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Trophy assets: why billionaire families pay a premium

Built on Chapter 13 of The Single Family Office by Richard C. Wilson. Full chapter text: FamilyOffices.com.

The popular picture of billionaire investing is exotic funds and complex products. What I see in practice is a strong pull toward things you can touch. Families want real assets with lasting value. Some go further and pay well above market for a trophy.

Why the ultra-wealthy like hard assets

Many families did not make their money in finance. Land and buildings feel more intuitive to them than a fund strategy. Real estate also created a great deal of the world's wealth, so many families already know it well.

There is a simple comfort in it too. If inflation jumps or stocks fall hard, a good property still has value. And if prices stall, the family can still earn income by renting it out.

What a trophy asset is

I know several wealthy families who have paid a premium to secure a trophy. By that I mean a property with unique prestige or social value. Think of a famous landmark tower in a major city or a historic grand hotel known around the world.

A normal developer might admire such a property but would not pay what a family will. The developer is judging rent and resale. The family is also buying something harder to price.

What families get for the premium

A stage for relationships. Families use trophy properties to host meetings and events. Owning a place that people want to visit opens doors.

Brand and credibility. A landmark adds weight to the family's name with sellers and other families.

Long-term holding value. Families can hold for generations. One-of-a-kind assets are rarely for sale, so owning one can be worth more over decades than a spreadsheet suggests.

Cross-purpose properties

Not every premium purchase is about prestige. Some families buy property they will use. I worked with a family office that owned a large business park outside a city center. It used much of the space for its own operating businesses and leased the rest.

I compare this to a private jet. If a property serves the family's businesses or adds prestige that helps those businesses, paying more can make sense. The key is to count those benefits honestly, over the long term.

Where trophy buying goes wrong

The danger is buying for ego. A family may overpay, then find the asset is costly to run and hard to sell. Grand hotels in particular are part property and part operating business. They need strong management, constant upkeep, and close attention to competitors.

Before buying, families should ask a few blunt questions. Would we still want this if no one knew we owned it? Can we afford to run it through a bad decade? Who would buy it from us, and at what kind of price?

How families balance trophies with income

Most families I know balance trophies with steadier holdings. Apartment buildings and hotels are favorites because of their income. Families tend to be more cautious than professional real estate investors. They often pay up for safer locations and use less debt.

Many hold several kinds of real estate at once, owning some directly and investing in others through funds or listed real estate trusts for easier access and liquidity.

What to take from this

  • Expect a trophy asset to cost more than its income alone justifies.
  • Count real benefits, such as hosting and credibility, and be honest about ego.
  • Plan for running costs and management, especially for hotels.
  • Balance trophies with income-producing real estate.

This page is general information, not legal, tax, or investment advice. Speak with qualified advisors before any major real estate purchase.

Questions and answers

What is a trophy asset? A property or asset with unique prestige or social value, often bought at a premium.

Why would a family overpay? For hosting and credibility, plus long-term value that a normal developer would not price in.

What are the risks? Overpaying for ego, high running costs, and a thin pool of future buyers.

What real estate do families prefer for income? Apartment buildings and hotels are common favorites.

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