sama wrote a good article about this a few months ago[0]. The key quote as it applies here: "The second most important thing to understand is that raising too

sama wrote a good article about this a few months ago[0]. The key quote as it applies here: "The second most important thing to understand is that raising too much money or raising money at too high a valuation can severely limit your optionality. Very often I’ve seen cases where founders know in their hearts they have an airplane but are able to convince good investors it might still be a spaceship. This really causes a lot of heartache, and often precludes your opportunity for a good acquisition later." [0] https://blog.ycombinator.com/navigating-mid-success/ https://blog.ycombinator.com/navigating-mid-success/