Perhaps it comes from his early days growing up in Brooklyn, where a teacher once famously told his parents: “I don’t think Ted is college material.”
What he did to prove her wrong is the stuff of the Leonsis legend: when his parents moved back to Lowell, Massachusetts, where they had lived before he was born, Leonsis drove a forklift at night and worked in a dress factory by day, sold shoes on Wisconsin Avenue, and also bagged groceries at the Demoulas Market. “My destiny was to bag groceries, move up to cashier, then manager of the produce department, then, if I really worked hard, I would get to manage a store.”
Instead he graduated Georgetown University, and after college he worked in the public relations department at Wang Labs, where he found his calling: “Ted is an interesting guy, a curious guy, a bright guy,” said John Cunningham, who worked with him at Wang. “He loves the limelight, more so than most people.”
His instinct for marketing led him to start Redgate Communications, which put catalogues on CD-ROMs, but the company had some cliff-hangers, as in the winter of 1988, when it didn’t have enough money to meet its payroll. His wife Lynn was pregnant with their first child, around the same time his mother had died, and it was at the funeral that Leonsis realized he might also lose his company.
“I don’t think Christmas is going to be too good, Ted,” one company executive told him, “We’ve got $7 in our corporate checking account.”
“I had 30 seconds of self-pity,” Leonsis said.
He mortgaged some land the couple owned in Florida, then he called an investor and borrowed $500,000. (That investor, said Leonsis, “made like $40 million on his investment.”) By 1994, the company had 120 people on the payroll and billings of $70 million a year, which is when Steve Case and AOL came calling. AOL bought Redgate and Leonsis became an executive and later president of AOL.
“How do I get office furniture?” Leonsis asked on his first day. “Work late,” Case answered him.
At AOL, Leonsis became the “visionary” and marketing whiz, running the company’s online service, and heading AOL Studios, which developed the company’s Internet shows and original programming. Before the Time Warner merger, he also headed the instant messaging service ICQ, and the movie listing and ticketing service MovieFone.
“This is a great time to be alive,” Leonsis admitted at the time of the hurly-burly of his business life, but he also compiled a personal two-page list of “101 Things to Do” after suffering a scare in 1983 when a flight he was traveling on nearly crash-landed. “I don’t want to die,” he remembered thinking. “I told myself that if I live, I’m going to play offense.”
He’s since checked off most of the items on his to-do list (including doing stand-up comedy, catching a foul ball off Mookie Wilson at the Mets training camp, and giving to charity and his alma mater: “I’m the youngest person in the school’s history to give a million bucks”). Said AOL Time Warner head Steve Case, “He’s blasting right through them. He wants to live life fully. He sets targets and he achieves them.”
“I want to hand out copies at my funeral and have people say, ‘I was with him when he did Number 12,’” said Leonsis. He said others have made their own lists and “they call me to brag about it.”
Top items on his list related to sports (he played intramural basketball and street hockey) and No. 65 was to own a sports franchise, which he ticked off when he bought the Washington Capitals and a minority share in a sports conglomerate that owned the Washington Wizards basketball team and brought in Michael Jordan as a minority partner and president of basketball operations.
“This is great,” Leonsis boasted at a hockey game as the newly-minted team owner (though mostly he’s soft-spoken and professorial and only has the give-away New England twang). “This is what I want.”
“I’m only scared of what I don’t know,” he once said, and he likes to borrow a quote: “The best way to predict the future is to invent it.”
Dimitri C. Michalakis
