockSolid protocol
RockSolid
Episode: Ben Ward & Steven Pack (RockSolid) on DeFi Vaults (EP.671)
Walt Smith
Investor and thought leader in the Bitcoin and crypto space
Standard Crypto
Episode: Walt Smith (Standard Crypto) on VC Investing in Bitcoin (EP.666)
Austin Federa
Co-founder of DoubleZero
DoubleZero
Episode: Austin Federa (DoubleZero) on Building a Better Internet (EP.664)

Hosts

Matt Walsh
Co-host and Partner at Castle Island Ventures, focusing on investments in blockchain and crypto technologies.
Nic Carter
Co-host and Partner at Castle Island Ventures, known for his expertise in blockchain and cryptocurrency analysis.

Reviews

4.8 out of 5 stars from 562 ratings
  • Found the most boring pod in bitcoin

    If you want to hear two guys rattle off ‘news’ about companies nobody cares about, this is your pod. Some company acquired another company - snooze. Another company raised some money - zzzzz. The hosts even sound half asleep, how is anyone else supposed to find this drivel interesting.

    Apple Podcasts
    1
    Ixzo
    United Statesa month ago
  • Best Weekly Recap

    The insight and analysis from Matt and Nic is unmatched. I look forward to this recap every week. An absolute must listen. (Praying some terrorist turkey doesn’t take Matt out.)

    Apple Podcasts
    5
    jeromemichael888
    United Statesa month ago
  • What happened to you being vocal about the “bad boys”??

    The way you’ve flipped the pancake on the bad actors in your industry and inability to call out the grift going on by the White House is hugely disappointing. CZ gets pardoned and you call this “controversial”?? Your listeners have longer memories.

    Apple Podcasts
    2
    notageek99
    United States2 months ago
  • Used to be good

    bleh

    Apple Podcasts
    4
    kfixbwhdisa
    United States4 months ago
  • Used to be good

    Nic’s amoral embrace of all things AI strikes me as particularly soulless. And shameless. Very useful to him no doubt but on the human level, appalling. I am disgusted.

    Apple Podcasts
    1
    kfixbwhdisa
    United States7 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners appreciate the variety of guests and expert insights provided.
Criticism often arises regarding the hosts' tangents into politics and their analyses' perceived biases.
Hosts balance humor with deep dives into financial topics, keeping the energy engaging.
Insightful market updates that are both entertaining and informative.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Corn (Yearn Finance) on the Evolution of DeFi Protocols (EP. 691)
Q: What's the role and maybe the faults of the risk curators in some of these scenarios?
Corn explains that curators need to manage the risk within vaults, ensure sound collateral, and adapt to market demands, despite the overall business being challenging due to low profits.
Corn (Yearn Finance) on the Evolution of DeFi Protocols (EP. 691)
Q: What's the history of DeFi protocols and how they've evolved through 2021 and all the craziness, and then maybe all the way up to today in your experience?
Corn shares that Yearn has maintained an open culture, evolving from being a new entity in DeFi with many contributors to having a more selective onboarding process as the industry has matured.
Stepan Simkin (Squads) on Stablecoin-Powered Financial Services (EP.688)
Q: What makes them come to you guys?
Businesses seek Out Squads for better stablecoin management and simplified financial operations.
Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Q: How important is it that security is a day one thought?
It will be cheaper for you to approach this from day one, even though you don't think it is.
Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Q: Where do you guys sit in a stack or in a platform of offerings that a protocol might put into place?
We actually like to think of ourselves as a holistic solution from the pre-deployment standpoint, focusing on continuous vulnerability analysis.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About On The Brink with Castle Island

What is On The Brink with Castle Island about and what kind of topics does it cover?

Focused on the ever-evolving world of blockchain technology and cryptocurrency, this podcast features in-depth discussions on recent developments, market predictions, and critical issues facing the financial technology landscape. The hosts frequently engage with leading experts, covering essential topics such as stablecoins, decentralized finance, and the potential implications of quantum computing on cryptocurrency security. Unique to this series, there is a blend of insightful market analysis with a light-hearted tone, making it accessible to both seasoned investors and newcomers to the space.

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1. Unchained
2. Bankless
3. The Breakdown
4. The Pomp Podcast
5. What Bitcoin Did

How many episodes of On The Brink with Castle Island are there?

On The Brink with Castle Island launched 6 years ago and published 702 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on On The Brink with Castle Island?

Recent guests on On The Brink with Castle Island include:

1. Stepan Simkin
2. Keone Hon
3. Giovanni Vignone
4. Scott Bessent
5. Pelle Braendgaard
6. Steve Pack
7. Ben Ward
8. Walt Smith

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