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The Twenty Year Itch: My Last VC Investment Out of Brooklyn Bridge Ventures

This is going to be BIG.

Sometime in the next few weeks, I’ll complete my next investment. Last August, I passed the point at which I had spent literally half my entire life working in this asset class, having started at the General Motors pension fund doing institutional investments in venture funds and late-stage directs back in February of 2001.

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The Pros and Cons of Rando Rich People Investing in Your Startup

This is going to be BIG.

These are people that didn’t make their money through a tech startup or startup investing. Helpful investors should use their sage advice and support of the founder to make them into better, data-driven decision makers to impact a company, instead of relying on their contractually held voting rights. Perhaps they inherited it.

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Take only “smart money” investments

Berkonomics

Professional investors usually bring “smart money” to the table, defined as money that comes along with good advice and great relationships for corporate growth. Each of these companies needed more cash than professional angel investors were willing or able to provide, and we turned to the venture community for larger investments.

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11 angel investing lessons

Venture Hacks

Spearhead asked me to write a post on angel investing when they first launched. Charlie Munger says investing requires a latticework of mental models. Here are 11 lessons for your angel investing lattice: If you can’t decide, the answer is no. Investing takes years to learn, but improves for a lifetime.

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How to Ask for Advice and Get People to Commit the Time to Answer

This is going to be BIG.

People often ask me for advice on fundraising, generating deal flow, hiring, increasing visibility , triathlons, babies, etc.--a As the person giving the advice, doing a half-assed job of getting someone all the information they need is pretty unsatisfying—so that becomes a barrier to wanting to do it at all.

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Advice from an entrepreneurship expert, with Professor Michael Goldberg

Young Leaders of the Americas Initiative

Michael answered questions from network members requesting advice for their entrepreneurial endeavors. What advice would you give to entrepreneurs and professionals looking to finance their business? Angel investors or venture capitalists will require that entrepreneurs sell shares (equity) of their companies for investment.

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Jason Calacanis Answers the Top 5 Questions He Gets about Angel Investing

Dream It

In this guest Dreamit Dose, Jason Calacanis (@jason), a technology entrepreneur, angel investor, and the host of the popular podcasts This Week in Startups and Angel, answers the top 5 questions he gets about angel investing. Jason says, “Investing is about the long game.” We hope we could answer your questions about angel investing.