49:33

In this episode of the Invest Like a Billionaire podcast, co‑hosts Ben and Bob Fraser interview Alan Sokolitsky, Chief Investment Officer of Masterworks, a platform that makes fine‑art investment accessible to non‑accredited investors. Alan explains why art is a compelling, near‑zero‑correlation asset class and walks through Masterworks’ unique approach: building a proprietary 70‑year, 7,000‑artist transaction database; using data scientists and market experts to select paintings; purchasing whole works with balance‑sheet capital; placing each painting in its own single‑asset LLC that is SEC‑registered and fractionalized for public investors. The company provides a secondary market bulletin board and is transitioning to an ATS to improve liquidity. Valuations are performed quarterly by an internal team of certified appraisers supplemented by external appraisers. Historical performance shows post‑war and contemporary art appreciating ~14% annualized, impressionist/modern ~7.5%, and old masters ~2‑3%; realized net IRRs to date are ~15.3% overall, 20‑40% on sold pieces. Alan discusses drivers of value—inelastic supply, ultra‑high‑net‑worth demand, and bidding activity—along with risk factors, noting art’s volatility (~9% annualized) aligns with private‑equity. Fees are 1.5% management (paid in equity) plus 20% of profits, aligning incentives. Masterworks raised a $110 million Series A at a >$1 billion valuation. The conversation also covers exit strategies, the role of the dispositions team, and the company’s gallery and museum lending program.

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