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In the past, Jacob had always been the kind of guy who didn’t break up well. His desire to be with someone, to not have to go looking again, had always trumped whatever doubts he’d had about the person he was with. “I feel like I underwent a fairly radical change thanks to online dating,” Jacob says.

“I went from being someone who thought of finding someone as this monumental challenge, to being much more relaxed and confident about it.

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More » Ok Cupid's blog sits firmly in the all-time-favorite dating blog spot in my head, and has for years - and would hit #1 on this list easily, if only they updated a lot more than they do.

Having said that, there's good reason for their lackadaisical publishing schedule: no only does Ok Cupid crunch the data from their members and analyze it intricately and usefully, they also create fun and oftentimes eye-opening graphs giving their readers a better idea as to what they're trying to get across. I just wish it didn't take Although focused more on the business of dating rather than relationships in and of themselves, Mark Brooks offers brief updates about dating news from around the world that applies to both singles and the marketers looking to attract them.

She seemed independent and low-maintenance, important traits for Jacob.

Past girlfriends had complained about his lifestyle, which emphasized watching sports and going to concerts and bars.

I'm keeping it on this list in the hopes that another datings site picks up the slack and creates something equally as amazing.

on the East Coast and spending a few years bouncing around, Jacob moved back to his native Oregon, settling in Portland.

Around this time, he signed up for two online dating sites: Match.com, a paid site, because he’d seen the TV ads; and Plenty of Fish, a free site he’d heard about around town. At first I just thought it was some kind of weird lucky streak.” After six weeks, Jacob met a 22-year-old named Rachel, whose youth and good looks he says reinvigorated him. (Both names have been changed for anonymity.) Rachel didn’t mind Jacob’s sports addiction, and enjoyed going to concerts with him. She was from a blue-collar military background; he came from doctors.

She placed a high value on things he didn’t think much about: a solid credit score, a 40-hour workweek.

One of the older dating blogs in existence (circa 2002), Online Dating Insider discusses why dating sites fail or flourish, interviews some of the top dating company movers and shakers, and offers personalized advice and information for dating business owners that can't be found elsewhere.

More » As the title suggests, this dating blog focuses entirely on helping geeks find their dream woman, with the help of online dating pros 'e' and assistant 'j', who are very female, very geeky, and very friendly.

Jacob also felt pressure from his parents, who were getting anxious to see him paired off for good.

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