• Private Debt Unpacked: The sharp structural differences between US leveraged buyouts and local market dynamics.
• Sports as an Institutional Asset: How locked-in media rights, fan engagement, and ecosystem data deliver compounding, inflation-hedged returns.
• Deal-Level Risk Management: Behind the scenes of high-conviction transactions with McLaren Racing, the Miami Dolphins, and Rugby Australia.

In this episode of Inside the Rope, host David Clark sits down with Jeremy Samuel, Founder and Managing Director of Anacacia Capital, to break down the mechanics of disciplined investing across private and public mid-market space. High-net-worth investors and wealth managers frequently face the dilemma of choosing between crowded, mega-cap equities priced to perfection or chasing speculative, unproven early-stage growth. Jeremy draws upon foundational principles learned directly under Yale Endowment legend David Swensen to demonstrate how seeking out market inefficiencies, maintaining strict capital preservation, and shunning benchmark-hugging scale can generate superior long-term, double-digit returns. From evaluating private equity roll-outs to managing listed small-caps in volatile market cycles, this discussion offers a blueprint for patient capital allocation and rigorous down-market protection.

Key Takeaways

• The Yale Endowment Philosophy: Learn how David Swensen’s core tenets – exploiting illiquidity premiums, focusing on market inefficiency, and avoiding conventional scale for the sake of fees – translate into Australia’s mid-market.
• Private vs. Public Inefficiencies: Discover why Anacacia avoids competitive bank-led auctions in favor of bilateral exclusivity, and how those same alignment principles apply to listed small-and-mid-cap equities.
• True Downside Protection: Uncover how disciplined valuation (e.g., paying 5–6x earnings rather than 100x revenue) yields outperformance during market drawdowns and broader economic stress.
• Operational Case Studies: Practical lessons from successful Australian mid-market transitions, including household names like Rafferty’s Garden, MGI Golf, and Appen.