There's a thing that happens a lot with tech company growth stocks. Digg is a case in point, where they grow fast, and on the way up they get several offers, bu

There's a thing that happens a lot with tech company growth stocks. Digg is a case in point, where they grow fast, and on the way up they get several offers, but they keep holding out for more and more... until suddenly their exponential growth crashes to a halt, and the big offers suddenly dry up. The trick is to sell on the way up, not when you're at the top. You're at 'the top' for such a vanishingly small period of time that the odds of selling at the perfect time are vanishingly small. I seem to recall Digg over the years while it was still growing getting (and knocking back) offers of 30, 60, and ~100 million before the famous Google 200 fell through. I understand the urge to push hard and get everything you can for a deal, but if at $200 million the other guy feels that there's nothing in it for him, that it is strictly break even, then maybe at the last minute the deal falls through, and you kick yourself a year later for not selling at $180MM or even $150MM. Yes, you should negotiate hard, but you should always leave something on the table for the other guy. Even if you're completely screwing him over a barrel, you should still leave him something for him to brag about to his buddies or board of directors or journos.