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20 Years of Investing in Startups

Paul G. Silva

From 2003-2022 the River Valley Investors operated as a traditional angel group, investing in nearly 100 startups. The company pitched to River Valley Investors in April 2022 and RVI invested one week later. KNOX Knox created Frictionless Ownership to make owning investment property as simple as owning a share of stock.

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Holmes’ sentencing sends a clear message that the startup ecosystem must be built on good faith

TechCrunch

Sure, due diligence matters in the investment process, but lying about your capabilities can undercut the founder-investor relationship — and in extreme cases, to the detriment of the larger, global startup market. Let’s start with the supposition that the venture-founder compact is built almost entirely on trust, especially early on.

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Tattoos and YCombinator Demo Day

This is going to be BIG.

It was June of 2003. At least if you and some Silicon Valley VC get inked up in one of the breakout rooms, you can get it removed more quickly than you can get out of an investment relationship. If you don't put in enough time to think about the investors you take or the investments you make, you're bound to regret what you picked.

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How Venture Funding For Early-Stage Startups Will Change During the COVID-19 Crisis

Dream It

Martino founded Bullpen in 2010 with a focus on post-seed, pre-Series A startups, and he led the fund’s investments in companies like FanDuel, Namely, Ipsy, SpotHero, Classy, and Airmap. This geographic distinction is now less about actual geography and more about mentality and style of investing of these types of firms.

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Get to Know Richard de Silva of Highland Capital

Both Sides of the Table

How did the experience of pitching Iron Planet to investors affect you as a VC? (5:00 Are you thematic in your investing or entrepreneur focused? (11:40-14:15). In 2003 one of their first investments was Qiigo, Mike Yavondite’s company. The in invest in IT (Software + Internet + Healthcare). 5:00 – 5:55).

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Why Startups Should Raise Money at the Top End of Normal

Both Sides of the Table

If you invested in the first angel round of a startup company it is usually very hard to sell your stock – usually for many years if ever at all. The earlier you invest the higher the chances the company won’t work out and thus you pay a lower price than later-stage investors. Private markets for stocks are the opposite.

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How to Develop Your Fund Raising Strategy

Both Sides of the Table

I raised money as an entrepreneur, like you, in 1999, 2000, 2001, 2003 and 2005 for two different companies. Spend time researching your buyers and not just pitching them. Partners make investment decisions. Trust doesn’t come from one 45-minute Powerpoint pitch or 30-minute demo. Do they have money to invest?

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