When a seasoned lawyer loses his own business despite two decades of advising on major international transactions, something profound shifts. This episode features a former Legal Partner turned Entrepreneur who discovered that sophisticated founders face predictable blind spots—patterns that destroy innovative ventures regardless of legal counsel.

The conversation begins with his book "Blind Spots" but quickly moves into fascinating territory: the paradox of digital property recognition. While the UK's Genius Act now legally classifies tokens as property, this creates as many problems as it solves. (Property brings obligations like seizure, yet lacks the financing mechanisms traditional assets enjoy.) Banks won't lend against digital collateral without consistent valuation standards and insurance products—the infrastructure simply doesn't exist yet.

Drawing from 25 years of advisory experience, the guest outlines five structural vulnerabilities that compound dangerously during market crises: vision without protection, wrong metrics, crisis unpreparedness, partner evolution, and cash flow pressure. His forthcoming book launching February 11th offers practical frameworks like graduated trust and the 30% dependency threshold—tools to protect before problems emerge.

How can founders innovate boldly while remaining protected from institutional forces beyond their control?

Ready to discover the blind spots threatening your venture? This conversation combines hard-won wisdom with immediately applicable frameworks that could save your business.

In 1696, England attempted the world’s first tokenised property system, turning land into state-mandated legal-tender bills to rescue a collapsing monetary system. The National Land Bank failed, but its blueprint echoes today’s blockchain revolution. As the UK pushes toward a projected $4trillion tokenised real-estate market, the same questions return: can fractionalised property create liquidity without eroding trust? Three centuries on and the lesson endures - tokenisation transforms value, but sovereignty and confidence decide its fate.

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00:00:00 - 330 Years of Tokenized Property History

00:01:49 - Private Banks and Political Currency Control

00:02:50 - War Debt Drives Monetary Innovation

00:04:03 - England's First Legal Paper Money System

00:05:54 - Newton's Mint Reforms and Historical Currency Parallels

00:07:49 - Colonial Tokenized Property Money History

00:09:12 - Asset-Based Money and Property Rights

00:10:49 - Counterfeiting Charges and Informant Deals

00:12:16 - Counterfeiting, Digital Money, and Shadow Economy

00:14:32 - Australia's Counterfeiting Criminal History

Public blockchains are moving from experimental rails to components of regulated financial infrastructure, but adoption remains constrained by legacy policy frameworks. Institutional tokenisation is gaining traction (Franklin Templeton, Apollo and others now issue blockchain-native funds) as forecasts suggest up to $5tn of tokenised assets by 2030. Yet regulatory models still draw rigid lines between “public” and “permissioned” networks, a taxonomy increasingly irrelevant as hybrid architectures emerge. The next phase demands interoperability standards, legal settlement finality and risk-based regulation, not architecture-based restrictions.