Both Sides of the Table

MARCH 5, 2020

I am due to speak at the SaaStr conference next week: Wednesday, March 11th at 10:45 AM. I had originally signed up to talk about the “VC Market Trends” overall but it seemed inauthentic to speak about VC funding without addressing the virus in the room. So I wrote a brand new deck outlining some Upfront views on what we may see in the funding markets ahead.

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OCTOBER 17, 2019

I became a VC 12 years ago in 2007 when the pace of deals was much slower. I had just left Salesforce.com where I was VP, Products, after they had acquired my second startup. As I was trying to figure out the role I wanted to play in the VC world I decided I wanted to focus on businesses that were building deeply technical products to solve problems for business users.

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MARCH 11, 2019

Photo by Juliette F on Unsplash Networking is a critical part of relationship building and there is no event more valuable to building relationships than the proverbial “breaking of bread” with people. I personally run many group lunches & dinners and I attend even more so I’ve developed a set of tips I often pass along in how to make these the most effective they can be.

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Both Sides of the Table

FEBRUARY 28, 2019

Photo by Filipe Delgado from Pexels We’ve all been in meetings that get off track?—?sinking ever down the proverbial “rat hole,” from which rescue feels impossible. How does it happen? And how can you avoid it? This is part of a series on Managing Boards. In my last post I wrote about board preparation before the meeting and frankly this can be applied to any type of meeting.

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FEBRUARY 21, 2019

Should All of Your Management Team Attend Board Meetings? The age old question for every startup is whom to involve in the board meeting. The reality is that there are some board meetings in which having a broad set of management present is a great idea and there are some meetings where in can be a hindrance. Photo by rawpixel on Unsplash The goal of the best run boards ought to be to balance information dissemination with using the brain trust of the company to guide critical decisions.

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FEBRUARY 20, 2019

One of the things that founders have the most angst about is whom they should have on their board and at what stage of the business. This is smart because amazing board members can be transformative with important advice and access and can also help attract other great board members (and team members). Bad board members can make business very unpleasant.

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FEBRUARY 18, 2019

One Thing That Great Leaders Understand I was scanning Twitter this past week and I came across these great Tweets by Michael Seibel at Y Combinator. When I was young I thought management was about distribution/delegation of responsibilities. I now realize it is truly about the maintenance of morale and motivation. Morale and motivation are moving targets that require consistent and proactive effort to maintain.

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FEBRUARY 12, 2019

Seed investments are down by any measure (funds, deals, dollars) over the past 3 years in deals < $1 million AND in deals between $1–5 million. What gives? Over the past month a colleague ( Chang Xu ) and I sifted through data on the venture capital industry (as we do every year) and made a bunch of calls to VCs and LPs to confirm our hypotheses.

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Both Sides of the Table

JULY 17, 2018

One thing that comes with being a venture capitalist is you see hundreds and hundreds of businesses. You get to have interesting conversations with founders and review business plans and then see how these businesses evolve over the years. A firm like ours has almost 100 different investments across all the various partners so we get to see some businesses very intimately.

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JUNE 28, 2018

My friend Michael Broukhim, founder & co-CEO of FabFitFun and I recently had a catch-up meeting for 3-miles on the Santa Monica “Bird Trail” No company has ever elicited so many questions by friends, colleagues, entrepreneurs, fellow VCs and journalists as has Bird, the company that pioneered the electronic scooter as a service market. Until recently it was headquartered 2 blocks from our offices in Santa Monica so we literally saw it emerge under our feet and we proudly invested in the last

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Both Sides of the Table

MAY 21, 2018

I was recently with an entrepreneur and talking with him about his fund raising process. He was in a later-stage financing round and was talking with many investors. Some started asking him for very specific analyses to be completed on his data and wanted his company to crunch the numbers. I told him he shouldn’t bother and that it was likely a junior person at the firm whose job is was to find holes in the data / narrative.

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MAY 7, 2018

There is an old management saying, “measure twice, cut once” which refers to the benefit of doing some planning. It’s the antithesis of “ready, fire, aim” which seems to be so prevalent in today’s society. The benefits you will receive from doing even some basic planning before you hit the fund raising trail are enormous. This post has some basic advice on how to plan your raise before you hit the road.

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MAY 6, 2018

Fund raising. It definitely has a “d” in it, as in it’s really not fun, raising. But it’s critical for your business, for you as a leader and people who excel at fund raising have an extreme advantage over those who do not. The best entrepreneurs in our industry focus on it year-round as opposed to just once every 18 months. As a VC with scores of startups in our portfolio we have ringside seats to many, many fund raising processes plus I had to raise money across about 5 different rounds of cap

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APRIL 12, 2018

Many people will write the history on why Ring became an enormously successful company and why it became a real-world unicorn in a world when many startups are anointed that merely on paper. Since I had a ringside seat to the company before it really existed all the way through the end I thought I’d offer my version and what I think it means for our future.

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FEBRUARY 22, 2018

At the recent Upfront Summit my partner Stuart Lander had the opportunity to show some California Love and interview three of the wealthiest Bitcoin owners, each of whom were some of the earliest owners in the asset class and who haven’t sold any of their holdings. It’s an extraordinary story ranging from Jaime who studies cryptography in college to Bryan who was early in selling products on Silk Road to Steven owns 179,000 Bitcoin worth more than $2 billion.

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DECEMBER 6, 2017

Time Magazine published its “person of the year” edition today and honored “the silence breakers” for speaking up and forcing our society to confront its position towards men in power exploiting their power for sexual gain. Real change is clearly needed. These brave women who have taken on personal risks and faced doubters to change the culture globally to stop sexual misconduct, harassment & gender bias deserve the recognition x1000 along with the many other women who have spoken up.

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NOVEMBER 14, 2017

Nearly every successful tech startup I’ve observed over the past 20 years has gone through a similar growth pattern: Innovate, systematize then scale operations. An alternate outcome that I also unfortunately observe in some cases are companies who had extreme early success with an initial product adoption but failed in key areas that limited the growth and therefore the ultimate financial outcomes.

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OCTOBER 23, 2017

We all have a pretty good idea about things that drag down our productivity or suck up time that would be better spent on more fulfilling activities. Two years ago I made a commitment to stop bringing my mobile phone into my bedroom and with like a 95% compliance rate this made a big improvement. At nighttime I don’t check my email or social feed right before bed, which helps me from having last-minute anxiety before going to sleep.

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SEPTEMBER 17, 2017

In more than a decade of writing about the Internet and tech-enabled businesses I’ve learned that mobs don’t do nuance well. If you read the headlines or talk with zealous friends you may well think cryptocurrencies are either our savior from bureaucratic, ossified governments or are purely speculative Ponzi schemes. The reality is that cryptocurrencies can be both and can be liberating and corrupting at the same time.

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JULY 17, 2017

Starting back in 2015 and throughout much of 2016 people started commenting that my blog had become a lot more political. I guess I didn’t see it quite that way. My blog has always been a mixture of what was on my mind and a blend of venture, startup life, tech views and current society events that related to my interests: Venture, startup & tech.

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APRIL 23, 2017

When you run a startup you’re always on borrowed time. You have cash in the bank, a monthly burn rate and a “cash out” date that few in the company truly comprehend. I’ve never met a founder who wasn’t acutely aware of his or her ticking time bomb and the sense that failure and humiliation is a real possibility. It’s why so few can really start a business from scratch.

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Both Sides of the Table

APRIL 12, 2017

The modern world is filled with constant distractions. Only those with maniacal focus on results and a willingness not to engage in every activity achieve extraordinary results. As executives we’re all seemingly accessible at any moment to anybody via email, Twitter, Facebook, LinkedIn or Text. We are over-intro’d and at the same time under-resourced in terms of staff to handle the barrage of in-bound requests.

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FEBRUARY 18, 2017

Union Square Ventures (USV) has been one of the most successful venture capital firms of the past 10–15 years and continues to be a leader in our industry. Recently the firms two founding partners (and also Managing Partners) —  Fred Wilson and Brad Burnham  — decided to transition management of the firm to Andy Weissman (who joined in 2012) and Albert Wenger (joined in 2008 and writes one of the most thoughtful blogs in our industry ).

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Both Sides of the Table

FEBRUARY 17, 2017

One of the most talked about Fireside Chat’s of the 2-day Upfront Summit was the talk between my friend Joe Green and Pete Buttigieg , the mayor of South Bend, Indiana aka “The Happy Warrior” currently in a bid to become the new head of the DNC ( you can learn more here ). Joe and Pete went to college together at Harvard. Joe went on to create Causes with Sean Parker, then Nation Builder, Fwd.us with Mark Zuckerberg and more recently another startup, which I’m not sure whether it’s public so I w

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FEBRUARY 16, 2017

Every tech or major news journal in the country is preparing to write their Snap, Inc (creators of Snapchat, Spectacles, etc) stories and many of them seem to want a “How does it feel to have missed this investment story.” I won’t speak to most of them due to time and also due to the fact that I simply am not the story and don’t want to pretend like I am.

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FEBRUARY 15, 2017

Upfront Ventures was created 20 years ago as one of the original VC funds in Los Angeles. Back then only 15% of our dollars were invested locally whereas today 50% of our dollars are invested in LA. 10 years ago we found ourselves trying to persuade LPs and VCs that it was worth spending more time getting to know the LA market and now the most common refrain that I hear from them is “there really is something going on in LA.

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FEBRUARY 6, 2017

It was only a year ago that many in the Venture Capital industry were predicting that “winter was coming” and to be fair the author of this post was chief amongst them. Yet as we enter February 2017 the VC funding markets are booming, Snap, Inc has filed for its IPO, AppDynamics was just purchased for $3.7 billion by Cisco and the only winter that can be found is at the ski resorts following California’s epic snowy and rainy January.

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DECEMBER 14, 2016

A room full of some of the top tech leaders in our country: Apple, Facebook, Cisco, Intel, Microsoft, IBM, Oracle, Amazon, Tesla and so forth. It’s a breath of fresh air to see that Marc Benioff, who has become a beacon for protecting the rights of our most vulnerable citizens, is not in attendance. But I actually fall on the side of the issue that it’s good that our tech leaders are meeting with Trump for 2 reason: Whether I like it or not (I most certainly do not like it), Donald Trump will be

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DECEMBER 12, 2016

Today it has been announced that I’m leading a $15 million funding round in Tact , a new generation of Enterprise Software company along with other investors including Microsoft Ventures and previous investors Accel and Redpoint Rather than just waxing lyrically about how great the company is I thought I’d provide some context about why I invested and also about a fundamental change I see in the coming years in the way enterprise software is used.

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SEPTEMBER 17, 2016

There’s an old saying in polite circles in the United States that there are two things one should never talk about a social gatherings: Politics & Religion. I think this is so engrained in the psyche of many Americans that in times of great need many still won’t speak out publicly about what they say privately. With just over 50 days until we elect a new president of the US it’s critical for the interests of yourself and your fellow citizens that more of you speak up.

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SEPTEMBER 1, 2016

Rolf Winkler wrote a piece in the WSJ about A16Z’s returns in which he says they “lag behind Sequoia, Benchmark and Founders Fund.” Scott Kupor of A16Z responded with a comprehensive overview of valuation methodology in a post that while accurate feels more targeted at sophisticated Limited Partners (LPs) who invest in funds. Let me offer you an insider’s take.

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AUGUST 29, 2016

GOAT just announced it raised $5 million in venture capital led by our friends at Matrix Partners. On the surface that sounds unremarkable — fundings happen daily. But this isn’t just any funding. GOAT (“Greatest of All Time) is a sneakerhead marketplace that is en fuego, but we led the company’s last financing round in 2012 (yes, four years ago) when they were an application for letting people join group dinners.

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AUGUST 14, 2016

I love reading non-fiction as a way to challenge myself to understand topics that stretch my understanding of the world around me. I love history and biographies and even novels that are “faction.” This Summer I read “The Third Chimpanze” by Jared Diamond and since he’s my favorite history writer I of course loved it. If you haven’t read Diamond, though, I’d recommend starting with “Guns, Germs & Steel” & then “Collapse” but all three are worth reading.

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JULY 27, 2016

Density laser tracking above a doorway As I’ve written before I believe Computer Vision will become a major factor as a Human-Computer Interface (1) as sensors and cameras help us make sense of our physical world. There is so much in the media about “The Internet of Things” that it has lost meaning and for many for some strange reason it became a short-hand for wearables.

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JULY 26, 2016

Many first-time founders seek advice when thinking about what ideas would be great for a startup company and receive the wrong advice that you need to focus on a billion-dollar idea. There are very few ideas that are obviously a billion-dollar idea from the start. So what should you do? I advise founders to focus on what I call “basecamp,” which is the first level of success or validation at a startup.

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JULY 12, 2016

Luddites. It’s a term most of you know as being somebody who is backward or uninterested in learning new technology. Actually, the Luddites were worse than this. They were a movement in England during the Industrial Revolution who had the objective of ruining machinery that was used to build products at scale. They thought factories were a threat to custom assembly of products and ultimately to the agrarian way of life (as more people were moving to urban environments).

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Both Sides of the Table

JULY 10, 2016

Black lives matter. Saying it out loud is obvious. And important. Agreeing that Black lives matter does not make one anti-police — it simply acknowledges that we understand there is a white privilege in the United States that has existed since our foundation. Having grown up in the US but having lived in Europe for more than a decade gives me a unique perspective to know this problem is more pronounced in America and we have a responsibility to continue to chip away at the problem.

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