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a) If someone manages to generate a letter that I actually find useful and interesting then I’m not sure I would mind if it was unsolicited. I don’t believe that the likeliness for that is super-high, though. And if a crappy message would get past the spam filter I would just flag it.

b) If you want to read more, feel free to check the link I posted. Paul Graham has thought/written a lot about this. I think one reason people has forgotten about those articles is that today, a huge number of us use Gmail, so we don’t actually need to think so much about how spam filtering is implemented.



> If someone manages to generate a letter that I actually find useful and interesting

But that's inconsistent with the example you put forward. For the email to be interesting a human would need to research and approach every prospect independently, how many emails a day they can do? 5, 10, 20, 100?

It's simply not possible for a human to generate 100,000 personalized email by hand. That's the difference.




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