Tice Brown
Friday, 23 October 2026 · 4 min read · Listen to the episode ↗
Tice Brown describes how he estimates art values by comparing format, era and subject, then bids well below his estimates. He also explains his real-estate strategy of buying complicated, often zero-cash-flow interests, using defeasance to release mortgages and preserve flexibility. The conversation examines his defeasance of about $200 million in Electronic Arts bonds and the unresolved dispute over whether EA bondholders can put them back at 101 after the buyout.
The discussion examined how public companies used PIPE financing to build digital-asset treasuries, sometimes trading above the value of their crypto holdings. Ty Sprout of Woodmont Partners said a company might raise $500 million to buy $500 million of Bitcoin, reach a $1 billion valuation, then issue more shares to buy additional crypto. He invested a couple of million dollars to test whether a public shell could sustain such a premium, but said it did not in that case. Major hedge funds and top-10 pod shops participated in some PIPEs, often investing $2 million to $5 million per deal. Sprout described MNAV as a way to compare crypto assets with enterprise value, while emphasizing that debt changes the equity calculation and that debt-funded buybacks depend on expectations for Bitcoin.
Sprout said he initially shorted Bitcoin against his stock position when Bitcoin was at $117,000, removed the short as Bitcoin declined, and bought more stock; he had held the position for about a year and a half. A separate investor characterized a Bitcoin-treasury stock as leveraged exposure to a possible Bitcoin recovery, supported by non-recourse, non-cross-collateralized borrowing, and said a 23% one-day fall prompted a substantial purchase. The stock had declined from about 200% of MNAV in August 2025 to the 70% range by January 2026, and had reached 57% of book value. The investor said shares bought below book value could be accretive, but stressed that the position was a gambling-proxy bet and that the Bitcoin thesis could be challenged by alternatives. The company had also announced an intended AI pivot, invested in a data center and electrical assets, retained cash and some Bitcoin, and appeared less correlated with Bitcoin based on public disclosures. The investor described subsequent management discussions and legal issues as messy, said they filed as a 13G, and were asked to serve as a witness in lawsuits.
Tice Brown said he estimates art value using simple quantitative comparisons by format, era, and subject, then bids well below his estimate—sometimes around 20% of what he believes a work is worth. He said value per square inch is not linear: very small works can be unpopular, while very large works are difficult to value, with a small Raphael that sold for $50 million as an exception. Another investor described a fine-art business focused mainly on Impressionist works and an opaque market, where a seven-figure artwork reportedly sold in the same year for six or seven times its purchase price. The investor attributed the return to a wide bid-ask spread.
Most of Brown’s capital is in real estate across about 12 states. He seeks complicated interests, often in properties without cash flow that other buyers may avoid, and sometimes buys below an asset’s unlevered value after defeasing its loan. Defeasance uses government obligations held in trust to match future debt payments and release a mortgage, requiring attorneys and accountants. Brown described a 1031 structure in which sale proceeds pay down a mortgage and most equity is re-advanced after 30 days, which he said can preserve 1031 treatment while making proceeds available as borrowing. In one example, lease income matched debt payments, leaving no property cash flow; Brown said a negotiated zero-cash-flow purchase returned about five times in two months on a six-figure investment. He prefers non-cross-collateralized leverage, so one asset’s losses do not endanger others, while acknowledging that the failing asset’s equity can be lost.
Brown said he defeased about $200 million across six Electronic Arts bonds. EA had issued 30-year, investment-grade bonds at very low rates, and they later traded at roughly 60–70 cents on the dollar as rates rose. After EA’s buyout in an LBO, bondholders argued that a change of control and downgrade let them put the bonds back at 101; EA argued defeasance preserved the contracted payments and covered the credit exposure. The dispute hinges on whether the contractual conditions were met, including whether the bonds would be downgraded. EA was trying to persuade ratings agencies to maintain double-A credit quality. One speaker said most people consulted thought EA would prevail, but emphasized uncertainty; bond prices also reflected both interest rates and credit spreads, making the effects hard to separate.
The conversation also distinguished Berkshire Hathaway’s use of insurance float to fund equity investments from reported loans by insurer affiliates connected to Mark Walter and Todd Bowley. Speakers said Nebraska rules allow insurers to invest float in equities, including microcaps, but treated affiliate lending as a separate question. The reported loans were short-term and renewed every six months; shorter maturities may carry lower capital charges, but borrowers cannot count on renewal. Other discussion covered simplifying strategy and capital allocation by combining companies, with Tesla and SpaceX market values proposed as a possible basis for an exchange ratio, while speakers noted valuation uncertainty and the need for a special committee and fairness opinion. They also debated falling equity multiples, higher long-term rates, and whether reported earnings growth warranted adjustments for capital spending and valuation gains in holdings such as Google’s Anthropic stake. A Goldman speaker recalled doing no deals from about September 2008 to March 2009 while the convertible-bond market was shut, and said Buffett’s trades and TARP’s preferred-stock-with-warrants structure helped provide a template for rescue-style public investments and reopen convertible issuance.
This summary was generated from the episode transcript and can contain mistakes.