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I'm in NYC (which also means that my definition of not being an asshole might be a bit more lenient.)

I've worked with plenty of seed and A-stage investors in SV, though, and found most of them to be focused on being helpful to founders--you have to be, and have more opportunity to be, when you're working with people starting their first company. In my experience it's the later stage firms that are harder on founders. Their attitude--not to be an apologist--is that everyone at the table is an adult and can look out for themselves. The best thing you can do as a founder or startup exec when you start talking to Series B and later firms is

(a) Have a seed or angel investor who can give you good advice (and who, since they were early investors, has an economic situation closer to the Common than to the Series B Preferred) and ask them for advice; and

(b) Have options, including: other Series B firms, the potential to get a bridge or extension round from your seed and A folk, possibly being acquired, and extending your runway by cutting burn.




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