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Most Expensive Celebrity Divorces and Payouts Ranked

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Alec & Jocelyn Wildenstein
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Published November 25, 2025 7:54 AM PST

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The World’s Most Expensive Celebrity Divorces and the Fortunes That Changed Forever

Celebrity divorces capture the public imagination because they offer a rare view into how extraordinary wealth is divided when marriages at the top of society come to an end. These breakups are not only emotional separations, they are financial events involving business valuations, stock holdings, publishing rights, art collections, real estate portfolios and long-term residual earnings. When billionaires, media moguls and global entertainers face divorce proceedings, their settlements can reshape stock markets, alter shareholder confidence and create headlines that stretch well beyond the entertainment world.

Jeff Bezos & MacKenzie Scott

Jeff Bezos and MacKenzie Scott divorced in 2019 after 25 years of marriage. As part of the settlement, she received about 4 percent of Amazon, roughly 139 million shares at the time, valued at around US$35–38 billion. Bezos retained 75 percent of the shared Amazon stock, along with full voting control over his ex-wife’s remaining shares. Importantly, MacKenzie also relinquished her interests in The Washington Post and Blue Origin.
Since the split, MacKenzie Scott has become a leading philanthropist. According to reports, she has donated more than US$19.2 billion to a wide range of causes. In recent years she has sold or given away a large portion of her Amazon shares — a 2025 filing shows she reduced her holdings by 58 million shares, worth about US$12.6 billion. This is not simply cashing out — it’s part of a strategy: disposal aligned with charitable giving, underlining how the divorce reshaped her long-term financial philosophy.

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MacKenzie Scott

Alec & Jocelyn Wildenstein

Art dealer Alec Wildenstein and socialite Jocelyn Wildenstein divorced in 1999, ending a 21-year marriage. The divorce was headline-making: Alec reportedly paid US$2.5 billion in a lump sum, plus US$100 million per year for 13 years, bringing the total to around US$3.8 billion. Some striking details emerged during the proceedings — a judge explicitly prohibited Jocelyn from using her alimony payments to pay for further cosmetic surgery. Their marital life had been glamorous but turbulent: their New York home, lavish spending and very public drama made the split a media spectacle. After the divorce, Jocelyn’s extravagant lifestyle continued, but she later faced financial troubles.

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Alec & Jocelyn Wildenstein

Rupert Murdoch & Anna Murdoch Mann

Rupert Murdoch and Anna Torv (later Anna Mann) divorced in June 1999, ending 32 years of marriage. Reports at the time estimated the settlement at US$1.7 billion, with Anna receiving around US$110 million in cash. This split had real business implications Murdoch’s media empire was vast, and disentangling personal and corporate assets was a high-stakes negotiation. Their divorce is often discussed in the context of how long-standing media empires handle the financial effects of personal separation.

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Bernie Ecclestone & Slavica Radić

Formula 1 boss Bernie Ecclestone and Slavica Radić officially divorced in 2009, after 23 years of marriage. Multiple reports estimate the settlement at US$1.0–1.2 billion, combining cash, properties and other assets. A particularly unusual aspect of the deal: Ecclestone reportedly received US$100 million per year from his ex-wife’s trust in subsequent years. The settlement structure shows complexity — rather than a one-off payout, there was an ongoing financial arrangement, reflecting how divorce for ultra-wealthy couples can be far more than a legal severing: it affects long-term wealth flows.

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Harold Hamm & Sue Ann Arnall

Oil magnate Harold Hamm and Sue Ann Arnall divorced in a high-profile case that concluded around 2014. Sue Ann was awarded US$974.8 million in assets and cash, after years of litigation. At the time, Hamm’s net worth was reported in the tens of billions, making the settlement a massive transfer. According to public documents, she also secured several real estate properties — all of which significantly changed her financial standing and underscored the interplay between personal relationships and corporate wealth in resource industries.

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Why These Details Matter to Business and Wealth

Each of these divorces offers more than celebrity gossip — they provide a window into the complex mechanics of wealth management at the highest levels. When billionaires split, it's rarely about splitting checking-account cash: often, they are dividing shares in major companies, real estate holdings, legacy businesses, and even intellectual property.

  • In the Bezos divorce, for example, the transfer of Amazon stock didn’t just deliver a windfall — it changed her ownership stake in a global business.

  • In Ecclestone’s case, the multi-year payments reflect creative financial structuring, not just a lump-sum payout.

  • For Hamm, separating marital and business assets meant she received not just cash but tangible business-related holdings.

These splits also shed light on long-term risk management. When someone receives company equity in a divorce, their future value depends on the performance of that business — so the settlement isn’t just a one-off, but a long-term financial bet.

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