if it personifies douchebag It may personify douchebag to you and 82,482 other irrelevant strangers on the internet. More important, though, is what it personi

if it personifies douchebag It may personify douchebag to you and 82,482 other irrelevant strangers on the internet. More important, though, is what it personifies to the entrepreneurs looking to raise money. What you see as douche, many see as no-bs straightalking angel investor(whether accurate or not is irrelavant). At the end of the day, his blog is a sales pitch to entrepreneurs. And from all that I can see, he has done pretty well. ie. he's scored many deals where the entrepreneurs see him as the no-bs guy; I'm not aware of any where an entrepreneur blatantly turned him down due to his writing style. Most that claim they would never raise money from him have never raised money and never will. Conclusion: it's his style, it works for him and his goals, so he continues.