Billionaire Stanley Druckenmiller Piles $146,000,000 Into Two Assets, Betting on Digital Transformation and Global Gaming

Billionaire Stanley Druckenmiller has piled cash into two stock picks, according to new filings with the U.S. Securities and Exchange Commission.

New 13F filings show that as of Q1 2025, Druckenmiller allocated about $146 million to DocuSign and Flutter Entertainment.

Druckenmiller’s Duquesne Family Office purchased 1.07 million shares of DocuSign, a digital platform that enables users to electronically sign, send and manage documents securely, streamlining workflows and reducing paper-based processes.

It appears the high profile investor moved to buy the dip as the stock slid from a high of $97.70 in January to a low of $74.70 in March.

The stock is now $76.47 at time of publishing.

Meanwhile, Druckenmiller dramatically increased the firm’s stake in Flutter Entertainment, acquiring 351,200 shares valued at $72.225 million, along with call options worth $8.203 million, for a total allocation of $80.428 million.

Flutter is a global sports betting and gaming company, operating popular brands like FanDuel, Paddy Power, and Betfair, which offer online and retail betting services across multiple markets

Druckenmiller’s investment also appears to capitalize on a pullback, as Flutter’s stock fell from a high of $240.60 in February to a low of $194.50 in March.

The stock is now trading at $278.68 as of publishing.

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