Weekly Roundup 02/27/26 (Insider Predicting, OCC implements GENIUS, ZachXTB fingers Axiom, Jane St vs Terra) (EP.704)

Matt and Nic are back with another week of news and deals. In this episode: 

  • Kalshi has detected and banned two accounts for insider trading
  • Is Polymarket going to have to add KYC?
  • Is there a tradeoff between informational efficiency and market fairness
  • The OCC de facto bans stablecoin yield in its rulemaking around GENIUS
  • Meta is considering partnering with a stablecoin issuer
  • Stripe is bullish in their annual report
  • ZachXBT determines that Axiom employees have been abusing the platform
  • Terraform labs accuses Jane Street of insider trading
  • WSJ reports that Binance overlooked Iranian sanctions violations
  • Justin Drake unveils a post-quantum roadmap for Ethereum
  • Matt Corallo says Nic is wrong about Bitcoin and quantum

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Weekly Roundup 02/20/26 (CFTC claims Prediction Markets, rogue AI agents, ETH’s existential crisis) (EP.703)

Matt and Nic are back with another week of news and deals. In this episode: 

  • Crypto VC funds have some dry powder
  • CFTC chair Mike Selig asserts jurisdiction over prediction markets relative to the States
  • Is Kalshi more reliable than interest rate futures?
  • The CLARITY Act inches closer to passing
  • Shake up at Gemini
  • OpenClaw agents are going to start phishing crypto users
  • Bitwise aims to launch prediction market ETFs
  • Bridge gets their OCC charter
  • Hyperliquid launches a lobbying arm
  • DAT hangover continues
  • Blockfills reveals a $75m hole
  • Ethereum is having an identity crisis
  • Base is moving away from Optimism
  • Neel Kashkari’s bad faith stablecoin criticism

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Raj Parekh (Monad Foundation) on Stablecoins and The Next Era of Fintech (EP.702)

Wyatt sits down with Raj Parekh, Head of Stablecoins and Payments at Monad. In this episode:

  • Will enterprises build out their own stablecoin solutions?
  • Will card payments continue to grow, or be challenged by other forms of payments?
  • What is the role of governments in driving whether stablecoin adoption will continue, accelerate, or decelerate?
  • How does Monad work with leading financial organizations?
  • Where do you see opportunity for novel tech solutions around stablecoins?
  • Will there be many stablecoins or a smaller number of stablecoins at scale?
  • Will companies run their own corporate chains?
  • How should companies look at embedding stablecoins in their workflows from scratch?

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Weekly Roundup 02/13/26 (SBF wants a retrial, taking stock of Web3, Clarity deadlocked) (EP.701)

Matt and Nic are back with another week of news and deals. In this episode: 

  • Matt reflects on the Patriots season
  • We review the Superbowl Ads
  • Looking forward to the OpenAI wearable
  • Is “something big happening” in AI?
  • Does crypto accelerate the rise of malicious AI?
  • Are all communications networks going to break down in 90 days?
  • SBF wants a new trial
  • Blackrock adds BUIDL to Uniswap
  • Blockfills suspends withdrawals
  • Robinhood is internalizing their prediction market product
  • The stablecoin yield issue in Clarity is still a problem
  • Fairshake is getting active in the midterms
  • Is Chris Dixon right about Web3?
  • We review winter olympic sports

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Bhavin Vaid (Birch Hill) on Better Markets for Tokenized Assets (EP.700)

Wyatt sits down with Bhavin, co-founder of Birch Hill to chat about the tokenized asset and DeFi market broadly. In this episode:

  • Who is assessing whether cryptoassets are safe in DeFi today?
  • Who is assessing risk and ensuring assets are solvent and not fraudulent?
  • How have these standards been set and how are they evolving?
  • What is a risk curator, how do risk curators make money, and what is their role?
  • Is it the responsibility of protocols, curators, wallets, or someone else to protect users from buying bad assets?
  • How do you expect non-DeFi-native market participants will start to enter this market?
  • Will users eventually buy, hold, and sell assets on protocol interfaces, brokerages / exchanges, or risk curator interfaces?
  • Does the Fat Protocol Thesis hold true? Where does value accrue today?

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Weekly Roundup 02/06/26 (Bitcoin bloodbath, Digesting Epstein’s Emails, Ethereum rethinks L2s) (EP.699)

Matt and Nic are back with another week of news and deals. In this episode: 

  • Bitcoin grapples with the fallout of the Epstein Emails
  • Did Jeffrey Epstein influence Bitcoin development?
  • Is Bhutan selling their Bitcoin?
  • Do Bitcoin devs care about quantum?
  • Is Bitcoin Core under the influence with sophons
  • Kyle Samani steps back from Multicoin
  • What Samani’s departure means for crypto
  • Is web3 dead forever?
  • Vitalik starts second-guessing the L2-centric roadmap
  • Tether is trading at a slight discount

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Weekly Roundup 01/30/26 (Fidelity’s FIDD, Gold rally, Worldcoin and AI bots, digital alibis) (EP. 698)

Matt and Nic are back with another week of news and deals. In this episode: 

  • Matt is heated about the Belichick HoF vote
  • Fidelity launches a stablecoin FIDD on Ethereum
  • Market structure passes Senate Ag Cmte
  • The White House crypto council is being revived to find a compromise on stablecoin yield
  • Fairshake has another war chest for the midterms
  • Do stablecoins cause bank deposit contraction?
  • Tether has 140 tons of gold now
  • Why is Bitcoin not participating in the “debasement” trade?
  • Is gold at risk from alchemy?
  • People are still worried about quantum
  • Will Worldcoin save us from AI bots?
  • What’s the solution to the AI slop apocalypse?
  • Digital alibis with blockchains

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Weekly Roundup 01/23/26 (CLARITY stalls, Iran’s USDT reserves, Is Web3 Social over?) (EP.697)

Nic and Matt are back for another week of news and deals. In this episode: 

  • There’s a big storm coming
  • Matt’s playoff picks
  • Farcaster sells to Neynar
  • Is this the nail in the coffin for Web3Social?
  • Where Farcaster went wrong
  • BitGo goes public
  • NYSE is building a tokenized security trading platform
  • Are we looping back around to enterprise blockchains?
  • A MA judge has issued an injunction against Kalshi
  • Jeffries drops Bitcoin from its model portfolio over quantum risk
  • Coinbase launches an advisory board on quantum
  • Trump sues JPM for debanking him
  • Does the Central Bank of Iran really control $500m worth of USDT?
  • What’s next for Caroline Ellison?

 

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Weekly Roundup 01/16/26 (CLARITY problems, InfoFi Dead, CA Wealth Tax, Kontigo) (EP.696)

Matt and Nic are back after a week off. In this episode:

  • The Clarity market structure bill markup is delayed for now
  • Coinbase backs out of supporting Clarity
  • The bank lobby is trying to torpedo Clarity
  • Kontigo is accused of ignoring sanctions
  • X changes its API to block InfoFi
  • California’s wealth tax has backfired already
  • BitMine invests $200m into Mr Beast’s company
  • Why tokenized deposits aren’t as interesting as stablecoins

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Wyatt & Jake Lynch on Onchain Financial Markets (EP.695)

Wyatt, Henry, and Jake recently put out a report called “Total Value Lost”, exploring how best to assess the value of various DeFi markets – starting with lending markets. This episode is a continuation of that conversation, exploring what carries value in DeFi going forward, particularly on the back of a shaky market period. This discussion covers:

  • Where does the recent, ongoing market selloff leave us?
  • What metrics matter for onchain markets?
  • What market dynamics contributed to the October 10 washout?
  • How does leverage manifest in onchain markets, and what does it look like today?
  • How do you assess the value of illiquid cryptoassets?
  • What drives revenue multiples.
  • Which protocols will benefit from the tokenization of other asset classes, and which will struggle?
  • How do the individual behaviors and incentives of investment funds contribute to crypto market volatility?

Check out this episode!

Weekly Roundup 01/02/26 (2026 predictions, wealth taxes, secret insolvencies) (EP.694)

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
  • Predictions for 2026
  • Is there a secret exchange insolvency?
  • What constitutes insider trading for prediction markets? 
  • Is the four year cycle finally over? 
  • Is it time to try socialfi again? 
  • Kickstarter snafus

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2025 Highlights and 2026 Predictions with Blockchain Coinvestors (EP.693)

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 Coinvestors visit fifthera.com/blockchain

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Weekly Roundup 12/19/25 (Quantum FUD, CLARITY markup, are forks obsolete?) (EP.692)

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
  • Insolvent exchange prediction markets
  • Visa’s stablecoin advisory business
  • JPM launches a tokenized Treasury fund MONY
  • Quantum FUD
  • Why Quantum might be a surprise
  • Bitwise 2026 predictions
  • The four year cycle is over
  • Grabby aliens and the Dark Forest

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Corn (Yearn Finance) on the Evolution of DeFi Protocols (EP. 691)

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
  • How incentive mechanisms in defi have changed in 2025
  • What caused the collapse of xUSD and Stream Finance?
  • What is the role of risk curators in defi?
  • The state of onchain cybersecurity and recent hacks
  • What is the appetite for defi from non-crypto users and institutions, and will a declining fed funds rate help?
  • How do defi protocols drive value to their native tokens?
  • How “decentralized” is defi today?

Check out this episode!

Weekly Roundup 12/12/25 (Do Kwon sentenced, DTC no action letter, Circle’s private stablecoin) (EP.690)

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

  • CIV grows the team
  • Nic does not regret 8 years in crypto
  • People are getting blackpilled about crypto
  • Does speculation in crypto have positive externalities?
  • Matt has never seen LOTR
  • Will web3 ever come back?
  • The OCC lets banks broker crypto trades
  • The Bitwise 10 lists
  • Rushi Manche returns with a fund
  • Circle is launching a private stablecoin
  • The DTC gets a no action letter from the SEC to settle tokenized securities
  • We do a Terra/Luna restrospective
  • Terra’s fatal mistake
  • Oracle mishaps on prediction markets
  • Why did the nation’s largest teachers union come out against the Market Structure bill

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Weekly Roundup 12/05/25 (The trouble with Taproot, a prediction market paradox, HFSC OCP.2 report) (EP.689)

Matt and Nic are back with another week of news and deals. In this episode: 

  • Quantum risk again
  • Are banks filled with spooks?
  • The trouble with Taproot addresses
  • Microstrategy’s dollar reserve
  • Kalshi is going on chain
  • Prediction market predicaments
  • Are insiders monetizing Google search information on Polymarket?
  • Are prediction markets insider trading machines by definition?
  • DAT activist fights
  • Vanguard adds Bitcoin ETFs
  • House Financial Services Committee releases their final report on OCP2.0
  • What’s going on with leverage in crypto?
  • Are AI agents going to start stealing crypto?
  • Is Eliezer Yudkowski to be trusted?
  • AI is going to usher in the golden age of fraud

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Stepan Simkin (Squads) on Stablecoin-Powered Financial Services

Stepan, founder of Squads, sits down with Wyatt on today’s episode. In this discussion:

  • Squads’ evolution from a DeFi-facing product to servicing a broader range of companies’ asset treasury needs.
  • What are the pain points of local small-medium businesses?
  • What is driving the gradual global movement from local currencies into USD stablecoins?
  • The appetite for safe yield across user types.
  • Other traditional digital banking players and how they are evolving with technology.
  • How the stablecoin trend impacts governments.
  • What happens to local banks?

Check out this episode!

Weekly Roundup 11/27/25 (Who we are thankful for, S&P downgrades Tether) (EP.687)

Matt and Nic record a special Thanksgiving episode of OTB. In this episode: 

  • What’s the deal with deep fried turkeys?
  • Polymarket gets CTFC approval
  • Klarna is launching a stablecoin on Tempo
  • Upbit is hacked
  • Berachain drama
  • Tether gets a downgrade from S&P
  • Robinhood is spinning up their own prediction market with Susquehanna
  • Are Visa and Mastercard moving fast enough?
  • Who are we thankful for?

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Weekly Roundup 11/21/25 (Quantum FUD, DAT hangover, stablecoin duration risk) (EP.686)

Matt and Nic are back for another week of news and deals. In this episode: 

  • Is Quantum FUD causing Bitcoin to sell off?
  • Ray Dalio is worry about Quantum
  • Scott Aaronson is worried about quantum computing
  • Vitalik is worried about quantum
  • Quantum upgrade scenarios
  • Are we still suffering from the flash crash?
  • The DATs are selling
  • DAT spot arbitrage
  • Will the US government end up with the Satoshi coins
  • Should the government bail out AI?
  • Will NFTs come back?
  • IBIT is Harvard’s largest 13F position
  • David Frum on stablecoins
  • Will stablecoins require a bailout?

Check out this episode!

Weekly Roundup 11/14/25 (Miran speech, Cash App adds Stables, DAT Hangover)(EP.685)

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 

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