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His hometown, Hudson's Hope, is a cold, isolated place not far from the starting point of the Alaska Highway.
Frind's parents, German farmers who emigrated just before his fourth birthday, bought a 1,200-acre plot 10 miles from town and initially lived in a trailer without electricity, phones, or running water.
"If you don't have English, you can't do anything." Frind eventually adjusted, but his was a lonely childhood. When his parents want to see him, they make the 14-hour drive southward.
After graduating from a technical school in 1999 with a two-year degree in computer programming, Frind got a job with an online shopping mall. "It'd start with 30 people, then five months later, there'd be five.
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 0,000 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.
Another memorable valentine involved the secret consumption of a massive quantity of hot peppers.
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.
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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Five years later, he is running one of the largest websites on the planet and paying himself more than $5 million a year.