Angel Investing: The Most Satisfying Experience You’ll Ever Have

[Editor’s Note: On July 29, leading Silicon Valley angel investor Ron Conway, the founder of SV Angel, gave the opening talk at AngelConf, an afternoon conference for budding angel investors sponsored by the Y Combinator startup incubator program in Mountain View, CA. The following is an edited transcript of Conway’s talk, published by permission.]

I’m going to spend my seven minutes talking to the people in the room who have never angel invested before. I have invested in over 500 companies as an angel over the last 12 years, and it’s definitely been the best 12 years of my life. I’m delighted that after dabbling in angel investing for about five years prior, when I was investing in about three new companies a year in the early 1990s, I decided “Hey, I like this angel investing, even though I haven’t had time to do a lot of it.”

I had sold a company that I had acquired to a NASDAQ-listed, publicly held company, so I had a chance to change my career. I went home and told my wife, “Guess what my new job is going to be? Angel investor, full-time.” I teamed up with Ben Rosen. He lives in New York, but we made most of our investments out here in Silicon Valley. In 1994, Ben and I decided we would only invest in this thing called the Internet. In 1994, Netscape had not even been founded yet. The Internet has now become a massive, huge sector. But I absolutely love doing it.

Why do I angel invest? After the Google IPO, frankly, I could have stopped investing. But you know, it’s not about the money. For me, it’s one simple word: Because it’s interesting. Angel investing is the most interesting thing you will ever do. If I could, I would convince you in seven minutes to take the leap and start angel investing. Because if you talk to an entrepreneur, and they are starting a company—usually, there are about four cofounders in each new company—you get to listen to those entrepreneurs tell you what is going to happen in the future. Entrepreneurs are a crystal ball telling the technology industry where it’s going to be in four to five years. There cannot be anything more exciting and interesting than being part of that. I’m just completely addicted to it. There is no way I’m going to stop.

Six years ago, Mark Zuckerberg sat down at the University Cafe and told me that “I will have 300 million users” and had complete conviction about that. And he was “wrong”—Facebook has 500 million users, going to a billion. Just having that conversation is very exciting—experiencing his passion and conviction.

Some of these companies go out of business, but if you take a portfolio approach the way I do, which is fairly aggressive because I make a lot of investments, in that portfolio you will usually, over the course of a couple of years, have a hit that will pay for all the future angel investments that you make. So you won’t have to be nervous about “Am I overinvesting?” If you hang in there, usually angel investing will self-fund for you.

There is nothing complicated about this. Don’t over-analyze it. It’s writing a check and mentoring and adding value. All the documents today are pretty standard. You don’t need to

Author: Ronald Conway

Ronald Conway has been an active angel investor for over 15 years. He was the Founder and Managing Partner of the Angel Investors LP funds (1998-2005) whose investments included: Google, Ask Jeeves, Paypal, Good Technology, Opsware, and Brightmail. He was recently awarded Best Angel at The 2009 TechCrunch Crunchies Awards. He was was named #6 in Forbes Magazine Midas list of top "deal-makers" in 2008 and is actively involved in numerous philanthropic endeavors. Ron was with National Semiconductor Corporation in marketing positions (1973-1979), Altos Computer Systems as a co-founder, President and CEO (1979-1990) and took Altos public on Nasdaq in 1982 and served as CEO of Personal Training Systems (PTS) (1991-1995). PTS was acquired by SmartForce/SkillSoft (Nasdaq SKIL). Ron has served/serves on Boards/Advisory Boards including: Twitter, Digg.com, Bright Mail, Ask Jeeves, Rupture (acquired by EA), Associated Content, Facebook, RockYou, ScanScout, Zappos, Trulia, StumbleUpon, Plaxo (acquired by Comcast), Photobucket (acquired by Fox), and Anchor Intelligence (co-founder). Philanthropically, Ron is Vice Chairman of the UCSF Medical Foundation in SF, Board Member of The Tiger Woods Foundation, and SF Homeless Connect, and on the Benefit Committee of Ronald McDonald House, College Track, and the Black Eyed Peas-PeaPod Academy Foundation.