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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.

He always says exactly what he thinks." With friends and family, Frind expresses affection through playful pranks.

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The gleaming space could easily house 30 employees, but as Frind strides in, it is eerily quiet -- just a room with new carpets, freshly painted walls, and eight flat-screen computer monitors.

Frind drops his bag and plops himself down in front of one of them. There's a $180,000 order waiting for his signature.

He builds his company by himself and from his apartment.

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.

Five years later, he is running one of the largest websites on the planet and paying himself more than $5 million a year.

Frind, 30, doesn't seem like the sort of fellow who would run a market-leading anything.Though his mouth was on fire, Frind calmly planted a kiss on Kanciar's lips and feigned ignorance as she went scrambling for water.Kanciar, a freelance Web designer who also helps out around Plenty of Fish, is a lanky blonde with an easy smile and a hearty laugh, which she often uses to try to get Frind to open up.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.Then, six minutes 38 seconds after beginning his workday, Frind closes his Web browser and announces, "All done." All done? Frind would log on at night, spend a minute or two making sure there were no serious error messages, and then go back to sipping expensive wine."We're trying to convince Max that we're interesting," she says sweetly.

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