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Anthony J. F. O’Reilly, a charming, ambitious, Irish-born former chairman of the H. J. Heinz Company who also owned newspapers, luxury brands and trophy houses in France and the Bahamas, only to lose almost everything in his eighth decade, died May 18 in Dublin. He was 88.

The Irish Times and other Irish newspapers, citing a family spokesman, said he died in hospital. No cause was given.

From his earliest days, Mr. O’Reilly, known as Tony, has shown awkwardness about gifts. He was a world-class rugby player while still a teenager: the “red-haired pin-up of Irish rugby”, as the Guardian called him. His talent for business was equally precocious.

At 26, as marketing director of the Irish Dairy Board, he created the Kerrygold brand to sell Irish butter to English food shoppers, and it is still one of the country’s best-known global exports.

Mr. O’Reilly was recruited by Heinz to head its British operations in 1969, then moved to the company’s Pittsburgh headquarters, where he rose to chief executive and became the first chairman from outside the Heinz family. Under his leadership, Heinz’s value increased twelvefold. Business Week called him “one of the world’s most charismatic businessmen.”

“He has a million stories and he tells them all well,” a Heinz director, Richard M. Cyert, told Business Week in 1997. “When you sit down to lunch with him, it’s like going to the movies to be entertained.”

Mr. O’Reilly played tennis at the White House with President George H. W. Bush, who reportedly considered him for commerce secretary. He helped set up the Ireland Funds, whose promotion of peace projects in Northern Ireland undermined the Irish Republican Army’s fundraising among Irish Americans. Queen Elizabeth II knighted Mr. O’Reilly for his service to Northern Ireland in 2001.

He had a very unusual arrangement with Heinz that also allowed him to build his business empire. On Fridays, after work, he would fly to Dublin on a Gulfstream jet, attending meetings and sometimes a rugby match. Then he would fly back to Pittsburgh to be in the office at 8 a.m. on Monday.

Perhaps more successfully than any other entrepreneur, he rode Ireland’s economic boom of the 1990s and 2000s, known as the Celtic Tiger, to become the country’s richest man and reportedly its first billionaire.

He founded his own publishing group, Independent News & Media, with the purchase of The Irish Independent, the country’s leading daily newspaper, in 1973. It grew to include more than 100 properties, including The Independent in London and newspapers in Australia, New Zealand and South Africa, giving Mr O’Reilly access to and influence over political leaders.

In 1990 he bought Waterford Wedgwood, the Anglo-Irish crystal and porcelain company, with the ambition of transforming it into a global luxury group along the lines of Gucci and LVMH.

Mr. O’Reilly acquired the lifestyle and famous friends to fulfill his prestigious aspirations. His Irish base was Castlemartin, a 750-acre estate, where President Bill Clinton and Nelson Mandela were guests.

He also owned a Georgian mansion in Dublin, a beach house on Lyford Cay in the Bahamas, and a chateau in Deauville, France. His art collection included a $24.2 million Monet and works by Picasso and Matisse.

Although Mr. O’Reilly built his fortune with his large compensation from Heinz, the company’s mundane brands did not reflect his aspirational tastes. He once said of Heinz’s ubiquitous ketchup, according to The Irish Times, “We make it, piece, piece, piece, every day in 100 factories around the world.” Owning newspapers, on the other hand, offered “more than you can get from baked beans,” he said.

That didn’t stop him from spending Heinz money lavishly in an effort to bring glamor to the company. He brought hundreds of guests to Ireland for an annual gala ball and a thoroughbred race, the Heinz 57 Stakes.

In 1996, Forbes named him the fourth-highest-paid CEO in the United States, even though the company’s business results had been disappointing for several years. “Tony O’Reilly’s ego and salary are bigger than his accomplishments,” the magazine wrote.

He resigned as CEO of Heinz the following year, although he remained its chairman until 2000. In his early sixties, he turned his full-time attention to his own businesses, which, in addition to newspapers and luxury goods, they included oil exploration and an oil industry. company that transformed castles into hotels.

Like many business empires, O’Reilly’s was built on debt. When the global financial crisis exploded as a Category 5 hurricane in 2008, O’Reilly’s initiatives failed. He has lost control of his media properties to a longtime rival Irish tycoon, Denis O’Brien.

In 2009, Waterford Wedgwood, in which Mr O’Reilly had invested large personal sums, collapsed

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