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Some Reflections on VC Investment Decisions

Both Sides of the Table

I started in 2007 with a thesis that my primary investment decision would be about the team (70%) and only afterward about the market opportunity (30%). Of course these are great places to network with other investors, meet great entrepreneurs and keep your connections strong with senior execs at larger companies like Yahoo!,

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How I Got the Monkey Off My Back – Today Was a Good Day

Both Sides of the Table

As a result I didn’t write my first venture capital check until March 2009 – exactly 5 years ago. At the time I pointed out: “If I had realized exits almost certainly it would be because I invested in a company that failed. “Ok, so this guy can write a blog and source deals but can he make any money?”

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Why Startup Entrepreneurs Need to Communicate More Like George Bush Than Al Gore

Both Sides of the Table

I use George Bush vs. Al Gore as allegory and I’ve been using it with entrepreneurs for years to sink in a simple point about how to communicate with the market. This does not mean you shouldn’t solve big, complex problems or write complex code. Bush had the opposite narrative in the press. It is election season.

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Angel Investing Skill 2 – Domain Knowledge

Both Sides of the Table

This is the second article in a series on what it takes to be a great angel investor (and why this should matter to entrepreneurs). And we all know that Ron Conway is considered the savviest of angel investors and yet by definition not all of his investments succeed. Part 1 – Access to Great Deal Flow – is here.

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Why I Invested in Gogii (textPlus) – My First Ever Later Stage Deal

Both Sides of the Table

This is a post I’ve been dying to write for 18 months. I invested in LA-based Gogii , one of the fastest growing, most exciting mobile social networking companies you’ve never heard of and maker of a product called textPlus. I only recently invested and I only got here through persistence. But I never gave up.

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From Startup Newsletter To Best Selling Book: How This Entrepreneur Pulled It Off

InfoChachkie

Consistent with the statistics cited in Why Entrepreneurs Hate (Most) MBAs , the large majority of John and Kyle''s classmates accepted positions at investment banks and consulting firms upon graduation. Wow, we''ve heard about your newsletter, and it seems to be motivating and inspiring entrepreneurs around the country.

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The Authoritative Guide to Prorata Rights

Both Sides of the Table

They often create the biggest tensions between investors who are investing at different stages in the business. Prorata investments rights given investors the right to invest in your future fund-raising rounds and maintain their ownership % in your company as your company grows and raises more capital.

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