Both Sides of the Table

MARCH 6, 2010

One of the questions I’m most often asked is, “what’s it like being a VC?&# I’ve been a VC for nearly 3 years now. Since I answer this all the time anyway I thought it might make an interesting blog post. But let’s face it, as a VC you spend time with whichever companies you want.

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FEBRUARY 20, 2012

Tracy DiNunzio isn’t your typical Silicon Valley startup founder. She did her first tech startup after the age of 30. And she didn’t start her company in Northern California. She hasn’t raised any venture capital. She leveraged herself and even sold many of her possessions to get started.

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SEPTEMBER 15, 2022

At our mid-year offsite our partnership at Upfront Ventures was discussing what the future of venture capital and the startup ecosystem looked like. When you look at how much median valuations were driven up in the past 5 years alone it’s bananas. What is a VC To Do? I can’t speak for every VC, obviously.

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JANUARY 11, 2011

If you want a very quick primer on all the stuff nobody ever tells you about raising venture capital check out this video where Mark Jeffrey & I break it down on This Week in VC. All of this is covered in more detail on the TWiVC video above (and much of it is covered in text on this blog on the “ Raising VC &# tab).

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JULY 25, 2011

tl;dr version: If you’re an entrepreneur or VC or will be working in this industry - buy this. When I first started as a startup CEO in 1999 there were no guides on raising venture capital. 3) VCs are anal about things like voting thresholds, seniority of their stock, protective provisions, etc.

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JANUARY 13, 2011

I recently filmed a show for This Week in Venture Capital in which I talked about how to prepare for a VC meeting: whom you’ll meet, who should attend from your side, what materials you should bring and how you should run the meeting. I wrote the summary notes in this blog post. Can you just show up without one?

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JANUARY 26, 2013

Understanding “The Funding Angle” I sit at enough board meetings to hear conflicting advice given to entrepreneurs about how to handle PR and announcements at startups. I think many board members (including VCs) were trained 10+ years ago when life was very different and their advice often comes from an outdated lens.

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NOVEMBER 18, 2012

But for some strange reason they make you file your progress on fund raising, which is the widely picked up by the press. And why I woke up at 4.50am. As I’ve written about before, You’d Have to be a Big Baby to Complain about Being a VC. As a startup founder you rarely have much money in your bank accounts.

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JUNE 8, 2014

I have never been more optimistic about the impact that the tech startup community is having on cities in America or about the role that cities outside of San Francisco / Silicon Valley can play in our future. Changes in the Software World & in Venture Capital. Changes in the Startup Ecosystem. And on and on.

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DECEMBER 17, 2012

But honestly there are times when being a VC can feel like that, too. We’ve grown accustomed to a professionalism where we know when a work issue comes up we can count on each other for a quick Sunday call between family time. They often won’t stick up their hands to be recognized. VENTURE CAPITAL.

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OCTOBER 29, 2010

I’m often asked by people, “how do I get into VC?&# Well, I know 3-4 VC jobs that are publicly available. At the highest level we’re looking for somebody really intelligent, digitally native, financially numerate and interested in startups. and I normally respond by saying, “there is no easy path.

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MAY 4, 2013

When I was new at Venture Capital I was trying to figure out the business. As a VC you want to feel like you have “proprietary sources” of deal flow. I eventually stumbled on to the best source of high-quality deal flow imaginable – blogging. They are venture bankers not investment bankers.

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MAY 13, 2018

If you truly believe that you, your company and your products are exceptional and your company will be valuable then you’re actually doing them a FAVOR by helping them invest in your startup. The typical VC process is as follows: They say there are three rules in property: Location, location, location. these are simply guidelines.

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DECEMBER 14, 2010

They had received a term sheet from a VC and were wondering whether to work with this firm. I often tell people that raising venture capital is more difficult than getting married. Not so in venture capital. You’re tied at the hip to your VC. But what was the VC like when the chips were down?

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SEPTEMBER 28, 2014

I was reading Danielle Morrill’s blog post today on whether one’s “ Startup Burn Rate is Normal. I love how transparently Danielle lives her startup (& encourages other to join in) because it provides much needed transparency to other startups. Let’s set up a framework. Profitability.

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AUGUST 30, 2014

Everybody has a blog these days and there is much advice to be had. Many startups now go through accelerators and have mentors passing through each day with advice – usually it’s conflicting. There are bootcamps, startup classes, video interviews – the sources are now endless. Improving startup productivity ?

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JULY 22, 2010

Back in 1999 when I first raised venture capital I had zero knowledge of what a fair term sheet looked like or how to value my company. Due to competitive markets we ended up with a pretty good term sheet until we needed to raise money in April 2001 and then we got completely screwed. Investors own 25%, the founders own 75%.

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OCTOBER 3, 2011

On my blog I’ve been hesitant to take the topic head on. But last week I noticed a blog post by a woman, Tara Tiger Brown, that asked the question, “ Why Aren’t More Women Commenting on VC Blog Posts? In it she observes that only 3% of the comments on this blog are from women. Please watch this.

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OCTOBER 14, 2011

” Everybody knows that when you raise money at a startup your ownership percentage of the company goes down. The goal is to have the value of the startup go up by enough that you own a smaller percentage of a much larger business and therefore your total personal value goes up. million at a $7.5

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JUNE 27, 2011

I made every textbook mistake at my first startup, which is why I believe I was much more effective at my second one. The following are some lessons I learned about early-stage startup marketing. Also be careful about VCs. But once a VC has heard your idea he can’t “un-think&# it. Be careful about this advice.

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JANUARY 21, 2010

I recently read a post over on VentureHacks titled, “ Top Ten Reasons Entrepreneurs Hate Lawyers &# written by Scott Walker (who blogs on legal issues for entrepreneurs ). Many people start companies arse backwards. I write about some of the lessons in my post on Startup Mistakes. Shame about that pesky FAS 157 ruling.

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JULY 11, 2010

This past December I spent a week in Boston to try to get to know some of the local VC’s and entrepreneurs a bit better. One of the meetings I had (organized by my good friend Jeff Yolen ) was with New Atlantic Ventures held the at the CIC, aka the Cambridge Innovation Center (no prizes for guessing where it’s located).

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FEBRUARY 26, 2014

And what’s up with this crazy new blog design? But for now … Every year we run a big VC, LP & Tech Summit in Los Angeles (this year downtown) to showcase the best of our community and invite others from around the country. I look forward to being back to blogging next week. Upfront Ventures'

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NOVEMBER 11, 2013

You can watch the video above for a very brief overview of why we rebranded and where we see our place in the VC ecosystem along with what has changed in our industry. I often advise startup companies not to try and pin all of your brand equity into an announcement. A brand is a marathon, not a sprint.

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JANUARY 23, 2011

In a startup this is a mistake. And as a result their competitors were able to raise a considerable VC round from well-known firms. In this instance I typically recommend that startups NOT hire a big, well-known PR firm. There are some excellent PR firms that will occasionally take a “strategic view&# on you as a startup.

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FEBRUARY 6, 2013

Final startup grind from msuster. And the folks at Startup Grind have been kind enough to invite me to present this morning in Mountain View on the topic. And you need to be careful about giving up control to cofounders as much as VCs. I don’t think VCs care as much about co-founders & economics as people think.

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MAY 15, 2010

It’s always fun chatting with Jason because he’s knowledgeable about the market, quick on topics and pushes me to talk more about VC / entrepreneur issues. We’re staring to get the hang of how to divide the show up into talking about deals but also talking about issues for entrepreneurs during funding.

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DECEMBER 14, 2009

I wanted to also post the series here to have it as a resource on my blog for future entrepreneurs who stop by. One of the questions I’m most often asked as a VC is what I’m looking for in an investment. It’s the person who never gives up – who never accepts “no&# for an answer. Yeah, right.

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APRIL 17, 2012

Brad wrote up his answer here – you should read it because it’s very instructive for how I believe communities ought to think about naming conventions. In his blog he says, “I responded that I thought it was stupid. This is the list I would start with. Think about venture capital. LA should be LA.”

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MARCH 31, 2012

I got an email recently from my friend & fellow VC, Jeff Bussgang from Flybridge Capital Partners in Boston. Jeff (also an HBS alum) co-teaches the LTV course with Professor Eisenmann about a student of theirs who had written a blog post about sales taking on some of my previous assertions.

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JUNE 27, 2013

Let’s start with the fund. If you’ve been following the press about VC funds you’ll know this is no small feat. Santa Monica is the place where the highest concentration of early-stage startups are created if you consider also the contiguous geography of Venice Beach. What’s up with that?

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InfoChachkie

MAY 22, 2012

The steps outlined below represent an ideal approach to raising capital from sophisticated investors. You might be at Step 2 with one VC and Step 3 with another. One way to accelerate your research is to speak with other startup CEOs who recently closed fundraising rounds. Subscribe to their blog.

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JUNE 1, 2011

This is a theme that comes up in one the most influential business books for me of the past decade, The Black Swan by Nassim Taleb where he talks about the role that luck plays in business success. If you’re a tech startup person I know you know what I mean. That was back when VCs weren’t so quick to respond to emails.

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MARCH 24, 2014

As a result I didn’t write my first venture capital check until March 2009 – exactly 5 years ago. I divided success into the phases of venture capital and 18 months into writing my first check here was my view (details on each in the link above). Sourcing high-quality leads : 9/10. The monkey on my back.

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AUGUST 10, 2013

As I’ve said before, all startups need to realize that every other company still has to see itself naked in the mirror in the morning. In my interview I talked about the biggest stress that really comes from startups – dealing with all the other people with whom you work. They are only one aspect of the startup experience.

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JANUARY 22, 2013

I recently wrote a post about how to manage relationships when you’re at a startup or are busy executive. I had images in my brain of all of the stresses I had placed on my wife in the heyday of my startups. A spouse’s hints for surviving an incredibly busy start-up person.

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JULY 24, 2012

I wrote a blog post on how to work with lawyers at a startup nearly two-and-a-half years ago. If you don’t have much experience in working with law firms at a startup it’s a good primer. In that post I talked about how to select a law-firm for a startup. Startup-focused. It was very widely read.

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