
In a massive transaction that reorders the shareholder landscape of the international digital entertainment sector, billionaire investor Kenneth Dart has aggressively lifted his ownership stake in Flutter Entertainment to 27.6%, cementing his position as the premier private shareholder in the global gambling giant.
Concurrently, the Canadian Imperial Bank of Commerce (CIBC) has entered the equity tier, securing a 5.3% institutional stake in the company.
Executing Equity Swaps via Cayman Islands Infrastructure
An official transparency filing submitted to the London Stock Exchange (LSE) on May 20 confirmed that Dart executed the purchase of additional common shares through his primary investment vehicle, Candle Lake. His total voting rights derived from specialized, equity-based swaps expanded from 6.25% to 8.8%, coordinated through Candle Lake’s deep-market Cayman Islands corporate unit, LBS Ltd.
When combined with the 18.8% of common stock, Kenneth Dart controls through direct equity ownership, Dart now commands over a quarter of Flutter’s total voting blocks. Flutter Entertainment boasts an unmatched global multi-vertical footprint, led by FanDuel in the United States, Betfair running the international betting exchange, Sisal and Snaitech in Italy, Sky Bet in Great Britain, and the historic Paddy Power across the United Kingdom and Ireland.
Prior to this latest LSE filing, Dart’s total interest stood at 25%, split evenly between common equity and swaps. Given Flutter’s stable market capitalization of £12.85 billion, Dart’s combined 27.6% position carries an estimated market value approaching £3.55 billion.
CIBC Enters Fray Amid Shifting Shareholder Base
The Canadian Imperial Bank of Commerce formally disclosed its entrance on May 15, marking the first time the premier institution has held shares in Flutter. CIBC, one of Canada’s prominent “Big Five” banking groups alongside RBC, TD, BMO, and Scotiabank, joins a fast-expanding tier of blue-chip institutional investors backing Flutter’s long-term commercial optimization targets.
The inflow of institutional capital occurs even as Flutter’s stock price navigates short-term market corrections. Internal governance disclosures reveal high insider buy-in; group CEO Peter Jackson, Board Chair John Bryant, and non-executive director Stefan Bomhard have all added heavily to their personal holdings, offsetting a minor sale of 4,711 shares executed by outgoing FanDuel CEO Amy Howe through JPMorgan.
Major asset managers have adjusted their positions concurrently with Flutter’s ongoing $250 million stock buyback program, part of a larger $5 billion buyback strategy enacted in March. BlackRock pushed its stake past 5%, Parvus Asset Management doubled its holding to 10%, while Capital Group reduced its exposure from 14.9% to 9.9%.
Despite stock price pullbacks to $96.36, Macquarie analysts maintain a highly positive outlook, setting a price target of $190 based on Flutter’s immense global free cash flow.

