I&#x27;d add that the industry really does not celebrate nor embrace failure the way that we&#x27;re told it does. For those of us without the cushion of prior success or financial runway, repeating attempts to &quot;get back on the horse&quot; is an embarrassing exercise in futility.<p>With a failed enterprise, you lower your value in the eyes of many gatekeepers and peers, especially those who never tried running their own business.<p>But after repeatedly attempting to jumpstart businesses without capital, and subsequent failures, eventually you are more or less cast as foolish.<p>And god forbid you start to become pragmatic or slightly cynical in the world of tech startups! Because the moment your idealistic optimism comes into question, your &quot;cultural fit&quot; is permanently deemed negative. And bonus catch-22, having led startups also puts &quot;cultural fit&quot; into question for big cos as well.<p>Basically the personality changes that result from repeated business failure can begin to taint and poison your business relationships, and that can follow you around forever like a little dark cloud you just can&#x27;t shake.<p>Psychological stamina is something nobody tells you about needing as a prerequisite for being an entrepreneur, but most of us don&#x27;t learn that lesson until it&#x27;s far too late...