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I've read lots of entrepreneurs' advice, and most of them boil down one concept:

never give up.

This is easier to say than to do. My question is, when is the time to give up and move on? When is not being too stubborn? When should we persist and keep trying again and again until we succeed? How do we not fall into the state of being stubborn, or foolishly over-confident about an idea or startup?

Thanks.

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Here is another question that you may find enlightening: answers.onstartups.com/questions/25347/… – Kenneth Vogt May 24 '11 at 16:06

2 Answers

up vote 10 down vote accepted

Sorry for what I'm going to write, but "never give up", literally speaking, is stupid advice.

It's true that perseverance is a must for all of us entrepreneurs. However, we are talking about overcoming (temporary) difficulties and not about obstinacy.

There is a book on that particular subject called The Dip from Seth Godin: IMHO, his best book.

The Dip: A Little Book That Teaches You When to Quit (and When to Stick)

From WikiPedia, the following summary describe it all, and at the same time, answers your question:

Godin introduces the book with a quote from Vince Lombardi: "Quitters never win and winners never quit." He follows this with "Bad advice. Winners quit all the time. They just quit the right stuff at the right time."

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+1 Yes Pierre. As soon as I read the title for this question I thought 'The Dip' – edralph May 24 '11 at 14:37
1  
+1: Don't stick with bad ideas - Linus Pauling got two Nobel Prizes, and said, “The way to get good ideas is to get lots of ideas, and throw the bad ones away." Or, as Adam Savage from Mythbusters likes to say, "Failure is always an option." – Bob Murphy May 24 '11 at 22:23

I think it depends on how you define your goal. If the goal is too narrowly defined, you may give up because you reach a point at which you have categorically proven that your plan was fatally flawed. But in most cases, during the process of failing, you may uncover an alternative approach or an adjacent opportunity that has better chances of succeeding than your initial idea. If this is the case, then not giving up would mean rearming and going after this revised plan.

This argues for defining a goal that is lofty and compelling enough to be worth throwing all of your resourcefulness and creativity into pursuing, even if this means going back to the drawing board several times. Very often when a startup fails, it is not because the opportunity turned out not to be there or because the product could not be built, it is because the team (and their backers) ran out of ideas or patience or both and simply gave up.

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