Individuals > Symbols

A few weeks ago, two big things happened. Beyonce dropped Black Is King on Disney+ and an article came out that shared that Kamala Harris has been undermined by the VP Search community for being “too ambitious”.

The attacks on both Black women started immediately. From Beyonce’s art getting critiqued as celebrating imperialistic, capitalist societies to Kamala getting the feedback that she is just too conservative and also too ambitious to serve as a VP pick.

I got really angry by these critiques. Part of it is that, I identify with both of them as a Black woman who also has chosen to work within imperfect systems. (Frankly, if you are a Black woman who participates in the US in any way – buys food/clothes/shelter, you have chosen to work within an imperfect system, but I digress…)

Part of what I (and I assume Beyonce and Kamala) deal with when you choose to become leaders within these systems is the psychological trauma that often occurs as “the only”. We chose to stay within these structures in order to make them more perfect for the many who are kept outside of them.

This labor is painful, mostly invisible and, more often than not, unpaid.

As a result, I’m deeply skeptical of outside critique on this labor. I have received too many disingenuous critiques to take them seriously. I will never forget the feedback I received when I decided to boycott UC Berkeley-Haas School of Business because they only admitted 5 Black kids into the MBA Class of 2020. My classmates and members of the Berkeley-Haas administration shared with me that boycotting isn’t nice or effective, completely dismissing the years I spent on campus working within the system of Haas to help it become more inclusive. It turns out that the boycotts were effective because they figured out how to admit significantly more Black students the following year. I believe that they were most effective because they were done by a previous student who had deeply studied the institution. I knew which media outlets to leak the story to, I knew which people on campus would be my allies, I knew how to navigate the politics among those on campus who would be my detractors.

This is one example of countless others I can point to over my career and I’m sure many fellow Black women have similar stories.

So, before I accept any inkling of negative feedback of Black women who are leaders within imperfect systems, I have come up with a list of questions first to qualify this feedback. Through the qualification process, I hope that it helps all of us understand more deeply how connected we truly are.

The main questions, I have are:

How do we ensure that we are holding every person within the system equally accountable?

Is your critique of this black woman a critique that you also have of every other person who has operated in this way within this system? If you don’t know the answer to that question, why have you chosen not to research others within this system? Do you have unreasonable expectations of the labor of black women compared to the labor of white men?

What about the critique that you have of this other person are you also perpetrating? How are you holding yourself accountable?

Another way of putting this is: What are you asking this person to do/expecting this person to do that you haven’t done? Why haven’t you done it?

There is an episode of The Good Place where they figure out that nobody has been admitted to heaven for the past 500 years. Essentially, they realized that even people who were trying to be so perfect weren’t able to earn enough points to get into heaven because of the negative externalities that their efforts created. I thought it was such a great illustration of how we are navigating a deeply complex world and have to make trade-offs every day.

When we rush to judge without the full context – of both the other person and also of ourselves (true self reflection is hard and too rare), it makes me queasy. I’m not saying that full context removes accountability, I’m saying that full context forces us to move from treating the other party as a symbol to an individual. It also forces us to explore and recognize our own agency.

Reflections on Imposter Syndrome

A few things happened yesterday that got me thinking about this. The first is seeing this post by Jenna Wortham on Twitter. She is referencing the fact that many media companies are now realizing that they have created hostile work environments for black people.

The second was an interesting conversation with my friend who mentioned that she didn’t understand why more white people did not see the importance of racial equality. I responded that this was probably a response born out of their own insecurity. For if there was racial equality and they didn’t have white privilege, where would they be? Would they be worse off than they are now? (answer is probably yes)

This got me reflecting on my own issues with imposter syndrome. And now I think I have a deeper clarity about what that means for me. So many black people have been excluded from racist institutions. As a result, so much greatness has been excluded from racist institutions. Because I have succeeded in spite of this, I am left with a less great competitive set. So my imposter syndrome comes not from the fact that I don’t belong with these other white people, it comes from the fact that maybe none of us belong. Maybe there is a completely different set of black, white, asian and latinX people who – if we had anti-racist systems – would be standing in our places.

So my imposter syndrome is actually not about me feeling less than great. I think I am pretty great actually. It’s about the sadness I have that I could be greater, could get better, could be more challenged if I was given the opportunity to compete with the best. And I believe that many, if not most, of the best are left out and/or pushed out because of racist policies and institutions.

None of us in any of our industries can write ourselves down as the best, the greatest or a member of the “midas list” until the industries themselves are anti-racist. To do the former before the latter is untruthful.

The Allure of the Black Messiah

“You’re organizing people to be self-sufficient rather than to be dependent upon the charismatic leader…the most important thing was, and still is in my mind, is to develop people to the point that they don’t need the strong, savior-type leader.” – Ella Baker, 1968

“The good news is that racist and anti-racist are not fixed identities. We can be a racist one minute and be an anti-racist the next. What we say about race and what we do about race in each moment determines what, not who we are. I used to be racist most of the time. I am changing. I am no longer identifying with racists by claiming to be not racist. I am no longer speaking through the mask of racial neutrality. I am no longer manipulated by racist ideas to see racial groups as problems. I no longer believe a black person cannot be racist. I am no longer policing my every action around a white or black judge trying to convince white people of my equal humanity; trying to convince black people I am representing the race well.” – Dr. Ibram Kendi from How to Be Anti-Racist.

This past week was devastating. With the killings of Breonna Taylor, Ahmaud Avery, George Floyd and the countless others who we will never know, it seems like white america has finally decided that black people are important to listen to.

Black people have been and will continue to be important to listen to. I worry though, that in an effort to offload the work of critical thinking, white (and black) people will gravitate to a Black Messiah. Someone who tells them exactly what to think so that they don’t have to think for themselves at all and also helps them offload some of the guilt of participating in a racist society for so long which prevented them from listening to and believing in black people in the past. The work that needs to be done cannot be offloaded onto a black messiah. The work is deep, personal and painful reflection on how your behaviors have contributed to (& if you’re white), and benefited from) white supremacist institutions.

Business + Big Government = New bffs?

via GIPHY

One thing the government has not done in this crisis is shy away from their responsibility to help. I’ve been impressed by their swift action to improve lives of workers and employers through the CARES Act. Startups are eligible for the Payment Protection Plan, so I’ve gotten to watch first hand how this whole experience has gone for them. From navigating which banks to apply through, to receiving the cash in the door, it’s been really wild to observe just how quick this process went!

To share some context on why I was so skeptical, my background is in government! I worked alongside the NYC Department of Education during Hurricane Sandy and saw – first-hand – how immensely slow it took FEMA to invest in the repairs necessary for life to get back to normal for many schools and families across the city. For one school in Queens, it took over 2 years for them to finally receive a FEMA payout. Another example of the failures of government in time of disaster is its lack of response to Hurricane Katrina (if you’re interested in learning more here, check out Treme on HBO which documents the failed work of FEMA and its devastating impact in New Orleans). 

So the fact that COVID-19 hit aggressively mid-May and businesses had checks in their bank account less than a month later is really unprecedented. Congress adopted the CARES Act and it was signed into law at the end of May. This created the Payment Protection Plan (PPP). With the PPP, the government essentially authorized forgivable loans of $349 billion to companies in order to allow them to continue employing their workforce despite economic uncertainty.

The CARES Act has an additional provision that allows for a work-share program where if companies have to reduce staff hours, the staff will still qualify for full unemployment benefits. It reminded me of this one article I recently read about Germany. They have a system called Kurzarbeit which essentially is a government subsidy for companies who are experiencing hardship. When companies declare Kurzarbeit, the government pays their employees a portion of their wages for them. So it seems like, with the CARES Act, the US is becoming more like its European neighbors.

This is no surprise for those who study history. It is in times of crisis that the government expands. According to the WSJ, “the pandemic may, like the Great Depression, foster structural policy change that outlasts the calamity itself.”

The PPP has left its mark on public policy for good given the strings it attached to the money it loaned to large corporations and small businesses. These institutions are all now forced to comply with additional regulations that hold them more accountable to the public. Below, I’ve outlined some of my favorites impacts the legislation has had on businesses.

Companies who accepted the PPP are prohibited from preventing their workers to unionize

  • According to the WSJ, “some companies seeking federal funds are facing restrictions on their ability to oppose attempts to unionize their workforce. One of the new laws states they should “remain neutral in any union organizing effort for the term of the loan.””

Companies who accepted the PPP are subject to audit

  • Large companies are now subject to audit by the government and all of the companies who accepted the PPP are now on a watchdog list that journalists have been keeping an extra close eye on.

Companies who accepted the PPP are restricted in executive pay

  • “Businesses receiving aid face government limits on how much they can pay their executives, and the new law says they shouldn’t “outsource or offshore jobs for the term of the loan and 2 years after completing repayment of the loan.””

The bottom line is, after experiencing such an extended period of “late stage capitalism” where it felt like business was an omnipotent agent, COVID-19 was the real test. It shifted the ground beneath our feet and tossed business off its 1st place trophy stand. I think it’s safe to say the fight is over. Business lost and the government won.

The government not only won, but they showed that they can continue to win. The fed chair recently quipped that “when it comes to this lending, we’re not going to run out of ammunition.” The government has started using its power and I’m looking forward to seeing what else they do with it. My hope is that next on the docket for government expansion is permanently strengthening our country’s safety net. We have already seen elements of this across the country as different government agencies have forgiven student loan payments and put a moratorium on evictions. NYC is leading the way with its essential workers bill of rights bill and I think as the crisis continues to stretch, more governments will adopt similar legislation. I look forward to watching government step up in this moment!

How I Built a Track Record in VC Without any Money

One of my goals is to use my voice more. That means owning things I’ve learned with hopes that it can help others. This feels very uncomfortable to me! Anyone who knows me knows that I am more of a show, not tell type of a person. But as I’ve grown more comfortable in my skin, I have realized that I must tell my own story. This gives me serious anxiety – but alas, every time you try something new, it feels unnatural and uncomfortable. So in the name of growth, I’m working through it. A few days ago, I listened to Brene Brown’s new podcast on FFTs (f*cking first times) and that gave me the extra bit of courage I needed to post this.

I hope this post is useful to any and everyone who is trying to figure out ways to demonstrate both to themselves and to others that they are great investors. Without further ado, here we go!


A few weeks ago, I was really excited to see Nate Maslak — co-founder of Ribbon Health — announce his Series A led by A16Z. I met him for the first time almost two years ago when I invited him on my podcast, “Be About It

I created the podcast to show the world that the companies that fit my thesis could be successful. 

My thesis has focused on companies that are building products that give real people more agency over their lives. This can be financial agency, time agency or mental/physical agency.

By demonstrating that my thesis worked, I would also be building my track record. 

What is a track record? It is a scorecard of your investments. It is used by LPs (your investors) to determine whether or not you are a “good investor”. Generally, “good” means that your investments continue to grow in value. 

As CEO/Founder of this podcast, I was in charge of sourcing companies, ensuring they fit my thesis, finding times to meet with these companies, coming up with thoughtful interview questions and also running all of the mechanics behind the scenes to make the podcast live. I purposefully chose founders who were Pre-Seed because that is Precursor’s focus and also because it holds the most risk. If I could demonstrate to myself and the world that I could pick Pre-Seed companies that would advance, then I must be pretty good at finding outstanding founders & companies. 

After spending over a year and countless hours on the Be About It podcast, I was privileged to share time with 15 founders — all of whom I continue to be inspired by. Here is how their companies have grown:

Season 1 (2017) Companies

2017: 7 were Pre-Seed

2019: 3 were Pre-Seed and 4 were Seed

2020: 3 were Pre-Seed and 4 were Seed

Season 2 & 3 (2018) Companies:

2018: 4 were Pre-Seed and 4 were Seed

2019: 1 was Pre-Seed, 3 were Seed, 4 were Series A and 1 shut down

2020: 1 was Pre-Seed, 1 was Seed, 5 were Series A and 1 shut down

One thing I wasn’t expecting was my own growth between my first podcast and the second. In Season 1, I learned so much and brought that into Seasons 2 & 3. You can see it clearly in the numbers — Seasons 2&3 had a higher graduation rate than Season 1. 

The portfolio continues to mature and I’m excited to add another to the Series A list with Ribbon! 

The thesis behind my podcast — to find companies building meaningful businesses that provide mass markets access to what previously was held by only a few — is the same one I hold today as I enter into a full-fledged investing role at Precursor with the ability to make my own decisions and trust my gut. 

It’s exciting to enter into this new role with this track record and I look forward to building upon it — with dollars this time — in the coming years. 


The key things that I think are important to building up your track record without money are as follows:

  1. Develop and publish a thesis on what types of companies you like and why
  2. Publicly name companies that fit this thesis
  3. Wait a few years… (I never promised this was going to be quick!)
  4. Follow-up and see if those companies are doing well! 
  5. If they’re not doing well, write an article stating what you think went wrong and start at #2 on this list again.

A few examples of people/organizations that I think have done this well are Ben Thompson at Stratechery and Scott Galloway at No Mercy/No Mallice.


I hope this inspires many of you — particularly those who might not have the accredited investor title or the VC job —  an alternative way to create your own track record ❤ 

Have you also come up with a novel way to build a track record for yourself with limited resources? Or, do you have a company you’d like me to chat with that fits my thesis?

If so, I would love to hear from you! 

You can always reach me on Twitter: @sydneypaige10 or via e-mail: sydney@precursorvc.com


Note #1: More inspiration to everyone building, striving and creating who are also worried about owning their own success 🙂


Note #2: More deep dives into the creation tools behind the Be About It podcast if you’re interested here.


Note #3: There were a few additional founders I chatted with and unfortunately their interviews never made it onto the podcast. I’m still a huge fan of them! I didn’t enter them into the calculations above since I never formally processed their interview. 


Noted #4: Due to technical difficulties, currently, only Seasons 2 and 3 of Be About It are public.

How I’m Managing My Anxiety During Today’s Uncertainty


Since COVID-19 took hold, I’ve been given the privilege of working from home. Now that I have a little more time (no more commute, no more travel between SOMA and Embarcadero and Union Square for meetings, no more “get ready for work” time), I’ve been able to reflect on what I’ve enjoyed in this moment.

That focus on enjoyment has helped curb my anxiety during a time when everything is changing even more rapidly than usual.

I decided to share a list of my favorites here with hopes that it helps some of you as well!

The inspiration behind this list is the amazing Mari Andrew who is able to capture life’s agonies, joys and reflective moments in a way that is viscerally relatable.

#1 Dancing all night to jams that remind me of childhood alongside Janet Jackson and Oprah

Thank you, DJ NICE!

#2 Catching up with another person in VC who has decided that this is the time to invest in companies focused on doing good

#3 Scheduling calls with my best friends in Beirut, Los Angeles and NYC to really check-in on each other

#4 Checking my neighborhood facebook group and learning that my neighbor is offering to pick up and deliver groceries for the most vulnerable in our community

#5 Learning that my cat hates slack notifications just as much as I do

(this is not my cat)

#6 Seeing the flood of announcements on Twitter that people are donating money to charities

#7 Being able to join my dance class with my favorite dance teacher from the comfort of my living room + not feel guilty for ducking out early!

#8 Taking an extra moment between e-mails to really understand the feelings behind my reactions instead of just reacting


Given that my inspiration is Mari Andrew, I felt like I had to end with one of my favorites by her from her book, “Am I There Yet?

2 Years After My Real People Thesis

In 2017, I wrote out a “thesis” (I know, very VC of me).

In it, I wanted to record to both the world and to myself, a promise that I was going to focus on founders building companies that give real people more agency over their lives.

Since I wrote that thesis, I’ve: completed 2 seasons of my podcast, had 1000s of discussions of entrepreneurs, made 394+ new investor “friends”, and supported 120+ companies in the Precursor portfolio. I’ve had all of my systems on overdrive to manage this growth both personally and professionally so thought it was time for some reflection.


Update #1: The underlying premise of my focus on “real people” still holds true to me.

This is unsurprising as I’ve spent the last 10 years of my career on this same beat. Whether it was advocating for low-income tax filers to the federal government or building a better CSR practice at a mid-stage company, I’ve always been interested in how to create systems that make this economic project of capitalism work better for everyone.

This is where I get the most energy, am most compassionate and think most creatively. In the words of Frida Kahlo:

Like Frida, I can get pretty insufferable — to others and myself — if I spend too much time thinking about things that are generally in vogue with cultivated people. Generally, I categorize these things in the following camps:

  1. Lofty ideas that have no likelihood of implementation — ie any conversation had at burning man
  2. Mediocre ideas that can squeeze more out of the “maker class” to make the “thinker class” richer

Update # 2: BUT, my thesis is too broad.

If I would have taken a look at the few companies I was really excited about  I would have seen the trend clearly, but alas here we are. Better late than never. Both of the companies are focused not just on helping real people access more agency, but on fundamentally altering economic systems. Essentially, this is a version of the old adage:

Give Someone a Fish, and You Feed Them for a Day. Teach Someone To Fish, and You Feed Them for a Lifetime

How do these companies address economic systems change?

  1. Red Bay Coffee: They source coffee directly from the communities making it via direct trade. Their company is also a co-op where employees have ownership.
  2. Lacquerbar: They are focused on giving nail technicians — a group of workers who have been historically treated very unfairly — access to premier education that will help them access new opportunities within their industry. This access also unlocks a new more equitable way of building and operating nail salons.

My focus is here because my interest is here. I’m interested in solutions that fundamentally alter our economic system for the better. The incremental bores and frustrates me. Thinking in big picture gives me hope.

An additional piece to this is if you’re building an economic systems change, you have to be targeting the long-tail, a harder to reach population that has been negatively impacted by this system. I think this is a competitive advantage and a huge moat because aggregating this long tail is so difficult that others can’t figure it out and won’t be able to copy you.

I have, I think, a good eye for how this can be done in asset-heavy businesses; however, I think that this can be done in asset-light businesses as well.

I am on the hunt to find them so that we, at Precursor Ventures, can invest! If you are building one of these companies, please reach out.

Update #3: I’m realizing that my interests are different than most VCs which makes it even harder.

I’m trying to support the creation of something that is fundamentally different and untapped. This means that there are few current proxies for their success. When I was feeling down about this, it was really helpful to read this from Paul Graham at YC.

…the average investor is, as I mentioned, a pretty bad judge of startups. It’s harder to judge startups than most other things, because great startup ideas tend to seem wrong. A good startup idea has to be not just good but novel. And to be both good and novel, an idea probably has to seem bad to most people, or someone would already be doing it and it wouldn’t be novel. That makes judging startups harder than most other things one judges. You have to be an intellectual contrarian to be a good startup investor. That’s a problem for VCs, most of whom are not particularly imaginative. — Paul Graham

One thing I didn’t realize though was how difficult it would be to divert capital from a widely acceptable “good” investment to a very polarizing “amazing/terrible” investment.

This is ironic because I think it is this polarizing nature of companies that can become the bedrock of its success. Revolutionary ideas are hated by some and loved by others. That’s how some of the greats were made.

Google revolutionized access to information.

Apple revolutionized access to computers.

Square revolutionized access to banking.

Amazon revolutionized access to commerce.

Shopify revolutionized access to building online stores.

I’m looking to do something on the same scale and think that for it to be done, it can’t be left up to broad consensus.

So that’s where I am now… if this feels incomplete, it is because it is. Still working through this and looking forward to reporting back on more findings in the coming years 🤓

let me know how i can be helpful

If you have taken a look at VC Twitter recently, you might have noticed the debate taking place around this one phrase: “let me know how i can be helpful.

Back story: Many VCs end conversations with entrepreneurs who they decide not to invest in with this phrase. It feels terrible to learn that your startup isn’t going to get money from a potential investor. But it can feel like salt in the wound where the person you just spent 1, 2 or 3+ hours with, gives you an open-ended phrase of “support”. The more generalized the feedback, the less actionable — particularly for first-time founders who don’t know what to ask of investors who have passed on investing in their company.

To help entrepreneurs understand what they can come to me for, I hope in this article to outline exactly how I can be helpful.

I’m your girl if you’re looking for an investor who:

1 Is Obsessed with Customers — Particularly those at the Long-Tail. My entire career has been spent trying to figure out how to serve the “hard to reach”. I think figuring out how to communicate and serve this population is one of the biggest challenges organizations face (the government included) and I have gone through many rabbit holes unsuccessfully trying to figure out how to do this well. I would love to help you avoid some of those!

2 Has a Very Different Opinion than Most Investors. As you might have guessed from my answer to the first point, I have spent the majority of my career in the public sector. I’m also black. I also identify as a woman. I also live in Oakland. I did not go to Stanford. I’ve never worked at Google, Amazon, Uber or Facebook. Can I stop now? Essentially, name one thing that you think most investors have in common and I probably don’t have it. So I’m here for you if you are looking for feedback from someone outside of the status quo.

3 Can Provide Feedback Based off of Employee Experience. I have never started my own company. I have also never been a CEO. This I think gives me tremendous empathy for the employee experience. As you are building your company and have questions around employee compensation, roles & responsibilities and want to think through ways to push back against some of the “tried and true” methods and and want to fundamentally re-think how you can organize your organization that both empowers employees to do their best work and also creates a safe environment, I’m your girl.

4 Has an Eye for Process Optimization. When I first joined Precursor, I had to envision all the ways to create processes for the firm that could scale not to 1–10 companies, but from 1–100+ companies. I love thinking through big-picture process design that helps you identify and build towards the goals you seek. As I have been involved with supporting founders at the Pre-Seed stage, what I’ve found is that the beginning stage of beginning a company is a lot of admin — so much admin. So I am happy and excited to help you brainstorm best practices here.

5 Is Obsessed with Complex Partnership Strategies. I have never worked in an industry where I had only one stakeholder. That sounds like the good life! In one of my first roles, I was in charge of preparing public schools over summer so they were ready to open in the fall. I had to think about the Principals, the students, the parents, the district office and many others. I’m used to making sense of, organizing and processing these complex maps and am happy to help you think through how best to do that for your company.

6 Has Relationships Across Diverse Talent & Investors. I never sought out to be “the only” in venture. I know there are amazing people of color investors, engineers, PMs and founders, and when I first got to this industry I looked to build coalitions to meet and support them. I’m happy to help bring these relationships to bear wherever it can be beneficial for all parties involved.

7 Has Seen Over 100+ Fundraising Strategies. Precursor has grown now to serve a lot of companies. Out of Funds I and II, we have invested in over 100 companies. I have seen a lot of permutations of startup growth — from fundraising strategies, decisions to grow to profitability to shut-downs. From this bank of information, I think I’ve developed a healthy amount of knowledge on how to explore any combination of these steps. Always happy to chat through and guide founders through the buffet of options available to them.

8 Listens a Lot More than She Talks. I love to listen and try to come with an open mind to most conversations while actively questioning opinions and ideas. Talking is less interesting to me because I know there is so much that I have to learn.

9 Brings Her Full Self to Conversations. The experience of building something new, asking for help and working with investors puts founders in a deeply vulnerable position. I am still figuring out my footing in service of founders, but one thing I try not to ever do is to compartmentalize your experience or mine in a way that makes things “easier”. I’m here for the messy, the random and the real-life conversations that creep into the everyday life of trying to do something revolutionary — build something from scratch.

10 Can Get You Some Sweet Software Discounts 🙂 I’m good at getting discounts.

Please don’t come to me for:

1 24-hour Support. I’m human, just like you and need sleep so I can be my best self for you, my family, the Precursor team and my community. I’m probably not the best person to support you if you want to talk to me at 3 am, again at 6 am and then once more at noon. To get the best out of me, expect extremely quick responses from 8am-8pm and a delay outside of those times.

2 Immediate Feedback. I’m a deep thinker and journaler! I pride myself in having thoughtful, well-researched feedback for questions or concerns you might be facing as a founder. To that end, to get the best out of meeting with me, send me a few questions in advance that you’d like to discuss and I’ll come prepared.

3 Sunshine and Fairytales. I am very direct and don’t like to pretend about anything. If you are very conflict-avoidant, I might not be a great fit for you.

4 Anything Bro-y. I just can’t with that life.

My User Guide

How I approach my work within venture capital

Ah‚ you’re part of something way bigger
Bigger than you‚ bigger than we
Bigger than the picture they framed us to see
But now we see it
And it ain’t no secret‚ no

— Beyoncé Knowles-Carter, “BIGGER”, The Gift Album

I recently realized that when I enter conversations with other VCs, I have a pretty complex background song playing. It’s not always Bigger by Beyoncé, but it usually has a similar tune. 🎶

To help people understand how to work with me and get the beat down of the song playing in my head, I decided to create a user guide. A “user guide” (or manifesto or first principles) is a list of your own values.

I decided to create a User Guide when I realized that I’m pretty complicated & putting my values down where everyone could reference them could be a useful resource to decrease stress & anxiety of interactions

Here is my first stab. I hope you’ll treat it as a living document that reflects the living, evolving person I am.

Let’s begin with a quick summation of my life story:

I grew up in San Diego, CA

I spent summers in West Virginia with my mom’s side of the family — that includes, but is not limited to 11 uncles, 1 aunt and 20+ cousins

I graduated from Duke University with a major in public policy, just 4 years after the lacrosse scandal

I drafted legislation for the City of New York + lobbied the federal government to pass it

I conducted tax preparation services for low-income New Yorkers, supported a multi-city roll-out of a city program & raised money from private sector organizations like Nike to invest in New York City’s public schools

Then my background starts to get boring…

I went to business school at Berkeley-Haas

Then it gets exciting again!

After business school, I helped Charles Hudson manage and operate Precursor VC

After that I was promoted to lead and invest in deals at Precursor VC

Now I’ve launched my own VC firm

Cool cool cool, if you have read this far, thanks for getting up to speed – we are now the same page.

So let’s get into the question I really came here to answer: “what is my relationship to venture capital”.

Short answer: It’s complicated 🤷🏾‍♀️

Long answer:

1. Venture Capital has a transformational ability to support and finance companies that are building scalable solutions for people and places that have been systematically under-invested in. That excites me more than anything which is why I’m here. 🎉

More background on my POV: Why I’m Betting on Real People

2. At the same time, the relationship between capitalism and black people in the US has been fraught since slavery.

a. Black people were brought to the US to build foundational pieces of the economy (agriculture, railroads, construction) while venture capitalists’ invested in them and reaped the rewards.

References: Without Slavery, Would The U.S. Be The Leading Economic Power?

b. After emancipation + reconstruction, many black people had the capital that they accumulated stripped away from them leaving us with today’s issues of extreme wealth inequality between races.

References: 8 Successful and Aspiring Black Communities Destroyed by White Neighbors

References: African American Homeownership Falls to 50-year Low

c. There has been little action taken to decrease this inequality and instead, immense work has been done to reinforce a brand of meritocracy. As a result, the word “meritocracy” and the assumption that folks with power deserve it or earned it hurts me.

References: The Perils of Meritocracy

3. This informs my own imposter syndrome as a black woman in VC — I know that 1M+ black or brown people could be great at this job and yet somehow because of my own luck, I have ended up here. So I take great care to try and call in those left outside of the room & make their voices heard.

a. My imposter syndrome has nothing to do with a lack of pride and confidence in my own work. I work very hard. I produce high-quality work. I am really proud of it. I am very quick to anger when I am around people who don’t have high integrity around their own work product.

b. You can read more thoughts on my ideas of imposter syndrome here.

4. I struggle with the evangelization of technology and startups. Startups/tech/entrepreneurship is hard, but it is not the hardest job. Having family across the country with many different socioeconomic status’ keeps me grounded. A harder job to me is trying to making ends meet while working for less than minimum wage in the only job available to me in the small town where I live. I’m not in venture capital because it’s the hardest work available, I’m doing it because it has the widest impact.

5. We are all complicit in an economic system that has caused significant trauma on people, communities and countries across the world.

My favorite book that discusses this is American Spy — review by NPR here: ‘American Spy’ Is A Unique Spin On The Cold War Thriller

6. In order to be a productive member of society, being a thoughtful investor is not enough. The work starts with you. The arc of the universe does not bend towards justice if nobody does the work to make it so. How are you building a pattern of reflection and growth? How are you living your values? Do you wonder how what you say/do impacts others? What are you hoping to accomplish in this lifetime? How are you actively working to raise your own consciousness so you don’t become a reactive pawn in a greater system created by other people? These are questions I struggle with daily. One of the ways I work towards addressing them is by building a full life outside of my day job. I am an active supporter of Beyond Emancipation, the North Carolina Bail Fund, Esq Apprentice and am getting more and more involved in my own community of Longfellow, Oakland.

a. One of the best places to start is with your own language. How are you talking about people who are different than you? I was just introduced to this quote by Toni Morrison that says: “Oppressive language does more than represent violence; it is violence.” It is so true.

b. Another great place to start is with your own community. What are you doing to support people in your community who have different backgrounds than you? Do you volunteer? Do you donate? Do you support taxation that goes to critical infrastructure that you and others need?

7. I think that listening to people different from you, and changing your opinion accordingly, is the biggest act of courage you can take. This is based on my love for humility. It is my favorite trait (right above gratitude) and one I try to practice often. Humility isn’t a widely appreciated trait in VC because it is at odds with industry standards of conviction, assertiveness and self-righteousness which makes this work hard sometimes.

a. One of my other favorite traits is kindness. I just don’t know why people chose to be mean. I just don’t have it in me and it makes me sad when people chose meanness over kindness and compassion.

b. My third favorite trait is thoughtfulness. I am not one to make decisions in the moment. I need time to think and reflect before making decisions.

8. The hustle culture of entrepreneurship and tech is problematic. It is particularly problematic for communities of color where the old adage that “you must work twice as hard to get half as much” rings true. That isn’t a life I wish to cultivate or to exhault. It leads to burnout and breeds exhaustion which can create even more anger amongst underrepresented communities. I recognize the privilege in this lifestyle choice and also believe that my ancestors wouldn’t want me to live in a way that hurts me if I don’t have to. I approach my life and my work within VC with this lense and work hard to build boundaries so that I can have a full work and home life. Please don’t try to e-mail me on weekends and please please please don’t follow me on instagram 🙃

a. That being said, one of the values that I hold deeply is that in order to be successful, you must be proactive. If you are reaching out to me cold and would like to speak with me, I expect that you have your questions prepared. If I have invested in your company, I expect that you will treat me as a valuable resource who can help guide you. One of the most frustrating experiences I have had, and would like to prevent, is feeling like the person I’m talking to isn’t taking full advantage of my time and and/or isn’t taking responsibility to make their situation better. One of the quotes I try to live by is: we all have agency over our own lives and I have continually developed a practice of proactiveness. In order to work together effectively, I need to see you model proactiveness as well. I try really hard and work best with people who are also trying really hard.

References: Black Workers Really Do Need to Be Twice as Good

10. Being a black woman doesn’t mean I have all the answers to inequality within this industry or outside of it. Please read a book (or an article) before asking me any questions pertaining to inequality, white supremacy, racism, etc.

References: How To Be A Better Ally: An Open Letter To White Folks

a. I am still very much a beginner in learning about the different struggles that other communities of color experience. And welcome more resources that I can use to improve.

Some of my favorite books have been:

In the Midst of Winter —From Isabel Allende, a Novel of Three Immigrants and a Brooklyn Misadventure

Pachinko —Culture Clash, Survival And Hope In ‘Pachinko’

Exit West —Escaping A World On Fire In ‘Exit West’

Long Story, Short: I love venture capital and technology, but my relationship to it is complicated. This industry was not created in 1976 with the invention of Apple. Books are important, history is important and without those two things you can become an actor in a greater narrative that you didn’t know existed — I try my hardest not to be that actor, but mess up sometimes. When I could do better, I expect you to call me out and I promise to listen. To earn my respect, I expect you to try hard too. I also expect you to mess up sometimes — at which point, I will call you out on it and expect for you to listen. We’re all human.

First Draft Written: August 9, 2019

Updated: March 11, 2020

Updated: March 12, 2020

Updated: January 13, 2021

Updated: January 27, 2021

Updated: January 28, 2021

Updated: January 29, 2021

Updated: April 23, 2021

Updated: June 5, 2022

Scarcity Mindset is a Self-Fulfilling Prophecy in Venture Capital


https://nymag.com/intelligencer/2015/06/steven-a-cohen-pet-pig.html?gtm=top&gtm=bottom

First, you might be wondering, what is scarcity mindset? 

When you are living in a scarcity mindest, you believe that there will never be enough [1]. So you hoard.

You hoard power, money, ideas.

VC is living in a scarcity mindset because it has become addicted to hoarding despite operating in an ecosystem of abundance. There is more capital and more entrepreneurs than ever and yet what we’ve seen is that funds have raised more money, hired fewer people and forced more money into fewer companies. 

Something has to change.

But before we get into what should change, let’s get into how we got here. 


The VC Industry has grown significantly over the last 10 years

VC investing reached an all-time high last year. $130.9 billion was invested into US-based startups.

That is more than the entire GDP of Ukraine, Morocco or Ecuador. 

Plus there were more firms created last year than ever before over the last 10 years.

But more money is chasing fewer deals 🤔

More money is chasing fewer deals and as a result, fewer deals are able to IPO. 

The decreasing number of IPOs can be due to a number of factors. One of them is that VCs believe that fewer deals are great and “deserve to IPO”. I think this is a misnomer and self-fulling prophecy because if all VCs think that only a few deals are great, then only a few deals will be great. Luckily there is a growing trend of voices who don’t believe this — like Greenspring Associates who recently wrote that: “the market is expansive and filled with opportunities, when approached with an open mind.” [2]

Another, more tactical factor is that IPOs are expensive and large banks only want to do the biggest ones with the biggest market cap because these have the most potential to impact their bottom line. 

However, this same song has been played before and the chorus goes: “bigger is not better”

As VC firms and investment banks opt for larger market capitalizations, the growth of these companies after IPO has decreased. 

Which makes intuitive sense — if you wait to invest into a company until after it’s worth $3B, the likelihood of it growing to become worth $10B is low, because they’ve already squeezed so much juice out of the lemon. 

As a result, the IPO market has been described as: “a holding pen for massive, sleepy corporations” [2.5].

How do we prevent this from happening to VC?


If VC wants to continue generating the returns it has in the past, it needs to get out of its scarcity mindset. How?

1. Build a bigger tent

This scarcity mindset impacts how VCs are investing in companies and their own teams. 

I recently read that having a scarcity mindset makes people more racist [3]. 

If this is true, we are seeing it play out in venture both in the types of teams VCs back and the types of people VCs hire/promote. 

Only 2% of venture capital funding goes to women entrepreneurs, and less than 5% of entrepreneurs backed by venture capital firms are black or Latinx [4].

Venture Capital teams aren’t doing much better. The number of female partners only increased from 2017 to 2018 by 2% and the number of black and latino investors decreased [5].

But does this have to be true? The data shows that there is enough capital to spread around and that if firms were creative, there are enough venture capital jobs to go around as well. 

2. Enable Public Access to Early Stage Funds

“The pre-IPO market has become the IPO market of the past, but it’s only available to investors such as venture capital firms, mutual funds and hedge funds able to put up large amounts of money that once were only available through public markets.” [6]

If a pension fund is able to invest a person’s pension into a VC fund, why can’t that person decide to invest into another entity that invests into a VC fund?

Let’s be clear, I am not advocating that individuals should be investing their own retirement dollars into investment firms directly. Instead, I’m thinking of something more in line with Fundrise, but for VC funds. Something that allows the public market to have diversified access to early stage investment firms. Especially as the availability of pensions continue to wade, giving fewer and fewer everyday people access to these early investment opportunities which are driving the largest returns. 

3. Act Like We’re the Longest Assetholders (because we are)

Back in its heyday, one of Kleiner Perkins’ biggest investments was a $100K check into Genentech. It turned into $47 billion three decades later [8].

As we continue to invest in the future of a world we can’t even imagine, we are going to have to take risks on ecosystems, people and ideas that are out of this world crazy. We can’t invest in what would work right now, because the point is that just because it works now, doesn’t mean it will work later. Instead, we are choosing to invest in the unknown — into something that might work in the future. 

This lens towards investing in weird, crazy ideas has always been a nomenclature of VC, but this hasn’t actually played out. Instead, the industry has decided to rally around big buzzwords every few years. Big data! AI! Cannabis! Instead of taking a longer and more humble view on the fact that the future is unpredictable. And instead of trying to move it in our favor, by overcapitalizing a few “winners”, perhaps we should be open to a world where more people were given a chance at bat and in return we had a more comprehensive stake in an unpredictable world. 


“In the United States, for example, “trickle down” economic policies that support tax cuts for the rich with the aim of boosting economic growth and jobs have led to a $2 trillion annual redistribution of wealth from the bottom 99 percent of earners to the top 1 percent over the last 30 years, said Nick Hanauer, a former venture capitalist and now head of Civic Ventures, which aims to drive social change.

If the trend continues, by 2030, the top 1 percent of Americans will earn 37 to 40 percent of the country’s income, with the bottom 50 percent getting just 6 percent, he said.

“That’s not a capitalist market economy anymore,” he warned. “That’s a feudalist system and it scares … me.”” [9] 


[1] “7 Habits of Highly Effective People”, Stephen R. Covey

[2] https://blog.greenspringassociates.com/venturecapitalsaccessmyt

h

[2.5] “The Deregulation of Private Capital and the Decline of the Public Company”, Elisabeth de Fontenay, https://scholarship.law.duke.edu/cgi/viewcontent.cgi?article=6431&context=faculty_scholarship

[3] https://www.thecut.com/2014/06/scarcity-might-make-people-more-racist.html

[4] https://www.nber.org/papers/w23082.pdf

[5] https://medium.com/allraise/was-2018-the-year-of-the-woman-e2824f513a09

[6] https://www.pantheon.com/wp-content/uploads/2018/02/Shrinking-Public-Markets-Final.pdf

[8] http://fortune.com/longform/kleiner-perkins-vc-fall/?utm_source=fortune.com&utm_medium=email&utm_campaign=term-sheet&utm_content=2019042312pm

[9] https://www.reuters.com/article/us-democracy-wealth-inequality-idUSKCN0XC1Q2

Sydney Paige Thomas