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Interesting story. Makes me want to pickup an old project of mine too.
This is a good story that any website worth while goes through. Definitively a good read.
I've been a huge fan of Talentopoly for a couple years now. Even as a low-level still-learning developer, it's been invaluable. The Job Boards idea in a more 'intimate' setting seems pretty brilliant too. Trusted people sharing trusted job opportunities (to a degree). Good stuff Jared.
Why are you a huge fan of Talentopoly? What does it have that other sites (and there are many similar ones) don't?
Great story, I don't feel so guilty now :)
"The ads were working. I realized that I shouldn’t have avoided ads for so many years. I wasn’t ever going to reach enough people without advertising."

I'd be curious to hear more about the process of getting into advertising. How'd you decide where to advertise? Did you start with small investments to test different channels? Was there a resource (book? site?) that helped you get into it?