Free The Best American Crime Writing by Otto Penzler Page B

exercise:
    “Do you know_______? Hi, I’m _______.”
    After graduation, he bowed to pressure from his parents and went to law school. During his first year at Nova Southeastern University in Fort Lauderdale, Itzler launched 1-900-REVENGE (“Press 1 for revenge on a wife. Press 2 for revenge on a teacher …”). The take—$5,000 a month—wasn’t much by the standards of an industry then at its peak, but it did give Itzler a vision of his future life. “My whole attitude was, anything’s easier than being a lawyer,” he says.
    Soon after REVENGE folded, he was approached by an investor who wanted to start a 900 number offering legal advice. Itzler’s eyes glazed over. He countered with a proposal to do a sex line, something that had been percolating in his mind for months. His money-man acquiesced. Christened Boss Entertainment, this would be Itzler’s first big score.
    What set Boss Entertainment apart from the competition were the ads, which ran in
Penthouse
and
Hustler
. Instead of listing the 900 number, Itzler promised a “free live call.” Prospective customers would dial a toll-free number and talk to a woman who pretended to be in the same town. After chatting up the lovesick chump for several minutes, she’d then ask him to call her back at a 900 number, where the meter would run at $5 a minute.
    It was the first time anyone had used the “free live” rubric, an angle that made Itzler’s ads “fifty times more profitable than a standard 900-number ad,” according to one industry expert. Within sixty days, Boss Entertainment was grossing $600,000 a month. Although there were many larger players in the industry, Itzler, ever the self-promoter, declared that he was the “Phone-Sex King.” But just as Boss was hitting its stride, Itzler says, he was edged out of the business by his partner.
    Itzler graduated from Nova in 1993 with a 2.03 grade point average. Since he had no intention of practicing law, he bypassed thebar exam. (Still, a remarkable number of people seem to be under the impression that Jason is a lawyer, including, at times, Jason himself.) Instead, he would ask his stepfather to help stage his triumphant return to the phone-sex business. According to Jason, Ron Itzler told one of his bankruptcy clients, Mel Roslyn, about his son the phone-sex king, and Roslyn cut a check for $100,000. M2 Communications was launched in 1993, and within three years, Jason claims, it was grossing between $1.2 and $1.4 million a month.
    As the money poured in, Jason Itzler gave his college sweetheart a six-carat heart-shaped engagement ring from Harry Winston. They flew to Las Vegas and were married at the Little White Chapel, but the union would last only nine months. Lenny Sylk blames his son for the breakup. “The first thing he did was get her a nose job,” Sylk says. “The second thing he did was get her a boob job. And then he made her crazy. We just felt bad for her, because she was such a lovely, sweet girl.” He sighs. “Jason’s a sick kid.”
    To fill the void in his life, Itzler dated strippers, leased exotic sports cars (including a $400,000 Aston Martin Virage), gambled (blackjack at the Hard Rock Casino), shopped for real estate (a luxury high-rise apartment in the Oceania on Collins Avenue in Miami Beach). He says he was making $2 million to $3 million a year and spending half of it on “lifestyle.”
    All true, says a former M2 employee: “Jason spent 80 to 100 grand a month on his Platinum Amex card alone. The kid would go into the Disney store and spend $13,000 on ceramic statues of the Seven Dwarfs. He’d spend $1,000 a night in strip clubs. His place in the Oceania was decorated with a waterfall and a smoke machine. It was like a Vegas show.” One friend who visited Itzler at the Oceania describes the decor as “early-nineties Miami coke den. There were low-rent models and blow everywhere.”
    Women were a significant expense. For Itzler, there was no such thing as a cheap