
Dear readers,
Many of you may have read the recent New York Times article “Uber and Airbnb Alumni Fuel Techâs Next Wave” which is about how alumni of successful startups often split off and start new companies, and how ecosystems of investors/advisors form around these new companies to support them. In the NYT article, I mention that a16z has invested in 2 ex-Uber teams, and today, I’m excited to announce the first one — Pietra — a new startup building a marketplace for the jewelry industry.
In the announcement, I talk both about Pietra, and Ro/Pan and the team and also about the characteristics of ex-Uber alumni that make me excited to invest in them: 1) the ceo mentality of ops teams and “programs and platforms.” 2) unique expertise with marketplaces and network effects, and 3) deep scaling and technology infra.
I included the entire Pietra announcement below, which was originally published on the a16z blog here.
Thanks!
Andrew
One of my focus areas as an investor is marketplaces, because Iâve seen firsthand how they can transform an industry â especially when they also have network effects that can lead to huge scale and impact. And while marketplaces have been evolving into new areas for a while â including services â I especially love how marketplaces show up in interesting and sometimes unexpected places, places where technology has not gone before.
One such area is jewelry (yes, jewelry!). Even though gemstones and jewelry have been at the center of art, commerce, and culture since the dawn of human civilization â going from stone jewelry created 40,000 years ago in Africa to the trade routes between East and West to Fifth Avenue in New York to the Instagram feed on your phone â the technology for discovering, designing, and purchasing jewelry online hasnât evolved much at all. Yet jewelry is one of the categories that could benefit most from modern trends such as social media, mobile, and mass personalization. This is especially true for the incredible variety of artisans and boutique jewelry vendors out there who currently canât access bigger markets, or the deep technology expertise and stacks of bigger players.
Thatâs why Iâm excited to announce Andreessen Horowitzâ seed investment in Pietra, a new startup focused on a marketplace for the jewelry and especially the diamonds industry. If you wanted to buy a diamond engagement ring, the process goes something like this: âDo you know where I can buy a diamond?â âI might know a guy.â That âguyâ (more often a family business, an aggregator, or other player) then sells you a diamond with very little transparency into supply, pricing, or other things. That kind of exchange is ripe for technology to come in between and mediate things â not only efficiently connecting suppliers to buyers, but also expanding supply and demand for both sellers and buyers beyond local limits.
Jewelry represents $200B+ of annual spend, but remains a highly fragmented and opaque market⌠itâs yet another way marketplace businesses can provide more transparency, variety, and even education for consumers. So Pietra aims to fully modernize the jewelry buying experience across every touchpoint by offering beautiful, mobile-first product discovery; chat and collaboration tools to better engage, negotiate, and purchase jewelry; and vetted suppliers, along with curated product lines from boutique jewelers, influencers, and celebrities.
The team comes with decades of deep expertise in fashion, luxury commerce, and marketplaces. Co-founders Ronak Trivedi and Pan Pan are two of my former colleagues from Uber, where they led key efforts on UberPOOL and grew it from a new product only available in San Francisco to a global product supporting hundreds of millions of trips per year and billions in gross bookings. That kind of scale matters in a market like this. In fact, many of the core marketplace lessons and mindsets from Uber â combined with the teamâs experience in the jewelry industry, deep customer insights, and passion for design â led to their starting Pietra.
Iâm also personally very excited about the new wave of ânetwork mafiasâ coming from people trained at Bay Area startups who go on to do new and different things, often borrowing from lessons learned in their previous startups. Classic examples include Paypal, and more recent examples include Square and others. For Uber alumni in particular â which I can personally speak to since I worked there for three years â there are three mindsets that are compelling to me and that I love seeing in startup founders are: (1) an entrepreneurial mindset thatâs baked in at all levels; (2) specialized expertise that can transfer across industries; and (3) technical challenges coupled with networks of talent.
Because rideshare grew city by city at Uber, it led to an entrepreneurial team structure where each city had a General Manager (GM) who served as the de facto CEO of the city, acting like a mini-startup in the context of the larger organization. Surge pricing and driver incentives were first manually implemented by local teams with SQL queries and spreadsheets, and only later widely implemented in code by the software teams at headquarters. When I first joined Uber, each product team was also set up to be full stack, without dependencies into other teams, allowing them to build fast and iterate quickly to solve challenges. This kind of mindset â everyoneâs the CEO of their own mini-startup unit â is key to fast cycles of innovation.
To make rideshare work as a global product, folks at Uber had to solve challenges in areas as diverse as Jakarta to Portland to ridesharing and food delivery. Whether it was solving the cold-start problem in a new market, or figuring out the best pricing and incentives, or growing network effects in a highly competitive market, those insights can be translated to new industries. Starting any new company requires founders to turn a series of insights into actions and products.
To be clear, itâs not just marketplace expertise thatâs important here â itâs also about solving deep technical challenges at scale in areas such as machine learning, data, infrastructure, mapping, automation, and much more. But the social aspect of the Uber alumni network is also appealing, with a rich ecosystem of folks advising and angel investing in companies, paying it forward and creating a new generation of startups.
Iâve said it before: technology changes, but people stay the same. Whether itâs applying new behaviors and technologies to evergreen things â like jewelry! â or the evergreen turnover of a new wave of entrepreneurs founding the next generations of startups (in developer APIs, video streaming, SaaS, etc.), Iâm excited to see what everyone does next. And Iâm looking forward to investing in more companies like Pietra.

Dear readers,
I recently hosted an AMA on Quora where folks asked a bunch of really fantastic questions. Thanks to Adam D’Angelo and Alecia/Adrienne for getting this set up.
Wanted to share a couple of the most upvoted answers below:
- What do you look for in an investment?
- How long should a founder be without salary?
- What distribution channels should a new consumer internet startup consider in 2019?
- What investment have you made that is the most out there?
- Which commonly-discussed growth metrics in consumer tech businesses are the most meaningless and/or misleading?
- What is your advice for startup CEOs?
Enjoy!
Andrew
1. What do you look for in an investment?
This one is hard to answer generically â itâs easy to say, great team! Or big market! Or technology differentiation! Or something generic like that. However, being in venture capital is about being in the âexceptionsâ business.
There were hundreds of mobile photo apps prior to Instagram and Snapchat, and they would have been money-losing investments. Same for social networks before Facebook, or there were more than a dozen investor-backed search engines before Google.
My job is to find the exception to the rule, and pick an individual company that will stand out, and I donât have to be bullish about an entire category of companies. In practice, this happens also because individually, Iâm focused on doing 2â3 investments per year, and donât have the capacity to, say, invest in every single company working on XYZ.
All of that said, beyond the obvious things (team, market, product, etc.) there are a few things that make me lean into understanding a company, in particular.
First, itâs interesting when a startup using a new platform or a new technology in a clever way. For example, Instagram Stories and Snap Stories are a huge new short-form video format, and an app that might interact with these stories in an interesting way might be compelling. Or because esports is so huge, if someone builds on the idea that perhaps games content could be streamable-first, then thatâs intriguing too. Taking advantage of a new technology helps answer the âWhy now?â question and explains why itâs a fresh opportunity that should be tried. If your new startup could have been built 15 years ago, perhaps the ideaâs already been tried and just isnât that good.
Second, technology changes constantly but people stay the same. And their motivations â in particular, to spend time with friends, to date, to be able to earn more, to find better work over their careers, to take care of their pets, etc., etc. â also stay constant over time. So when a new startup purports to create new consumer behavior, Iâm sometimes skeptical. But if a product allows people to tap into a pre-existing motivation but in a new, fresh way, then Iâm interested.
Third, I like to see a strong insight around how the product will grow. For example, itâs important if a new video streaming startup, for instance, has deep relationships with the YouTube/Instagram influencer community to get it off the ground. Or if a new workplace collaboration tool is built to tap into calendars and be inherently viral through cal invites. The reason for this is that we are in an interesting era of new technology products where in general building the technology is not all that hard. Startups typically donât fail because of technology issues, given open source, AWS, lots of collaboration tools, a network of smart people, etc., etc. This used to be the case decades ago, but these days, startups fail because they donât get traction in the market. As a result, I like to see something clever and insightful in how the product will get off the ground â especially if itâs driven by viral growth, or some form of organic, as opposed to paid marketing.
Usually at the stage where I am seeing companies, one of the big things Iâm evaluating for is âit works!â I usually look at their growth metrics, cohort charts, acquisition mix, engagement data, etc., and try to make sure that itâs sticky now and will remain so over time. Once I validate this, then I move onto some of the bigger qualitative questions like the ones above â whatâs the trick that makes it grow? Why now? What new technology does it exploit? What classic human motivation does it tap into?
And finally, I want to reiterate that itâs all about finding the exceptions. You can spend as much time as you want analyzing a space, but itâs just about picking the individual startup you like most.
[PS. Here’s also a deck I published a few months back that is the more visual, longer-form answer to this question]
2. How long should a founder be without salary?
Iâm a believer in free markets, and also in thinking long-term.
When founders first get their company off the ground, they often take risk and go without salary. However, as soon as they raise a real amount of money â either from institutional seed funds, a large group of friends/family, or with a VC â I think the founders should pay themselves basically market rate (within reason)
The reason for this, especially if there are cofounders, is that starting a company is already hard enough. Your customers are leaving you, recruiting is hard, employees will occasionally quit. Itâs hard to think long term, about all of this when you’re worried about your paycheck.
If on top of all of this stress, the founders are paying themselves way below market, to the point where they are burning their savings, thatâs just not a good thing. It creates a lot of stress, and unwanted behavior from the perspective of an investor.
Obviously if thereâs a case where the founders were highly compensated before and it would impact the runway, OK, then great, thereâs an opportunity to trade off a longer runway by capping the cash compensation. If the team wants to do that, great.
But in general, I believe in market rates for everyone, including the founders and the employees, within reason.
[PS. I tweeted this out and my friend Suhail Doshi responded with a pretty cool rule of thumb:
My rule of thumb is…
– seed funding: what youâd pay your lowest paid employee
– when youâre growing a bit: your lowest paid engineer
– scaling: mid level engineer
– successful: market for ceo pay
– not growing: cut back to your previous comp until you are / helps survive
This is pretty great. Thanks Suhail!]
3. What distribution channels should a new consumer internet startup consider in 2019?
First, let me start with the negative. Itâs been said (and written) that we are kind of in a funky consumer internet winter, compared to 2007 when we had the Facebook platform and the iOS/Android platforms and so on. As a result, the conclusion is that thereâs a general industry malaise and everything sucks and we should all go home, etc., etc.
Itâs my conclusion that this is a vastly overhyped POV about consumer.
Last year, when Fortnite went from zero to 200M+ users, how could you not be excited about consumer tech? Or where we see Kylie Jenner built a multi-hundred million dollar revenue stream selling stuff on Instagram? Or you have a content creator like Ryan, the kid that makes unboxing videos, generating $20M+ per year?
Thereâs a lot of exciting opportunities out there. In my first few months at a16z, I met hundreds of companies in my first 3 months. Hundreds! Thereâs a lot of innovation and entrepreneurs out there trying to do great things.
Yes, itâs true that you canât just build well-designed social photo apps and still expect to succeed. You have to do something different, and evolve with the time. But IMHO there are still fantastic opportunities.
OK, now going past the preamble and answering the question directly:
The best distribution channels for your startup are the ones that only make sense for your product to use â meaning itâs proprietary, and people canât just tap into the same channel right away. The problem with Facebook ads as a channel, for instance, is that if youâre a mattress startup buying ads, youâre not just competing against all the other mattress companies but youâre also competing with the cool new protein shake company. Contrast that to Dropbox, which has primarily grown using shared folders inside the workplace â they own that channel, and the only others who could compete on that are folks who have some kind of shared folder functionality. The performance of the channel is unlikely to degrade over time via competition because itâs proprietary.
If you agree, then the obvious question is, if Iâm a startup looking for a proprietary channel, which one do I use? Thatâs hard to answer generically, so I wonât attempt to do so. However, the better observation is that if you are starting a brand new company, then you have the opportunity to both pick the idea â and have a hypothesis about product/market fit â as well as to pick its growth strategy at the same time. If you can think about both at its inception, then you can start thinking about a proprietary channel from day 1.
I think this is not the answer the person who wrote the question wanted to hear, so let me also try to give some more trend-driven ideas too.
I like video. Thereâs a lot of video being created and consumed, and I like the idea of a âvideo-nativeâ product that is designed to create a lot of video as part of user engagement. Or create a lot of opportunities for streaming.
I like social data in the workplace. If you are building a workplace collaboration tool, whether itâs horizontal like Slack or more vertical like Figma, most of the files and systems you touch understand who all the users are inside the company. In particular, the calendar is a very rich data asset full of people and their relationships, and I feel thatâs underleveraged by startups seeking to grow. I love the pattern of putting, say, ZOOM links, inside of calendar requests, and think more startups might end up finding opportunities to do the same.
I also like âin-real-life virality.â If you walk around and see a bunch of lime green scooters, and people are using them, then you will want to try it too. Magically, no customer acquisition cost! Or if you see people walking around playing Pokemon Go, then you might want to try it also, since they are out and about, and enjoying it so much. I think this is an underrated channel.
4. What investment have you made that is the most out there?
One day I was in the Mission district of San Francisco, and saw a huge line of people. I wondered what they were waiting for, and naturally, the curiosity got the best of me and I got in line too. As I looked around in line, I read the sign for the place. There was a huge aardvark icon, and lettering that said BOBA GUYS.
I had heard of Boba Guys before, and remember that every time I saw one of their stores, I would skip it because the line was too long. Business was that good.
While waiting, I tried to google to figure out who their founders were. No luck. Eventually I found a Kickstarter page with some info, for a store they had opened near Union Square, and found their names. Just my luck, they were already following me on Twitter. I DMâd them, ordered my boba â hong kong style with pearls â and waited.
A week later, they replied. We met for lunch near Hayes Valley, and I didnât know what to expect. Maybe I could invest money into this thing? Did I even want to? Itâs just milk and tea, right? But so was Coca Cola, or Starbucks, or Blue Bottle.
To my surprise, both Andrew and Bin were fantastic. They had great consumer packaged goods experience, had worked at Timbuk2, and came with a 20-slide deck prepared. The deck had retail comps versus other high-end stores, financial projections, and more. It blew my mind. These were very obviously the most talented bubble tea store operators on the planet.
As a quick segue, I had been going to pitches for high-end restaurants with a few friends prior to that, but had never invested. Going to a restaurant pitch was extremely fun, as you went with a group of friends, met the chef, and they made the entire food menu and all the drinks too. You hung out and could invest after. But I never liked the model because it felt like it could never scale. Itâd be a fun hobby, but itâd be hard to make money. But it helped prepare my mind for investing in retail, and a beverage play like Boba Guys.
Back to bubble tea, I realized after the pitch that although it wasnât a tech company, I should figure out a way to invest. Andrew, Bin, and I had a great conversation â the first of many, and then I rallied some of my friends to put a syndicate together to invest.
The bonus to all of this is that I now have a Boba Guys Black Card. This is a special investor card that lets me get my daily bubble tea fix for free. Itâs amazing, and the investment was worth it just for the bragging rights with that.
5. Which commonly-discussed growth metrics in consumer tech businesses are the most meaningless and/or misleading?
These are the obvious offenders:
- Cumulative charts for anything. These can only go up and to the right
- Registered users. Totally useless, although sometimes I like to ask about this as a ratio to active users to get a sense for how efficiently the user acquisition is happening
- Any retention metrics that arenât standardized into cohort curves. Sometimes people will give a single snapshot number, like a â3 months later, X% still use the app!â and thatâs not that helpful
- Install numbers, without signups or activated signups or something more meaningful
- For marketplace companies, ârevenueâ thatâs actually âgross bookingsâ or GMV. Or GMV that counts in weird things, like security deposits or one-time setup charges
- ARR meaning, âannual revenue run rateâ as opposed to âannual recurring revenue.â Please, letâs just stick to ARR for recurring, not run rate. Thanks.
- Taking the peak revenue of any single day and annualizing it as the headline number
- Unlabeled X and Y axes in charts
- Cohort curves that are some complex subset of users that make the retention look better
- Showing âCACâ thatâs actually blended CAC, and when you just look at the Paid CAC, itâs way above LTV
- Actually LTV. Because who really cares about the lifetime of a user â startups should just manage to margin earned by a customer you acquire over the first 6â12 months, not the lifetime. Thatâs how you will make your ad spend decisions
- Any misleading ratios where the denominator and numerator are totally non-obvious. Stick to actives, please.
- Active user definitions that are complicated (must have visited 3 sessions in the last week, and done one action out of a list of 5). It makes all the downstream calculations on retention, engagement, etc., misleading since youâre throwing away all the data for the less active users
- If you have a desktop app, and web, and mobile, break down the metrics for all three. Donât combine, please
There are many, many more⌠but thatâs a quick start.
6. What is your advice for startup CEOs?
I have a lot of advice, but maybe I will share the top 10 that come into my head:
- Youâre not doing this alone. You have friends, family, your investors, and employees rooting you on. Talk to them
- Everything seems like it sucks â metrics go up and down. Customers leave. An employee quits. Product/market fit could be a lot better. But this is how it feels even if itâs a rocket ship. Important to put into perspective
- Your job changes dramatically over time. Your first job is to build the machine â the product that attracts the customers, and generates the revenue. But eventually it turns into a job where youâre building the machine that builds the machine. Itâs all about hiring, leading, managing, etc., etc. Prepare for this to feel weird when it transitions â especially spending 25%+ of your time hiring
- Everyoneâs gotten very data-driven these days, which is great, but you should set your strategy, and then your metrics should follow. Itâs to verify that your strategy is working â having a lot of dashboards is no substitute for strong product insight and strategy.
- Some people say to stay off Twitter and forget the distraction. I say the opposite – find interesting, knowledgeable people from social media, and DM them to meet in person. Stay outbound. Use it for recruiting, networking, fundraising and more.
- Raising money is a really, really important thing. It can feel like a great milestone, but itâs just the beginning.
- Ben Horowitzâs book The Hard Things About Hard Things is the best book about being a CEO and managing your own psychology as you set out to do this crazy hard thing. Itâs fantastic. Read and re-read it.
- Also read and re-read High Output Management by Andy Grove.
- Build long-term relationships with your employees, investors, and people in the ecosystem. Hopefully your startup thrives, but maybe it wonât â and youâll still want to build a long-term network because there will be more to do in the future
- Donât worry about generic startup advice â including lists like this one :) Make sure you find advice thatâs tailored to your startupâs stage, industry, and specific situation. Talk to experts who are willing to dig in. Lists like this are fun to read but thereâs a big gap in applying them
- âŚ
OK thatâs my first 10 :)