"I should have insisted that Google's crystal ball for Picnik was clearer." This of course totally depends on the money that is being dangled in front of you a

"I should have insisted that Google's crystal ball for Picnik was clearer." This of course totally depends on the money that is being dangled in front of you and the alternatives. Upside, downside, risk etc. Which is why you can't generalize in terms of most business decisions. Here is an example that perhaps people can relate to. You have a car for sale. You are asking $20,000 for it. Through some mistake or error you end up getting a buyer willing to pay $25,000 for it. You feel like you are making out real good. So you have a reason not to put friction in the deal because you are making out like a bandit. You just hope the deal goes through. So if the buyer also wants to know if you will throw in the GPS you say "sure no problem". You aren't going to be picky and potentially kill the golden goose. In another case you have that same $20,000 car for sale but you get offered $15,000 for it. So perhaps you are going to be picky with the details more. Like if the buyer wants you to meet him at an odd time you might say "no it has to be when it is convenient for me". Or if they say "also want the GPS" you will say "no". Or if they say "I need to get a bank loan and it will take me a week" you say "no". (With the 25k deal you take your chances, right? I would if everything else seemed legit).