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Is Convertible Debt Preferable to Equity?

Both Sides of the Table

Every investment so far in this YC batch (and there have been a lot) has been done on a convertible note.&#. I’ve written about the topic of convertible debt at length before specifically about how angels & entrepreneurs should think about pricing. Clearly this is is a trend and a topic that is interesting entrepreneurs.

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What Makes an Entrepreneur? Four Letters: JFDI

Both Sides of the Table

(In case it’s not obvious it’s a play on the Nike slogan, “Just Do It.&# ) I believe that being successful as an entrepreneur requires you to get lots of things done. Entrepreneurs make fast decisions and move forward knowing that at best 70% of their decisions are going to be right. This paralyzes most people.

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Outbound VC Dialing Programs – Total Disrespect for Entrepreneurs

Both Sides of the Table

“Hi [entrepreneur], I hope all is well. It's big, well known & we've invested in all of these really cool companies]. I know the firm well and I know the entrepreneur & his business well. There is no chance they’re going to invest and it’s not even a close match. What fits your schedule?

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Should You Really be a Startup Entrepreneur?

Both Sides of the Table

One of the most common questions that entrepreneurs who meet me for the first time like to ask is, “Do you miss being an entrepreneur? I thought I’d talk a bit about the differences I’ve experienced between being an entrepreneur & a VC – you know, from “both sides of the table.&#. On Being an Entrepreneur.

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Why Entrepreneurs Hate (Most) MBAs

InfoChachkie

Someone on Quora recently asked me to answer the following question: Why Do Digital Entrepreneurs Hate MBAs? Tech entrepreneurs' consternation with MBAs does not rise to the level of loathing. As noted in Startup Advice From College Dropouts , successful entrepreneurs are often poor students.

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Upfront Ventures Raised New $280 Million Fund

Both Sides of the Table

The speaks to the continued confidence in the venture capital markets and as I had predicted some time ago the VC markets right now are a great place to invest – especially relative to other places to put one’s money. Our last fund we raised was in 2012 and we began investing it in April of 2012. But that’s it.

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5 Equity Crowdfunding Reflections Before You Sign Up

Startup Professionals Musings

With the advent and growth of crowdfunding over the past few years, many entrepreneurs have predicted the demise of those demanding angel investment groups and venture capital organizations. These groups are now largely run by volunteers at no cost to entrepreneurs. Lack of checks and balances on startup valuations.

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