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Fred Wilson on AngelGate and Where the Web Is Going

I had a chance to talk with Union Square Ventures partner Fred Wilson today, both during and after a meeting he had with half a dozen startups at the offices of Extreme Venture Partners, a fund and incubator based in Toronto. Wilson—whose firm has a stake in a few companies you may have heard of, such as Twitter, Foursquare, and Zynga—came to town to meet with both venture investors and startups with a view to possibly investing in some Canadian companies. Afterward, he said the Toronto startup environment "reminds me a lot of New York."

I'm going to write a separate post about some of the companies Wilson met with and his thoughts on the local startup ecosystem, but during our conversation, the venture investor also had some comments about the recent "AngelGate" clash between "superangels" and traditional VCs, as well as some advice about the big online trends he's considering as he makes investments for Union Square. Here are some of his thoughts.

On AngelGate

The reality is that market has changed a lot in the past two or three years. There's a lot more money out there, it's gotten very competitive. And usually what happens when things get competitive is prices get bid up, terms change, and the early participants feel it—they can't win every deal, they can't be in every deal, and I think people start to get nervous. I think that's largely what you're seeing. You're seeing people who've been in the market for a long time worrying about the fact that their market position isn't what it used to be.

Wilson also talks in the video about whether the so-called AngelGate meeting represented "collusion," and whether some of what happened was a result of personal egos getting out of joint. During the startup meeting he attended, when asked about the "superangel" phenomenon, Wilson said he thinks on balance it can be a very positive thing for VCs such as Union Square. "If someone wants to put in $250K and work as hard as I do, even though I've invested a lot more, I say bring it on," Wilson said. "That's a home run for me and a home run for the entrepreneur." Among the superangels who take this approach is Ron Conway of the SV Angel fund, Wilson said—"he works that hard for everyone, regardless of how much he has put in."

Trends to Be Aware Of

Globalization is a huge trend. If you look at FB, Twitter, Google—75 percent to 80 percent of their users are outside the U.S., so globalization of Web services at scale is something I'm really interested in. There are entrepreneurs all over the world creating new Web services that are as interesting as those getting created in the traditional tech centres like the Valley, Boston, New York. So globalization is probably the No. 1 thing I've been thinking about.

Wilson also talked about the implications of mobility and how he is thinking about that in terms of his investment. He means more than just mobile with respect to specific devices or services; he also means how people can participate online from anywhere and how more and more data are being produced because mobile devices have sensors that can change your experience or add value to it in a variety of interesting ways.

What He's Thinking About Now

I'm really interested in the intersection between reputation, identity, and knowledge. So things like Quora and StackOverflow [a Union Square Ventures portfolio company]—these kinds of services use social media in a narrower and maybe higher-value way to help people, and that's really interesting to me. If you look at StackOverflow, developers who do the best job of generating answers to software development issues have their reputations rise in the system, and on the back side of StackOverflow is a job board, so employers can come in and hire people and see what their reputation is. When you think about how a Q&A site flows into a job board and how reputation is the key connective tissue there, I think that's a really fascinating thing.

Also from the GigaOM Network:

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