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"Actually, in the first 10 or 15 minutes."To demonstrate, Frind turns to his computer and begins fiddling with a free software program that he uses to manage his advertising inventory.While he is doing this, he carps about Canada's high income taxes, a serious problem considering that Plenty of Fish is on track to book revenue of million for 2008, with profit margins in excess of 50 percent. "Most of the time, I just sit on my ass and watch it." There's so little to do that he and his girlfriend, Annie Kanciar, spent the better part of last summer sunning themselves on the French Riviera."He's always watching his environment to apply it to the site," says Kanciar."Once in a while, from the middle of nowhere, he'll say, 'Why is that girl doing that? ' He'll check people out in restaurants and watch how they interact.In most stories, this is where the hard work begins -- the long hours, sleepless nights, and near-death business experiences. Frind takes it easy, working no more than 20 hours a week during the busiest times and usually no more than 10.

Though his mouth was on fire, Frind calmly planted a kiss on Kanciar's lips and feigned ignorance as she went scrambling for water.

He has been bouncing aimlessly from job to job, but he is secretly ambitious.

He builds his company by himself and from his apartment.

When he does engage in conversation, Frind can be disarmingly frank, delivering vitriolic quips with a self-assured cheerfulness that feels almost mean.

Yahoo (NASDAQ: YHOO), he says, is "a complete joke," Google (NASDAQ: GOOG) is "a cult," and Match is "dying." Says Mark Brooks, a marketing consultant who has advised Frind since 2006, "I've never known anybody so competitive.

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