The Foundr Podcast with Nathan Chan

153: How to Survive Entrepreneurial Failure with Steve Olsher of liquor.com


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In his lifetime as an entrepreneur, Steve Olsher has crashed, burned, and reinvented himself in the face of tremendous failure. But for Olsher, there was never any other path. If you can relate, he's got some indispensable wisdom to offer.

"I've been an entrepreneur pretty much since I've been old enough to pick up a rake and move some leaves around, or grab a shovel and do some snow-shoveling and clear some sidewalks, driveways, that sort of thing. We're all naturally wired to excel in very specific ways, and for me, I've always just been wired to rub a couple of dimes together to make that quarter," Olsher says.

Olsher has spent his entire life as an entrepreneur, and with it has experienced all the highs and lows, from starting a widely successful business that was prepared to go public within a year, to losing it all and walking away from a company he spent nine years of his life building.

But if success is defined by how well you can bounce back from failure, Olsher is one of the most successful people on the planet. Taking the knocks in stride, and embracing the lessons they taught him, Olsher went on to pursue other entrepreneurial ventures over the next six years, before reclaiming his original business and domain name, Liquor.com, and building his business from the ground up again.

In the years since, Olsher has distilled a lifetime of experience and lessons into helping others figure out what their passion and their purpose are. Today, he is now a New York Times-bestselling author, and is all about helping people reinvent themselves into who they truly want to be.

In this episode you will learn:

  • Hard truths you need to know when bringing on investors
  • The importance of needing good advisors and mentors you can turn to when you need it
  • When you should and shouldn't listen to your gut as an entrepreneur
  • How to find out what your "what" is, and how to figure out what your purpose is
  • Where to find your winning business idea
  • & much more!
  • ...more
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