Unchained
Unchained
Laura Shin
Twenty One Aims to Buy as Much Bitcoin as Possible. Can It Succeed? - Ep. 824
49 minutes Posted Apr 25, 2025 at 1:00 pm.
Introduction
How Twenty One plans to buy more bitcoin than anyone else
The key risks behind the reflexive BTC acquisition strategy
Why more companies are copying the MicroStrategy playbook
Jack Mallers’ role and why the CFO matters even more here
Could one bad move blow these companies up?
The types of investors this model attracts
Did Twenty One launch at the worst possible time?
How to think about investing in BTC vs. these BTC-heavy stocks
Unchained regulatory reporter Veronica Irwin on why a market structure bill might be on its way relatively soon
Crypto News Recap
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Show notes
A new company called Twenty One is making waves—with a launch strategy that echoes Strategy (formerly MicroStrategy), a cap table that includes Tether, SoftBank, and Cantor Fitzgerald, and a plan to acquire more Bitcoin than anyone else.
They’re starting with 42,000 BTC, worth nearly $4 billion, and they’ve hinted they’ll use convertible debt, equity raises, and other market mechanics to buy more.
But is this just a smarter MicroStrategy? Or a recipe for financial reflexivity gone wrong?
In this episode, Matthew Sigel, head of digital assets research at VanEck, digs into:
How the strategy works and why it could break
What happens if the stock trades below NAV
Why timing the market may be a feature, not a bug
And whether this signals a new phase in corporate Bitcoin exposure
Sigel also shares a bold idea for “BIT Bonds” that could let the U.S. Treasury issue Bitcoin-linked government debt. Could it work?
Plus, Unchained regulatory reporter Veronica Irwin talks about her scoop that we might see a crypto market structure bill as early as this week. 
Visit our website for breaking news, analysis, op-eds, articles to learn about crypto, and much more: unchainedcrypto.com
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Guest
Matthew Sigel, Head of Digital Assets Research at VanEck
Links
Unchained: 
Press Release: Tether, SoftBank Group, and Jack Mallers Launch Twenty One, a Bitcoin-native Company, Through a Business Combination With Cantor Equity Partners
The Block: Strike founder Jack Mallers to lead Tether-backed multi-billion bitcoin buying venture, Twenty One Capital
Ryan Watkins’ post on X
Jeff Park’s post on X
Timestamps:
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