This is going to be BIG.

MAY 5, 2023

Sometime in the next few weeks, I’ll complete my next investment. It will be the 105th deal out of Brooklyn Bridge Ventures, the firm I started back in September 2012, and it will be the last deal I’ll be making out of my third fund. It will also be my last venture capital deal.

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This is going to be BIG.

JUNE 22, 2020

To a VC, $50,000 a pre-sale isn’t really that much. VCs are less interested that you sold 10 customers, 20, or 100—they want to understand how many you’re selling per week and whether or not that kind of pace would be profitable for your sales & marketing efforts.

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The Seraf Compass

JANUARY 11, 2023

In Part I of this article we discussed several key concepts of fund investment strategy and how funds are categorized, whether it be by industry, geography, stage, specialty (e.g. social impact, corporate, etc.) or some other criteria. Now let's take a closer look at capital allocation strategy and the life cycle of a venture fund.

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A VC: Musings of a VC in NYC

OCTOBER 15, 2020

I wrote yesterday , about the quarterly numbers for VC investing activity: If this was a student coming home with a report card, it would be straight As. I have not seen the data to back that up but if it is true, that is also a failing grade for the VC sector. It feels like positive change is happening.

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The Seraf Compass

NOVEMBER 23, 2022

As a newly minted manager of a venture fund, your initial response to the question “what are we busy about?” might be, “finding great companies, investing in them and waiting for big financial returns.” And, while your response would be directionally correct, it would be woefully incomplete.

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The Seraf Compass

OCTOBER 19, 2022

Alicia Castillo Holley is an active angel investor in Silicon Valley and the Founder and CEO of The Wealthing VC Club, a boutique investment group of accredited investors that fills rounds led by VCs. This profile is the eighth in a series of interviews highlighting the work of interesting female investors.

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Both Sides of the Table

SEPTEMBER 10, 2021

I’m over-paying for every check I write into the VC ecosystem and valuations are being pushed up to absurd levels and many of these valuations and companies won’t hold in the long term. However, to be a great VC you have to hold two conflicting ideas in your head at the same time. Where are Things Headed for VC in 2031?

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This is going to be BIG.

MAY 16, 2024

This is something I talk about a lot with my VC coaching clients. It signals expertise—because the best founders like talking to someone they don’t have to explain remedial things to, let alone someone who at least has an interest in what they’re doing. The question is what to focus on.

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A VC: Musings of a VC in NYC

OCTOBER 14, 2020

The NVCA and Pitch Book are out with their Q3 report on the VC industry and what they report is that the VC industry continues to be very active throughout the pandemic. Deal counts and deal values are stable to up over last year. The massive expansion of later-stage private capital continues unabated. Valuations continue to rise.

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This is going to be BIG.

MAY 10, 2020

VCs are notorious for kicking tires. VCs take a meeting just to learn about an area. If deal flow is slow, a VC will take a meeting if you and your team seem mildly interesting even if your product isn’t. Some VCs have no money left in their funds, but they still like playing VC. Do you have dry powder for this?

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A VC: Musings of a VC in NYC

DECEMBER 15, 2020

In the most recent Pitchbook 2021 predictions , they project that Silicon Valley will make up less than 20% of all VC deals in 2021. If there is one megachange in VC from the pandemic (there may be many), I think it is the comfort with making investments over video without the founder or the VC traveling to meet each other.

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Both Sides of the Table

MAY 24, 2021

Of the first four investments I made as a VC in 2009, two have exited and two (Invoca & GumGum) still are independent and likely to produce $billion++ outcomes . My first ever investment as a VC was Invoca. He then went on the create an early-stage VC that I track closely?—? Maker Studios?—?sold Entrada Ventures? —?that

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A VC: Musings of a VC in NYC

OCTOBER 25, 2021

When you look at the recent Q3 numbers on seed and early-stage VC fundraising, you might think we are in the late stages of a VC bubble: The words I would use to describe the current environment in early-stage VC are “fast and furious.”

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A VC: Musings of a VC in NYC

MAY 5, 2021

There has been this narrative about investing in VC funds that you have to get into the top quartile (25%) or possibly the top decile (10%) in order to generate good returns. I have heard that for as long as I have been in VC and probably have written it here a few times. As you can see, investing in VC funds can be very profitable.

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The Seraf Compass

SEPTEMBER 23, 2024

Join Seraf for an engaging and informative webinar on VC investing in BRICS countries, with an emphasis on the exciting opportunities in Brazil. This event is tailored for venture capitalists, startup founders, and investors eager to delve into the high-growth potential within Brazil's dynamic market.

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Both Sides of the Table

DECEMBER 11, 2022

Between 2006–2008 I sold both companies that I had started and became a VC. SEEING THINGS FROM THE VC SIDE OF THE TABLE While I was a VC in 2007 & 2008 those were dead years because the market again evaporated due the the Global Financial Crisis (GFC). THE VC VALUATION GOD Valuation obsession wasn’t restricted to startups.

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This is going to be BIG.

FEBRUARY 27, 2022

That all being said, new VC markets are emerging—and during the pandemic, lots of New Yorkers and folks from the Valley decamped to Miami or Austin. I know of one deal where the significant other of a VC was the head of a staunchly anti-LGBTQ+ lobbying organization—and the investor was offering money to a gay founder. Plenty of bros.

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A VC: Musings of a VC in NYC

NOVEMBER 15, 2021

In almost twenty years of producing some of the highest performing VC funds in the business, USV has never had a portfolio company become worth over $100 billion. The exit values in VC have increased significantly over the last decade leading to escalating entry values. So it can happen, but it is very unlikely. That makes sense.

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A VC: Musings of a VC in NYC

NOVEMBER 24, 2021

I remember about fifteen years ago, a well-known VC said to me “you need to sell a company within a few years of the founder leaving. ” I told that VC that my experience has been different on that measure and that I did not agree. Companies can’t sustain their innovation after a founder leaves.”

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This is going to be BIG.

APRIL 13, 2022

In this case, a VC would have every right, having seen lots of products get built and succeed or fail, to want to observe and discuss that process. What’s harder to notice for a founder is all of the things that a founder isn’t being asked to review in detail that a VC has no problem trusting the founder on.

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The Seraf Compass

JULY 8, 2020

Syndication allows multiple investors -- whether they be individuals, angel groups, VC funds, etc. -- to join together and provide the funding resources needed by one company. Syndication has been a common practice amongst VC firms for decades. A very common practice in the investment world is syndication.

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investment investing VC 340

This is going to be BIG.

FEBRUARY 27, 2023

That’s what every VC is telling their portfolio companies these days. If you don’t realize that, just imagine you’re a VC fund with some dry powder in the second half of 2023. The one question every VC needs to be able to answer on the way to getting to a “yes” is, “Can this return a big chunk of my fund one day?”

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A VC: Musings of a VC in NYC

APRIL 21, 2021

A well-known entrepreneur turned VC, who will go unnamed because I am not sure he would want me to share this conversation publicly, once told me “if you remove a founder, you must sell the company within a couple of years or it will start to decline in value.”

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leadership VC advice sustainability 279

Revolution

MAY 23, 2023

VC firms are not blameless — over 1.8K VC investors wrote checks into proptech deals over the last five years. These strategics have fundamentally different models and objectives for investing in proptech startups compared to a VC that is focused on generating returns through scaling tech companies.

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A VC: Musings of a VC in NYC

MARCH 28, 2022

So I saw this tweet by Semil Shah yesterday: A friend who works in an industry far from tech startups & VC asked what would be the single article I’d share to read on each topic. It is about how a VC can compete and win a deal that many others want. That is a failure of the system. But this post is not about that.

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This is going to be BIG.

FEBRUARY 21, 2021

Any VC will tell you that the ones they said yes to, they mostly got there right away—and that there are very few “maybe” deals that get tipped over the fence. Here’s the way I look at the math: Let’s go over the structural bias first—the “pipeline” that happens before you ever even get near a VC. First is network bias.

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A VC: Musings of a VC in NYC

FEBRUARY 15, 2022

As I wrote then: I don’t think a VC firm should manage to a pacing number. In the last two years, the VC business has been operating at a blistering pace, the fastest I’ve witnessed in my 35 years in the business (including the 99/00 era). But even so, the VC business has turned into a sprint.

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A VC: Musings of a VC in NYC

DECEMBER 31, 2020

So today, I will write about 2020 in the context of tech/startups/VC/crypto. So when we look back at 2020 in a few years, we will see that it was the year that everything changed for tech/startups/VC/crypto and set the stage for a decade of transformational change. And god knows that the world needs a lot of that right now.

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real estate energy VC financing 279

This is going to be BIG.

AUGUST 25, 2023

Does the VC think that a designer needs to be on the team from day one if you’re going to build a better version of Instagram? Does the VC think that a machine learning engineer needs to be there to build a real version of Tony Stark’s Jarvis? That’s fair. Let’s first talk about the definition of a co-founder.

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Founders Coop

SEPTEMBER 30, 2024

But VC bubbles deflate slowly. Building a generational company from scratch is the hardest thing you can do in capitalism. It’s not, or at least it shouldn’t be, a YOLO lark with other people’s money. With private markups hard to come by and liquidity drying up, it can take years for LPs to figure out the J curve is actually an L curve.

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A VC: Musings of a VC in NYC

FEBRUARY 27, 2023

I saw Dan Primack assert that the venture capitalist’s customer is their limited partners in this tweet about the Citizen app, the recap, and their VCs: Regular reminder that, ultimately, VC funds works for their limited partners, not for their portfolio companies. link] I encourage everyone to read that post. USV TEAM POSTS:

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AsiaTechDaily

NOVEMBER 5, 2024

Earth Venture Capital (Earth VC), a venture capital firm based in Vietnam that focuses on climate-friendly investments globally, has announced its involvement in the seed extension round for Cambrium, which […]

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Revolution

NOVEMBER 18, 2021

At the time, restaurants and food tech were on the margins of most investors’ minds and there was skepticism around VC-backed food concepts. When Revolution Growth first invested in Sweetgreen in 2013, the whisperings of food and wellness were present but sparse, and the bulk of lunchtime options focused more on convenience than ingredients.

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investment investing transportation disruption 363

This is going to be BIG.

AUGUST 23, 2023

Ask specifically what terrible things about startups in this space the VC is trying to avoid. Either VCs can identify a very specific, unassailable issue of specific risk they don’t believe the return is there for, or they’re just being lazy. Are the consumers not deep-pocketed enough? Is it too hard to unseat entrenched incumbents?

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This is going to be BIG.

JUNE 15, 2020

There have been a lot of calls for VC firms to make more hires from the Black and Brown community, as well as to hire more women. There are lots of problems with access to venture connections that account for some of this, but how you invest and pay your own team is the one indisputable thing that is in a VC firm’s control.

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Dream It

MAY 4, 2021

It’s important to understand VC Math 101. The VC believes your company has a reasonable chance of achieving a certain exit valuation. Most early-stage VC’s are aiming for a 5-10x return. Ready for the one-sentence answer to this common VC question? Valuation is part art, part science. It’s really that simple.”

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Both Sides of the Table

AUGUST 11, 2021

As a VC, one of the key things I’m looking for in any new investor is “product-founder fit” e.g. does this founder have an insight or advantage that makes them uniquely suited to successfully build this product and business? Why Did I Invest in Trust?

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