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Video: The State of Angel Investing & What Startups Can Learn From It, According to Keith Rabois

Keith Rabois will tell you that he’s not a passive angel investor — quite the opposite. Along with a check, Rabois wants to bring to his investments the wisdom he’s gleaned from his time as an executive at companies including PayPal, LinkedIn and Slide (where he is currently VP of business development and strategy), as well as his experience investing in companies such as YouTube (s GOOG) and Yelp. These days he’s high on companies like Palantir and AirBnB.

Last week, he stopped by our office to share some of his insights into startups, Silicon Valley, investment trends and the rise of the super angels. Given his genuine desire to not only fund but help young companies, it was only natural that during our video interview he was a font of useful information for investors and entrepreneurs alike. In particular, he shared his insights on:

  • The proliferation and growth of angel rounds
  • The dearth of exits for angels
  • The importance of figuring out what you want from your VC
  • Questions to ask a potential angel (among them: What have they done in their own career?)

During the conversation, he pointed out that three years ago it was rare to see $500,000 angel rounds of investments in startups. Today, that’s the minimum starting point; it’s more common to see $750,000 angel rounds.

Is that because there are too many angels? “There is a halo around being an angel investor or a seed investor,” Rabois told me. “I was joking with someone recently that when you went to a party, it’s cooler to be a seed investor raising a round than an entrepreneur, and that’s a sign of major bubble in investing. ”

Sit back and watch this 20-minute interview. And if you are a startup/entrepreneur, pay close attention:

20 Responses to “Video: The State of Angel Investing & What Startups Can Learn From It, According to Keith Rabois”

  1. Reminds me of TED talks, very convenient to listen to. I like Keith’s summary and insight. In my business, it is hard to be too entrepreneurial or innovative in terms of the actual products, since those are delivered by third parties, but we can try to enhance our services in an innovative way, ultimately helping our customers by adding actual value.
    I’m looking forward to the day I’ll feel comfortable devoting some time to try another business endeavour and possibly invest into some young talent. Thank you for the inspiration, Om!

  2. Om, it’s great that you’re bringing video onto the site. But this video needs a lot of editing and shortening – it should have been a 3-minute clip.

    To be honest, after watching half of it, I wanted to strangle the interviewee. Did he have too much coffee, or was it something stronger? Gawd:)

    Sorry, i was trying so hard to be positive :-)

  3. Traunwreck

    My freaking God this guy is an Assclown! First of all he’s failed to realize that the Valley Girl has been dead for over a decade. For crying out loud, learn how to speak. Every phrase should not end with a question mark? Next, up, entrepreneurs are at their prime in their twenties? Ha! History and data suggest they are at their prime in their forties. Lastly, if your “not qualified” to understand a “technology” company (what the hell is the difference between a technology company and an Internet company? Does he mean B2B vs B2C?) then how can you be investing in one and not the other? Good luck with Slide, I hope the company survives you’re idiotic advice…

  4. Derrick

    As a private investor in Slide, I wish Keith would pay more attention to the growth and future of Slide. To say that this investment has gone south is an understatement. Slide has been struggling for 3 years now since it first grew as the first large Facebook app developer. SInce then it has tried and failed on various business models (direct sales, brands, virtual goods, social games, etc.). At this point in time, my guess is that Slide is heading fast towards deadpool status. What exactly is Keith doing as EVP (btw: if you’re a start-up and there is an EVP title you are already doomed!) to salvage this investment? It seems to me he’s spending most of his time focusing on other investments and sparring with Chris Dixon on Twitter.

  5. Peter Verkooijen

    Very interesting, but none if this really matters anymore. In the coming years increasingly the government will run everything, directly or through “public-private partnerships”. The way to succeed as an “entrepreneur” will be to toe the right political line and have the right political connections.

  6. Thanks Keith, loved the insights! I like your undergirding theme that at the end of the day, it always comes down to relationshipins between people: some examples you mention are: 1) the matchmaking between the entrepreneur and the VC; 2) the entrepreneur who doesn’t go with the crowd; 3) understanding the motivations of the mass market. I loved every minute of the video!

  7. Like the “not to follow ‘herd’ mentality part quite a lot”.

    Desirable situations for investment from an entrepreneur perspective might be as follows (in order of desirablity):
    1. money + connection or experience in the target market.
    2. money + investment in a project which has direct relationship with the enterpreneur’s product/serivce
    3. money + genuine interest in working with the entrepreneur
    (best not having invested in too many projects or you won’t have time…)

    Additionally, link to VC would help with the future… but the focus is NOW…

    If none of the above, money would be no different than a loan from bank.