{"id":568876,"date":"2026-07-04T17:46:17","date_gmt":"2026-07-04T17:46:17","guid":{"rendered":"https:\/\/www.europesays.com\/ie\/568876\/"},"modified":"2026-07-04T17:46:17","modified_gmt":"2026-07-04T17:46:17","slug":"is-reclusive-billionaires-stake-in-flutter-fuelling-bets-against-it-the-irish-times","status":"publish","type":"post","link":"https:\/\/www.europesays.com\/ie\/568876\/","title":{"rendered":"Is reclusive billionaire\u2019s stake in Flutter fuelling bets against it? \u2013 The Irish Times"},"content":{"rendered":"<p class=\"c-paragraph paywall \">Kenneth Dart, the Michigan native who first surfaced on <a href=\"https:\/\/www.irishtimes.com\/tags\/flutter\/\" target=\"_self\" rel=\"nofollow noopener\" title=\"https:\/\/www.irishtimes.com\/tags\/flutter\/\">Flutter Entertainment<\/a>\u2019s share register last September, has built a reputation over decades of buying up chips when most are leaving the table. <\/p>\n<p class=\"c-paragraph paywall \">An heir to Dart Container Corporation, one of the world\u2019s largest manufacturers of polystyrene cups with annual sales of about $3 billion, the reclusive 71-year-old began investing in distressed Brazilian sovereign bonds in the early 1990s at deep discounts, around the time he moved to the Cayman Islands. He ultimately made hundreds of millions of dollars from a 1996 settlement with the Brazilian government \u2013 after resorting to a legal challenge in New York, where the bonds were governed, to challenge Brasilia\u2019s initial debt restructuring terms.<\/p>\n<p class=\"c-paragraph paywall \">Dart would adopt a similar strategy in Argentina, snapping up a chunk of the country\u2019s debt for cents on the dollar after it defaulted in 2001. Dart and other holdout investors \u2013 also including, most famously, hedge fund Elliott Investment Management \u2013 received a lucrative pay-day when a deal was finally reached in 2016, after years of litigation. <\/p>\n<p class=\"c-paragraph paywall \">The blueprint was taken to Europe during the euro-zone debt crisis. Dart was among a group of buyers of Greek bonds that refused to take part in a 2012 debt restructuring essentially imposed by the bailout troika \u2013 the International Monetary Fund, European Central Bank and European Commission \u2013 to avoid a sovereign bankruptcy. He received 90 per cent of a \u20ac436 million payment that Greece made that May to a group of holdout bondholders to make them whole and avert an outright default, according to a New York Times report at the time. <\/p>\n<p class=\"c-paragraph paywall \">\u201cBy accumulating the bulk of these bonds at prices that traders estimate to be from 60 to 70 cents on the dollar, Dart stands to make a hefty profit, having received 100 cents on the dollar \u2013 an outcome likely to be especially galling to the Greek banks and other local institutions that were forced to take a 75 per cent loss on their Greek bond holdings,\u201d the report said. <\/p>\n<p class=\"c-paragraph paywall \">He is also the largest shareholder in Evolution, a Swedish online casino tech company, and in recent years has amassed big stakes in tobacco giants British American Tobacco and Imperial Brands, defying an ethical exodus from such companies.<\/p>\n<p class=\"c-paragraph paywall \">Estimated by Bloomberg to be worth $11 billion, Dart turned his sights last year to Flutter Entertainment, the Irish gambling giant that traces its roots back to the 1998 merger between three bookmakers \u2013 Stewart Kenny, David Power and John Corcoran \u2013 who combined their betting shops around the State to form Paddy Power. <\/p>\n<p class=\"c-paragraph b-it-article-body__interstitial-link\">[\u00a0<a aria-label=\"Open related story\" class=\"c-link\" href=\"https:\/\/www.irishtimes.com\/business\/2026\/06\/15\/foam-cup-heir-nears-30-flutter-stake-but-expected-to-avoid-mandatory-bid\/\" rel=\"noreferrer nofollow noopener\" target=\"_blank\">Foam-cup heir nears 30% Flutter stake but expected to avoid mandatory bidOpens in new window<\/a>\u00a0]<\/p>\n<p class=\"c-paragraph paywall \">Flutter\u2019s stock soared more than 200 per cent between May 2018 \u2013 when the company bought a controlling stake in FanDuel, the US\u2019s biggest online sports betting company \u2013 and last August. But they had already started to decline by the time Dart revealed in a regulatory filing that he had amassed an initial 5 per cent stake.<\/p>\n<p class=\"c-paragraph paywall \">Shares in Flutter have fallen by as much as 68 per cent since then, driven by FanDuel, which is coming under mounting competitive pressure from prediction markets. <\/p>\n<p class=\"c-paragraph paywall \">While quickly-growing prediction market operators such as Kalshi and Polymarket allow punters bet against each other on everything from when traffic will return to normal at the Strait of Hormuz to attendees at Taylor Swift and Travis Kelce\u2019s wedding, most of their revenues come from sports betting. FanDuel and rival DraftKings have each since got into the predictions market, but they are behind the curve. <\/p>\n<p class=\"c-paragraph paywall \">Flutter chief executive <a href=\"https:\/\/www.irishtimes.com\/tags\/peter-jackson\/\" target=\"_self\" rel=\"nofollow noopener\" title=\"https:\/\/www.irishtimes.com\/tags\/peter-jackson\/\">Peter Jackson<\/a> has repeatedly insisted the group has seen \u201climited cannibalisation\u201d from prediction market operators on FanDuel\u2019s sports book. However, Morgan Stanley estimates Kalshi\u2019s share of the US sports betting market has jumped from 1 per cent to more than 10 per cent since last summer. <\/p>\n<p class=\"c-paragraph paywall \">Flutter has other problems too, such as regulatory changes affecting its international business \u2013 including a jump in UK gambling taxes, which took effect April, and a ban on money-based online games in India.<\/p>\n<p class=\"c-paragraph paywall \">If Jackson was attempting to display decisive leadership in early May by announcing that then FanDuel boss Amy Howe was leaving \u2013 making clear the decision was not hers \u2013 and replacing her with the business\u2019s president, Christian Genetski, it has failed to win over investors. The stock has drifted ever since. <\/p>\n<p class=\"c-paragraph paywall \">Almost 8.6 per cent of voting shareholders at the group\u2019s annual general meeting, weeks after the shuffle, cast ballots against Jackson\u2019s own re-election \u2013 ignoring recommendations of proxy advisory companies that steer the voting patterns of big institutional investors. <\/p>\n<p class=\"c-paragraph paywall \">Dart\u2019s total stake now stands at almost 29.6 per cent, within a whisker of breaching the 29.9 per cent level that would ordinarily force a shareholder to make a bid for the entire company under Irish takeover rules. However, 10.7 percentage points of his interest is by way of financial derivatives called cash-settled equity swaps, which do not have voting rights and are normally not counted by the takeover panel. <\/p>\n<p class=\"c-paragraph paywall \">Dart is sitting on at least $3.66 billion of paper losses on his investment, according to Irish Times calculations. These estimates are based on the lowest possible prices at which he could have bought shares and entered swap contracts in the periods between his stake disclosures.<\/p>\n<p class=\"c-paragraph paywall \">Some market participants are concerned that investment banks involved in the swap transactions may be earning additional returns by lending out the shares they would otherwise have purchased to hedge their positions, providing them to hedge funds that are short-selling \u2013 or effectively betting on the stock price falling. <\/p>\n<p class=\"c-paragraph paywall \">Flutter short sellers have a total position equivalent to almost 8.5 per cent of the stock as of mid-June, up from 2.5 per cent last August, according to the latest figures from the US Financial Industry Regulatory Authority. <\/p>\n<p class=\"c-paragraph paywall \">The impact of the short sellers is amplified at Flutter by the fact that about 60 per cent of its ordinary shares are tightly held by five investors, including Dart, limiting the amount of stock available for trading.<\/p>\n<p class=\"c-paragraph paywall \">Still, fewer willing buyers and more short sellers have delivered something of a silver lining for Dart: gradually pulling down the average price at which the veteran contrarian has been buying.<\/p>\n<p class=\"c-paragraph paywall \">If he liked the shares at almost $300, he\u2019s surely loving them at about $100. Right?<\/p>\n","protected":false},"excerpt":{"rendered":"Kenneth Dart, the Michigan native who first surfaced on Flutter Entertainment\u2019s share register last September, has built a&hellip;\n","protected":false},"author":2,"featured_media":568877,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":"","_share_on_mastodon":"0"},"categories":[73],"tags":[79,18,75457,5256,19,17,2549,55595],"class_list":["post-568876","post","type-post","status-publish","format-standard","has-post-thumbnail","category-business","tag-business","tag-eire","tag-flutter","tag-gambling","tag-ie","tag-ireland","tag-paddy-power","tag-peter-jackson"],"share_on_mastodon":{"url":"https:\/\/pubeurope.com\/@ie\/116862961983958318","error":""},"_links":{"self":[{"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/posts\/568876","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/comments?post=568876"}],"version-history":[{"count":0,"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/posts\/568876\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/media\/568877"}],"wp:attachment":[{"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/media?parent=568876"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/categories?post=568876"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.europesays.com\/ie\/wp-json\/wp\/v2\/tags?post=568876"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}