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Fred Wilson: 10 Ways to Be Your Own Boss

About this presentation

There’s more than one “right” way to be an entrepreneur. In this talk, leading-edge venture capitalist Fred Wilson breaks down 10 alternative approaches to running your own business. According to Fred, “You don’t have to be Twitter or Foursquare to be your own boss and do what you’re passionate about.”

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0:20 – One of Fred’s top 10 favorite quotes
0:55 – A monthly salary can be a deadly addiction and prevent us from being our own boss
1:40 – #1: You can be the only employee, like Matt Drudge
3:02 – #2: The partnership
5:10 – #3: The husband and wife team, like The Daily Lit
7:07 – #4: The boutique, like Union Square Ventures
9:09 – #5: The federation, like Allen and Company
10:55 – #6: The project, like filmakers and authors
12:24 – #7: The mobile entrepreneur, like Hype Machine
14:20 – #8: The startup, like Red Stamp
16:04 – #9: The breakout, like Foursquare
18:13 – #10: The company, like Twitter
20:05 – “Of these ten, two of them have raised real money. All the others have bootstrapped. You don’t have to be Twitter or Foursquare to be your own boss”
20:50 – Think about how you might be able to be your own boss, in a way that works for you

About Fred Wilson

Fred Wilson has been a venture capitalist since 1987. He currently is a managing partner at Union Square Ventures and also founded Flatiron Partners. He writes the popular “A VC” blog (“musing of a VC in NYC”), and is a thought leader in the venture capital finance community.

He has invested in numerous game-changing tech companies, including Twitter, del.icio.us, Etsy, and FeedBurner. Fred has a Bachelors degree in Mechanical Engineering from MIT and an MBA from The Wharton School of Business at the University of Pennsylvania.

About 99U

The 99U delivers the action-oriented education that you didn’t get in school, highlighting real-world best practices for making ideas happen.

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  • Show Comments

  • Damian Rork


  • Kenneth Harshbarger

    Nice presentation, Fred.  It's good to see some small, unique, interesting and inspirational examples of the entrepreneurial spirit.  

  • Marilyn E. Jess

    Sharing this video with my network. The business climate is just so toxic in so many companies, people need to take control and use their talents, and work for No One except the final customer.

  • Ronny lim

    Great presentation

  • Jonathan Fleming

    You don't have to be the next Bill Gates nor Mark Zuckerberg, but it's cool if you do become incredible in your own way. Building a great company is about your passion and genius not what the gurus or society thinks you ought to be in life. Live and surrender to your passion! Life is short live inspired

  • Its Sharlele

    Its hard to walk away from it but I want to do it sooo badly I think the first step for me is to start by saving my money and then investing it back

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