Blockbuster: The $50 Million Mistake That Created Netflix
Netflix offered to sell itself to Blockbuster for $50 million in 2000 and was laughed out of the room
Billionaire activist investor and corporate raider
1936-
Appears in 1 documentary
Carl Icahn emerged from the post-war economic boom to become one of America’s most feared and influential corporate raiders, fundamentally reshaping how companies operate and shareholders think about their investments. His aggressive tactics and outsized personality made him a lightning rod for debates about capitalism, corporate governance, and the soul of American business.
Born in Queens in 1936 to a middle-class Jewish family, Icahn graduated from Princeton University with a philosophy degree in 1957 before briefly attending medical school. After dropping out, he borrowed $400,000 from his uncle to purchase a seat on the New York Stock Exchange in 1961, founding Icahn & Co. The timing was fortuitous—he entered Wall Street during an era when corporate America had grown complacent, with executives more focused on perks than profits and shareholders treated as passive investors.
Throughout the 1960s and 1970s, Icahn perfected his signature strategy: identifying undervalued companies, acquiring large stakes, then pressuring management to unlock shareholder value through asset sales, cost cuts, or strategic changes. His approach was rooted in a simple premise that many found revolutionary—companies existed to serve shareholders, not management. This philosophy would drive his most famous battles in the 1980s, when he targeted household names like Phillips Petroleum, Texaco, and RJR Nabisco.
Icahn’s most defining moment came in 1985 with his acquisition of Trans World Airlines (TWA). After accumulating a controlling stake, he took the airline private and began systematically selling off its most valuable assets, including its prized international routes to American Airlines for $445 million. While critics accused him of stripping TWA for parts—the airline eventually filed for bankruptcy in 2001—Icahn argued he was extracting value that incompetent management had squandered.
The TWA deal established Icahn’s reputation as the quintessential “corporate raider,” a term that carried both admiration and revulsion. His tactics were undeniably ruthless: leveraged buyouts, proxy fights, and greenmail (buying stakes in companies and selling them back to management at a premium to avoid takeover). Yet even his harshest critics couldn’t deny his effectiveness. Companies across America began restructuring preemptively, knowing that appearing on Icahn’s radar could mean months of expensive battles and unwanted scrutiny.
By the 1990s, Icahn had evolved from pure raider to “activist investor,” a more palatable term for essentially the same strategy. He continued targeting underperforming companies, but now framed his interventions as corporate governance improvements rather than asset stripping. His battles with Yahoo!, eBay, and Apple in the 2000s and 2010s demonstrated how his approach had matured while retaining its fundamental edge.
Icahn’s career spans one of the most transformative periods in American business history. When he started, corporate executives enjoyed near-feudal power over their companies, with shareholders having little recourse against poor performance. His raids helped usher in an era of shareholder capitalism that fundamentally changed corporate behavior. Companies began focusing intensely on stock price performance, executive compensation became tied to shareholder returns, and boards of directors gained real power to discipline management.
Today, with a net worth exceeding $15 billion, Icahn remains active in his late 80s, continuing to hunt for undervalued companies and management teams in need of pressure. His influence extends far beyond his personal wealth—he helped create the modern activist investor movement that now includes hedge funds and institutional investors worldwide. Whether viewed as a champion of shareholder rights or a symbol of capitalism’s excesses, Carl Icahn undeniably changed how American business operates, proving that even the most powerful corporate executives must answer to their investors.
The definitive biography of Icahn's rise from Queens stockbroker to corporate raider legend. Stevens provides unparalleled access to Icahn's biggest deals and personal philosophy.
Pulitzer-winner Stewart chronicles the 1980s takeover era when Icahn perfected his raider tactics. Essential for understanding the Wall Street culture that shaped his approach.
The classic account of the RJR Nabisco buyout battle where Icahn played a key role. Shows his tactical brilliance during the peak of the leveraged buyout boom.
Netflix offered to sell itself to Blockbuster for $50 million in 2000 and was laughed out of the room