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Tread very, very lightly if you plan on going this route.

Be absolutely sure that your e-mails have real content in them (i.e. this is progress we've made, we just closed X deal, etc.) that can be easily digested. The goal shouldn't be to make contact and then explain yourself. The goal is to generate interest, which will lead to the contact.

Also, if this technique catches on and hordes of desperate entrepreneurs everywhere start spamming every VC and investor they can find, it's all over. The HN crowd, of all people, should know just how easy it is to create a filter to immediately trash messages from a specific address. This is why it's important to have excellent content in your very first e-mail.



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