9 Lessons Learned From Founders At Work


Founders at Work is a great book for anyone working on a startup or thinking about doing so.

It’s a collection of interviews done by Jessica Livingston, a partner at Y Combinator. There are many fascinating things about the book, particularly the diversity of entrepreneurs she speaks to, from veterans of the computer world (Steve Wozniak and Mitch Kapor) to more recent startup founders (Ev Williams and Mena Trott.)

I didn’t expect the book to be so technical. Some interviewees go into quite a bit of detail on the technical challenges they faced, programming languages, etc. So for the geek in you, it’s a good read. And for the entrepreneur in you, it’s ideal.

With that in mind, here are 9 things I learned from Founders At Work:

  1. People Learned From Their Mistakes. Every single person profiled in the book made mistakes, from small mishaps to outright disasters. Each of them succeeded by learning from those mistakes.
  2. The Startup Roller Coaster Is Insane. People often talk about how hard it is to start a company, and that’s a common thread throughout the book. You can expect incredible lows, but also incredible highs.
  3. Startups Are All Consuming. Lots of people start businesses on the side, keeping their full or part-time jobs. Several founders profiled in the book followed that exact approach. But their focus was still very much on their startup. Startups are all consuming in terms of the energy, passion and dedication they require. Few people succeed without that singular focus.
  4. Working With Venture Capitalists is Challenging. There are a few horror stories in the book about dealing with venture capitalists, but generally the relationships were decent. For most of the entrepreneurs, the problems come because it’s their first time working with venture capitalists; they didn’t know what to expect.
  5. Products Sometimes Come From Nowhere. The classic startup story has a couple guys working on something part-time, only to realize at some point that they’re sitting on a winner. Sometimes they don’t even realize it, until they’re pushed by others. These are entrepreneurs that “fall into success.”

    But for all the “holy crap we have a product here!” stories, there are an equal number of stories of founders starting out with a clear idea of what they wanted to do, and taking a much more methodical, focused approach. If anything, this teaches us that it doesn’t matter how you start – what’s important is that you start at all.

  6. Things Never End Up Where They Started. That’s a huge understatement. Almost to a tee, each founder started their business in one way, with a few ideas, only to end up in a completely different place at the end. Entire products and business models changed several times over for many of them.
  7. Hire Smarter. Some of the most interesting stories in the book are about founders going out and hiring people – how they did it, what they were looking for, etc. Most of them spent a good amount of time hiring (more than most founders do today), and recognized the importance of bringing on top talent.
  8. Founders Are Motivated To Do Better Than Others. There are many motivations for starting a company, but one of the most common threads through the book was that founders believed they could do better than the status quo. A good part of that is ego, but a bigger part of that is an honest, analytical look at what’s going on and not being satisfied with it.
  9. Take Risks And Be Creative. Many of the startups pulled off funny and risky stunts to get their products launched and generate buzz. Raising awareness is easier today with blogs and social networks, nevertheless the traits of creativity and risk-taking are paramount in a startup’s success. Startups have to make huge decisions quickly. They’re often forced to put all their eggs in one basket. They’ve got to swerve and tumble around obstacles like it’s nobody’s business.

More than anything, Founders at Work reminds us that there’s no formula for success.

Startups come from all over. Founders have a myriad of backgrounds. Ideas are born from a host of sources and experiences. You can get funded, or not. You can start small or go big right away.

There are some common traits and experiences amongst entrepreneurs and startups. And you can learn a lot from the experience of others but there’s definitely no absolute right way of doing things.

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August 7, 2007 Posted in Startups by

  • http://macournoyer.wordpress.com macournoyer

    I did enjoy the book too. Some chapters more then others.

    The chapter with Steve Wozniak is somehow strange and fascinating. You can really feel his passion for what he does when the interviewer ask him a small business question and he goes on for 10 pages on how he designed the chips of the Apple II.

    And I’m surprised that all of the early startups had to borrow computers to code!! Wow! Hard to understand what this is right now.

  • http://defensio.com Carl Mercier

    @MAC: you should read iWoz. Even more fascinating that the small chapter devoted to him in Founders at Work!

  • http://macournoyer.wordpress.com macournoyer

    I did enjoy the book too. Some chapters more then others.

    The chapter with Steve Wozniak is somehow strange and fascinating. You can really feel his passion for what he does when the interviewer ask him a small business question and he goes on for 10 pages on how he designed the chips of the Apple II.

    And I'm surprised that all of the early startups had to borrow computers to code!! Wow! Hard to understand what this is right now.

  • http://macournoyer.wordpress.com macournoyer

    Thanks Carl, I will, It was on my Amazon wishlist for some time now. Just when I finish Dreaming In Code, the story of Mitch Kapor latest project: Chandler, written by the founder of Salon.com. Excellent book too!

  • http://defensio.com Carl Mercier

    @MAC: you should read iWoz. Even more fascinating that the small chapter devoted to him in Founders at Work!

  • http://macournoyer.wordpress.com macournoyer

    Thanks Carl, I will, It was on my Amazon wishlist for some time now. Just when I finish Dreaming In Code, the story of Mitch Kapor latest project: Chandler, written by the founder of Salon.com. Excellent book too!

  • http://mogul.macsimumweb.com Robert

    Thanks for pointing this one out Ben. Definitely looks like something I’ll be buying soon.

  • Rod

    I read the book and really enjoyed it. Unfortunately, I could easily add a number 10 to this list that says: Graduate from Stanford or MIT and start your business in the Silicon Valley.

  • http://mogul.macsimumweb.com Robert

    Thanks for pointing this one out Ben. Definitely looks like something I'll be buying soon.

  • Rod

    I read the book and really enjoyed it. Unfortunately, I could easily add a number 10 to this list that says: Graduate from Stanford or MIT and start your business in the Silicon Valley.

  • Egor

    The only one big lesson I learned from this book is that start-up success is random! It either comes or not.

  • Egor

    The only one big lesson I learned from this book is that start-up success is random! It either comes or not.

  • http://www.instigatorblog.com Ben Yoskovitz

    Rod – I suppose that’s true. Lots of Stanford and MIT grads, although nowadays you get plenty of entrepreneurs who never finish school either.

    My next post re: San Francisco / the Valley and tech entrepreneurs is actually focused on some of the very points you bring up. Should go live tomorrow or Thursday. Hope you’ll stick around and give me your thoughts.

  • http://www.instigatorblog.com Ben Yoskovitz

    Rod – I suppose that's true. Lots of Stanford and MIT grads, although nowadays you get plenty of entrepreneurs who never finish school either.

    My next post re: San Francisco / the Valley and tech entrepreneurs is actually focused on some of the very points you bring up. Should go live tomorrow or Thursday. Hope you'll stick around and give me your thoughts.

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  • http://www.howtowakeupearly.com Wake Up Early!

    One more thing that I’ve learned from this book is that being first to market is vital for success. Take Hotmail story for example. By being first they’ve got huge subscribers base which was worth hell more than their service itself. Your idea may not be perfect and implementation may not be ideal, but time to market is what often matters most.

    //Sleeping Dude

  • http://www.howtowakeupearly.com Wake Up Early!

    Don’t remember where I’ve read it, but here is another interesting quote that this book confirms:

    80% of new businesses fail in their first five years, but a far more interesting statistic is that nearly all of the businesses that succeeded did not do so in the original way they had intended.

    //Sleeping Dude

  • http://www.howtowakeupearly.com Wake Up Early!

    One more thing that I've learned from this book is that being first to market is vital for success. Take Hotmail story for example. By being first they've got huge subscribers base which was worth hell more than their service itself. Your idea may not be perfect and implementation may not be ideal, but time to market is what often matters most.

    //Sleeping Dude

  • http://www.howtowakeupearly.com Wake Up Early!

    Don't remember where I've read it, but here is another interesting quote that this book confirms:

    80% of new businesses fail in their first five years, but a far more interesting statistic is that nearly all of the businesses that succeeded did not do so in the original way they had intended.

    //Sleeping Dude

  • http://www.instigatorblog.com Ben Yoskovitz

    First to market definitely has its advantages, although I don’t think it’s essential to success.

    A lot of the companies profiled were from a time (mid-80s+) where EVERYONE was first to market, because the computer industry was so young.

    And the book is focused very much on innovative companies doing new things, but there are also plenty of success stories involving companies that came into their markets later on. Just have to avoid the “me too” issues that come with that.

  • http://www.instigatorblog.com Ben Yoskovitz

    First to market definitely has its advantages, although I don't think it's essential to success.

    A lot of the companies profiled were from a time (mid-80s+) where EVERYONE was first to market, because the computer industry was so young.

    And the book is focused very much on innovative companies doing new things, but there are also plenty of success stories involving companies that came into their markets later on. Just have to avoid the “me too” issues that come with that.

  • http://www.scrollinondubs.com Sean Tierney

    Ben,
    thanks for linking to the Founder’s digest I did a few months back on Grid7. That was a juicy book with so many valuable lessons for startup founders. Throw in your $.02 for who you think should be in the next edition->
    http://radar.oreilly.com/archives/2007/05/pick_the_next_f.html

    sean

  • http://www.scrollinondubs.com Sean Tierney

    Ben,
    thanks for linking to the Founder's digest I did a few months back on Grid7. That was a juicy book with so many valuable lessons for startup founders. Throw in your $.02 for who you think should be in the next edition->
    http://radar.oreilly.com/archives/2007/05/pick_…

    sean

  • http://www.instigatorblog.com Ben Yoskovitz

    Sean – I’ll definitely take a look at the link and put my thoughts in on who should be in the next version.

    Can I put myself? *grin*

  • http://www.instigatorblog.com Ben Yoskovitz

    Sean – I'll definitely take a look at the link and put my thoughts in on who should be in the next version.

    Can I put myself? *grin*

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About Ben Yoskovitz
I recently joined GoInstant as VP Product. GoInstant changes how we use the web, making it shareable like never before.

I'm also a Founding Partner at Year One Labs, an early stage accelerator in Montreal. Previously I founded Standout Jobs (and sold it). I'm a hands-on startup guy, helping companies grow successfully from the idea forward. You can reach me at byosko at gmail dot com.

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