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I spent $1.4 million of my own money attempting to dethrone Craigslist in 2007.

Didn't work.




Would you mind elaborating on that; besides running out of money, what were the things that went wrong? Or the things that didn't happen when needed to?


We had a bunch of good ideas the world didn’t care about. For example, actual user IDs and a feedback system. We launched it as an add-on for radio station websites and learned that they were an endless source of feature requests, which we foolishly granted. Finally, it didn’t scale well because a lot of behind the scenes content moderation was necessary.

Mostly I blame myself for not validating the idea properly. If “The Mom Test” book had been around at that time I could have saved that money and a lot of strain on my marriage. I feel strongly that it is by far the most important business book to be published in the last three or four decades.


Hard agree on the Mom test. Sorry you spent all that cash, hope that you got something out of it.


I built a CL competitor with much better features than CL in 2008. I also failed but only spent my time and not much money.


That’s the way to go. My best to you, friend.


Omg , Sorry to hear. that Life is a beach. Full of surprises. This's one of great life lesson I ever read

May force with you


You’re very kind, thank you. That’s business! The upside would have been high, so I accepted the risk. Still alive, still have most of my health and family. I’m a fortunate man.




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