Author: Nataraj Sindam

  • AngelList CTO Gautham Buchi on AI, Crypto, and the Future of Startups

    In the rapidly evolving landscape of venture capital, technology serves as the primary catalyst for innovation. Few understand this better than Gautham Buchi, the Chief Technology Officer at AngelList. With a rich background that includes senior roles at Coinbase and founding a Y Combinator-backed startup, Gautham brings a unique perspective on leveraging cutting-edge tools to solve complex financial problems. In this conversation with host Nataraj, Gautham dives deep into the operational core of AngelList, a platform dedicated to building the infrastructure for the startup economy.

    He shares how AngelList is harnessing Generative AI to automate fund formation, provide deep, actionable insights for investors, and accelerate capital deployment. The discussion also explores the integration of crypto primitives, such as stablecoins and tokenization, to create new pathways for liquidity in private markets, a critical component for fueling the next wave of innovation. This episode is a masterclass in how modern technology is reshaping the world of startup investing.

    → Enjoy this conversation with Gautham Buchi, on Spotify or Apple.

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    Nataraj: To set the context of the conversation, can you give a quick introduction of who you are and what your journey was before joining AngelList as a CTO?

    Gautham Buchi: My journey has largely revolved around key levers that can personally change someone’s life, which is largely education and access to financial tools. It started at Coursera, where we tried to democratize access to good education and then moved on to my own company, furthering the journey. Then to Coinbase, which democratized access to better financial tools using crypto as a methodology. Now I’m continuing on the path to democratize access to capital. Access to capital is probably the single best innovation hack we could do to create more startups. AngelList is in the business of creating more startups, creating more tools for the founders and builders. And I’m really excited to continue that journey there.

    Nataraj: Talk a little bit about for those people who are not aware of AngelList. What are the different products on AngelList and what are the core business drivers among those products? You have rolling funds, venture funds, syndicates. Talk a little bit about that.

    Gautham Buchi: A good mental model that I use is if you think of a triangle where one corner is the founders, the other corner is the GPs, like the Sequoias of the world, and the third corner is LPs, people who want to invest in early-stage venture or venture more broadly. AngelList is smack in the middle of the triangle. Our sole purpose is to make sure that the sides of this triangle are getting stronger and stronger because these three are the pillars of the innovation economy. The first thing you have to believe, to believe in the mission of AngelList, is that startups are good for the world. The creation of more startups is the way we innovate and is the way we accelerate innovation. Now post that, we need to identify how do we really strengthen each of these pillars: the founders, the fund managers, and people who want to invest in early-stage venture.

    If you’re a founder, and maybe this is surprising to a lot of people, Robinhood’s first check was on AngelList. Many companies through our product have been able to come in and say, ‘Okay, I’m looking to access good capital, not just dumb money, but good capital on the platform.’ I can go to AngelList and start a company. We are creating an ecosystem for founders to take the mental gymnastics around starting a company and really focus on building the product. We will build the rails for you to get the capital that you need.

    Moving on to the other corner of the triangle, which is you are a fund manager. Let’s say you have a unique hypothesis, a unique insight into where you think you can be investing to accelerate this innovation. You need two pieces: access to good founder opportunities and access to good capital that is looking to be invested. That is our core fund admin product, the core GP product. This is probably the one that AngelList is well-known for today. You get a lot of tools so you don’t spend time doing the gymnastics of how to raise and deploy capital, but really focus on what you can do to add maximum value to the founders.

    The third corner of that pillar is the people looking to invest in early-stage venture more broadly. This is probably the one that most people have historically known AngelList for. Wherever you’re in the world, if you want to invest, get access, and believe in the startup economy, you can write a $1,000 check to a $100,000 check. You want to be an angel, you go to AngelList. This is the thing that Naval envisioned: how do I really democratize access to early-stage venture across the world? So we provide a number of tools for people who are looking to get their toes wet in the world of angel investing. To sum it up, the way I would think about AngelList as a business is to really think about the triangle between founders, GPs who are looking to run the fund, and then angels. The speed with which we can spin the triangle is essentially innovation.

    Nataraj: You joined AngelList this year or last year, and you’ve worked in different companies. How is working at AngelList different from working at Coinbase?

    Gautham Buchi: Very different. Right off the bat, crypto in 2017-2018 was very different than crypto right now. To give a specific anecdote, if you and I met in 2017 and you told me that by 2025 we would have a Bitcoin ETF or we would have stablecoins, most people in crypto would have laughed. The pace of innovation is so constant, so relentless, and quite frankly, very uplifting. But there is always this overhang of regulation on top of you. There were many times, especially over the last four years, where being at Coinbase felt very much like you’re fighting a big institution, a regulatory battle. That is not something that we face at AngelList. You don’t spend time thinking about regulation in the way that you would in the crypto world. You’re really thinking about how do I accelerate capital deployment? How do I bring more efficiency to how capital is being deployed? Which is a very different problem space.

    Second, the pace of innovation in crypto is insane. We had a joke at Coinbase that one year in crypto is like 10 years. There’s a popular meme where after five years in crypto, somebody has this white beard and gray hair. It’s very true. I can personally attest to it. And so is the eternal optimism. The crypto crowd is probably one of the most optimistic crowds that I’ve ever worked with. It’s different in capital products. While innovation does happen, it’s not at the same pace at which it’s happening in crypto. So the way you think about product, you’re thinking more from a reliability lens, you’re thinking longer-term, which is very different. As for the companies, particularly, AngelList is much smaller, much more early stage. We are about 150 people. Coinbase, when I joined, was probably a few hundred, but it’s now a much bigger company. So that definitely has its own pros and cons.

    Nataraj: There’s one through-line I see between Coinbase and AngelList: both were involved in major regulatory changes. Naval and the team were involved in the JOBS Act earlier to change and make AngelList and crowdfunding happen. Now we are seeing that happen in real-time with some of the crypto legislative changes. I want to pivot towards what I wanted to talk about most in this conversation, which is about AI. Post-ChatGPT, we saw you could do a lot more with this current technology. In my career, this feels like a game-changing moment. I wanted to quickly get your thoughts on what you think of Generative AI and this current AI hype cycle.

    Gautham Buchi: Let me dial back the clock a little bit. I don’t know if your audience is familiar with Coursera; it was an education platform that started in 2011. Our first major success was a machine learning course by Andrew Ng. A lot of people, especially in deep learning, probably got their start with Andrew. At Coursera, we were incredibly excited about it, not just from a pure technology perspective, but also the audience and the learning; these were the most subscribed courses on the platform. The thing that was different back then was it was still largely a research problem. It was harder to think about what an actual go-to-market version was.

    Even when I was starting my own company in 2016-2017, there was a running joke within YC that all you had to do was attach .ai to your domain and you automatically would raise a bunch of money. So there was definitely hype cycle number two happening in 2017. What’s different about this particular iteration is one, it moved from being a research problem to an engineering problem. You could take the model in a box, assume somebody has already done all the heavy lifting, and now you’re just trying to figure out what other things in the ecosystem you need to connect to make sense out of this. That’s been incredible to see.

    Second is the utility of it. The utility back in the first cycle of my experience, 2012-2013 machine learning, 2016-17 AI, you really had to squint your eyes. There was always a human in the loop. The utility was not obvious. You had to bet that one day this thing would actually be at a point where you will see real feedback loops. But we are in a world where you can parse a PDF instantly in a couple of seconds, or you could do voice translation. So now you bring these two ideas together: it’s an engineering problem, and the utility is instant. That means you have a very fast feedback loop. You and I can spend the next 20 minutes and literally build something, put it out in the world, and see how people are interacting with it. And that is very powerful.

    Nataraj: What do you think of the use cases that are most exciting for you as a CTO, and how are you at AngelList adopting AI in different ways?

    Gautham Buchi: There are two interesting questions there: what is very exciting to me, and what is very exciting to the business. To me, it is so interesting to see the blurring of the roles. Even three years ago, if you wanted to build an MVP, you’d ask, ‘Who’s going to be the designer? Who’s writing the PRD? Who’s going to be building this project?’ That’s a lot of overhead. Today, our chief legal officer builds an end-to-end product himself. That includes the design, the spec, the PRD; he releases it, he’s tracking analytics. Our designer is building end-to-end products. An intern is building end-to-end. We really went from a role in a box to a product in a box. We have this full spectrum of skills that are very much available to you. The conversations become so much sharper on a day-to-day basis. This idea that you have to go through multiple iterations to even define what you’re doing will become so outdated, and the roles become so blurry. It is increasingly becoming hard to define the role of a product person versus an engineer.

    Second is your ability to deploy and get the boilerplate out of the way has been huge. The hard problem in most companies is working with legacy code, not greenfield code. The moment you are able to put things in place that can abstract the legacy away from you or even better, intelligently retool the legacy for you, you’re taking a ton of work out of the way. We are able to now see folks join and start deploying the same day. It used to be aspirational, but now it’s almost an expectation because of all the tooling available.

    The third thing goes back to the base-level expectation. I have this view that it will be increasingly hard to see a good role for yourself if you don’t become very quickly AI-native, meaning being able to understand which tools create maximum leverage. It almost feels like, ‘Am I late?’ You’re not late, but now is a good time to start. I can clearly see the difference between teams that have adopted AI and the teams that are still lagging behind. The difference is so clear, so obvious, that we now have a default expectation that everybody’s trying out these tools.

    Nataraj: What are the blockers for teams that aren’t AI-native?

    Gautham Buchi: I don’t think it is a philosophical stance. It is more of an inertia and momentum thing. You could also be skeptical. For what it’s worth, I was skeptical at one point as well. If you are an engineer today and you have not tried one of the IDEs like Cursor, CodeWhisperer, or Copilot, you are already behind. So inertia could be a big component. Second, there are some good reasons not to do it, depending on which team you’re in. For example, if you’re in security or a very critical path, you want to spend that extra time and attention. At Coinbase, we had a lot of concern internally around what we might accidentally expose because a lot of these are also primitives that are being built right now.

    Nataraj: I always call AI right now ‘draft AI’ because it gets you the draft pretty fast. But if I’m reporting business numbers to my leadership, I want to depend on myself to review each line, even if I use AI to write it. You still need that 5% manual intervention, but that 95% is a really big time saver. Can you talk about some examples of how you’re using AI in your own products at AngelList?

    Gautham Buchi: Let’s talk about our customer type. On a typical fund deployment, there are a lot of workflows you go through that are sequential, whether it’s legal, boilerplate, or dependent on internal movements. One of the metrics we track religiously is how long it takes for you to deploy your fund, raise your fund, or get set up for the fund. We are increasingly using a lot of AI and automation to do that. One thing we do is doc parsing. In a fund formation, there are tens, if not hundreds, of docs. We can parse the docs, provide the information that is very relevant to you, and automate your deployment. This is integral to how we simplify fund formation.

    The second thing is operational. Once you have your fund deployed, the thing that AngelList is known for is the venture associates and the quality of service. We want to enable our internal teams to very quickly get access to data at their fingertips. A couple of years ago, pulling up a specific legal term for a GP would be half a day’s task. Now we have built internal tooling where our customer support and venture associate teams can, in most cases, auto-resolve issues. We can pull information, make sense of it, and spit out exactly what the customer is looking for. This feeds into the cycle of closing feedback loops and becoming more efficient.

    The third bucket is AngelList is sitting on a gold mine of data. Some of the hardest resources to get to is early-stage venture data. There are hundreds and thousands of companies on the platform raising money. There is a tremendous opportunity here where we can drive deep insights into what’s happening with your portfolio. We can tell you exactly where you’re invested, opportunities you might be missing, and how your fund is performing compared to the rest of the funds on the platform. We are now able to start doing some of that using AI.

    Nataraj: Talk a little bit about your crypto integration as well. I know AngelList was one of the first adopters of Circle a couple of years back. Is tokenizing shares on a blockchain a path that AngelList is looking towards?

    Gautham Buchi: This is one of the best opportunities for AngelList. One thing we have done very concretely today is we enable USDC funding. If you’re a startup that is raising money with USDC, AngelList allows you to do that at no fee, and we have seen pretty significant adoption. The second opportunity is distributions. For a lot of crypto companies, distributions happen through crypto tokens. Us being able to support that means if you’re a crypto company that has an exit, your investors are able to get and keep those tokens on the AngelList platform.

    Moving on to stablecoins, I think it’s one of the most exciting areas right now because they’re instantaneous, near-instant settlement. This drastically simplifies cross-border wires, which is a massive pain. This is something we are seriously thinking about: how do we make capital deployment more efficient? We are seriously thinking about how we can make stablecoins a primary citizen on the platform, potentially enabling digital wallets for all customers and LPs.

    The second bucket is tokenization. What has changed over the last seven or eight years is companies are increasingly choosing to stay private. Stripe, OpenAI, Anthropic are examples. This means your capital is locked for much longer than historically seen. While you’re happy the valuation is going bonkers, at the end of the day, this is on paper; it’s not liquidity yet. And liquidity is really important because it fuels the next generation of startups. One of the things we are seriously thinking about is how do we create liquidity for the GPs and investors on the platform. On the technology side, tokenization is a reality. We are seriously thinking about how we can bring the regulatory framework, tokenization framework, and KYC/AML together to create liquidity for the funds on the platform and create good incentives for founders to participate in it.

    Nataraj: As the lines are blurring, what skills should product managers invest in building?

    Gautham Buchi: The thing that has changed is your ability to go from an idea to seeing it in the world has dramatically changed. The most powerful thing product managers have today that they didn’t have before is an ability to take their product idea, put it out in the world, gather actual data, and then come back to the table. They can say, ‘Here’s an MVP that I was able to build for myself. I’m not stuck in multiple rounds of prioritization. Here are 10 people I have shown this to, and here’s the information I received.’ That is so powerful and empowering. The classic role of a product manager as an information router is quickly disappearing. If you are purely serving the purpose of routing information and doing prioritization, you’re in trouble. We have moved to a world where product managers are empowered to very quickly generate these prototypes and take them to market. That’s what I would invest in right now.

    Nataraj: Thanks, Gautam, for coming on the show and sharing your insights and time.

    Gautham Buchi: Likewise, thank you for having me and nice to meet you all.

    Gautham Buchi provided a clear look into how AngelList is pioneering the future of venture capital by integrating AI and crypto. This conversation highlights the tangible benefits of these technologies in making startup investing more efficient, accessible, and liquid for founders, GPs, and LPs alike.

    → If you enjoyed this conversation with Gautham Buchi, listen to the full episode here on Spotify or Apple.

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  • How Publishers are Navigating Advertising, AI’s Impact on Search Traffic, Biased Incentives of Ad Industry, Future of Publishing | Jared Siegal Founder of Aditude Inc | #104

    How Publishers are Navigating Advertising, AI’s Impact on Search Traffic, Biased Incentives of Ad Industry, Future of Publishing | Jared Siegal Founder of Aditude Inc | #104

    About the episode:

    Join Nataraj as he explores the world of online advertising with Jared Siegal, founder and CEO of Aditude. Discover how programmatic advertising empowers publishers to scale their revenue and the evolving landscape of online monetization. They discuss the roles of different players in the ad industry, the impact of AI on search traffic, and the future of publishing. Gain insights into how Aditude is leveling the playing field for publishers in a Google-dominated world. If you are a publisher, this episode can provide actionable strategies to maximize your ad revenue and maintain control over your content.

    What you’ll learn

    • Understand the basics of programmatic advertising and how it works in real-time.
    • Identify the key players in the ad tech ecosystem, including publishers, ad servers, and exchanges.
    • Discover how header bidding and real-time auctions have transformed online advertising.
    • Learn about the impact of AI on search engine traffic and content strategies for publishers.
    • Explore strategies for publishers to diversify revenue and maintain control in a changing landscape.
    • Evaluate the pros and cons of SaaS pricing models versus commission-based models in ad tech.
    • Recognize the challenges and opportunities for publishers in a Google-dominated ad market.
    • Understand how Aditude helps publishers compete and maximize ad revenue.

    About the Guest and Host:

    Guest Name: Jared Siegal is the Founder and CEO of Aditude, a programmatic advertising solution that empowers publishers to scale their revenue.

    Connect with Guest:

    → LinkedIn: https://www.linkedin.com/in/jared-siegal-tude

    → Website: https://www.aditude.com/

    Nataraj: Host of the Startup Project podcast, Senior PM at Azure & Investor.

    → LinkedIn: https://www.linkedin.com/in/natarajsindam/

    → Twitter: https://x.com/natarajsindam

    → Substack: ⁠https://startupproject.substack.com/⁠

    In this episode, we cover

    (00:00) Introduction to Jared Siegal and Aditude

    (00:51) How Jared got into the ad business

    (03:34) Growing revenue and traffic at Answers.com

    (04:21) Understanding Google Ad Manager (GAM) and real-time bidding

    (07:30) Lay of the land in the ad industry: players and roles

    (09:30) Aditude’s role in connecting advertisers to publishers

    (12:20) How brands place bids and the role of ad exchanges

    (13:33) Why choose Aditude over Google for ad management?

    (14:35) Creating fair competition across ad platforms

    (15:11) Aditude’s SaaS pricing model and its advantages

    (18:08) Ideal publisher size for using Aditude’s services

    (19:47) Google’s acquisition of DoubleClick and monopoly concerns

    (23:46) High-frequency trading analogy in ad tech

    (26:20) Transition from consulting to a product company

    (32:04) Customer acquisition strategies for Aditude

    (33:27) Impact of AI and Chat GPT on publishers and traffic

    (36:19) Is AI making the internet better or worse for publishers?

    (38:04) How Google and Facebook sustain ad revenue despite traffic shifts

    (40:35) Move from search to answer and its impact on traffic sources

    (42:15) Challenges for new content creators in the current landscape

    (44:08) Trends in publishing: consolidation and mixed media

    (44:58) Bright spots in publishing: gaming and influencers

    (47:01) The influencer economy and its limitations

    (49:00) Generating content with AI and its potential pitfalls

    (50:09) Publishers leaving big houses and starting their own substacks

    (52:29) Common misconceptions about running a company

    (54:19) Aditude’s next milestones and future plans

    Don’t forget to subscribe and leave us a review/comment on YouTube, Apple, Spotify or wherever you listen to podcasts.

    #adtech #programmaticadvertising #publishermonetization #onlineadvertising #digitalmarketing #headerbidding #realtimebidding #googleadmanager #advertising #adtechindustry #aditude #jaredsiegal #natarajsindam #startupproject #podcast #business #entrepreneurship #saas #artificialintelligence #AI

  • Jared Siegal on Navigating AI’s Impact in Digital Advertising

    The world of digital advertising is a complex, rapidly evolving ecosystem that powers much of the free content we consume online. At the heart of this system is programmatic advertising, a technology that automates the buying and selling of ad space in real time. In this conversation, Nataraj sits down with Jared Siegal, the founder and CEO of Attitude, a company at the forefront of empowering publishers to maximize their revenue in this competitive landscape. Jared shares his unexpected entry into the ad tech industry, demystifies concepts like header bidding and ad exchanges, and explains how his company’s SaaS model is disrupting the status quo. They also explore the seismic shifts caused by AI in search, the ongoing debate around Google’s market dominance, and what the future holds for content creators and publishers trying to navigate this intricate digital world.

    → Enjoy this conversation with Jared Siegal, on Spotify or Apple.
    → Subscribe to our newsletter and never miss an update.

    Nataraj: So I think a good place to start would be how did you get into this ad business?

    Jared Siegal: Totally by accident. I don’t think anyone grows up saying, “I’m going to serve ads on the internet” or even really understands that this part of the economy exists. I went to school for econometrics, which is applying economic theory to math problems and vice versa. I couldn’t even tell you how I got into that, but as I was getting ready to graduate, I really wanted to work in the car industry. I reached out to every graduate from my university who worked at Ford, Chevy, and all the major brands here in the US. Couldn’t get a job.

    I went to the head of our school’s entrepreneurship program and said, “Hey, I got a cool idea for a class I wanna teach here.” I pitched it to him, and he said, “This is a great idea, but I really think you should meet this guy, a former graduate from our school. He runs a company called Answers.com.” I met him, and frankly, I had no idea what they did. I didn’t understand it. He offered me a job and I said sure. And that’s how I got into online advertising. I had a choice of working on the revenue side of the business or the cost side. I was always taught growing up to always be a revenue driver, so I chose the revenue side. That forced me into Ad Ops, and very quickly, within a few months, I fell in love with this industry.

    Nataraj: So what were you doing? Was it trying to grow revenue or grow traffic?

    Jared Siegal: It was twofold. One was actually trying to grow revenue, and one was trying to grow traffic, which obviously indirectly and directly grows your revenue. On the revenue side, this was right when DFP, now GAM, was created. So I was literally learning how to integrate DFP on a website, figuring out how to get away from this concept of a waterfall auction into something a bit more programmatic and real-time, and creating a bunch of different layouts and page types to understand which ad units, sizes, and arrangements make us the most money.

    Nataraj: Can you explain DFP and the waterfall concept?

    Jared Siegal: Yeah, DFP, which is now called GAM, is Google’s ad server. It’s used by almost every website on the planet to host the final auction of that ad on your website. Before that, people were hard-coding ads on their websites and hoping they made money. The creation of the ad server meant that you as a publisher could host an auction, get a bunch of people to compete for that ad, and choose the highest winner. Waterfall is this idea of, let me call Google, if Google doesn’t fill, let me call partner B, if partner B doesn’t fill, let me call partner C. Where we are today in programmatic is, let’s get Google, partner A, B, C, D, E, F, G, all to compete in real-time. They all bid at the same time, and whoever wins, wins. It’s a little bit faster, a little bit more efficient, and it’s far more accurate in terms of valuing your audience.

    Nataraj: So let’s explain the lay of the land today. For example, I go to a site like verge.com and I see display ads. What are all the players involved when I’m seeing that ad? Who’s the publisher, who’s the bidder, who’s the exchange, and what is Google’s role versus Attitude’s role?

    Jared Siegal: Okay, cool. So you go to that website; the website is the publisher. They’re the one that is publishing the content, and you’re on that site because you like their content. When that ad gets served, 99% of the time that publisher probably uses Google Ad Manager as their ad server. It’s what eventually makes the final decision of who had the highest bid from all of these exchanges. Google is also an exchange, but there are hundreds of exchanges that work with publishers directly and tens of thousands behind the scenes. All of these exchanges need what’s called a wrapper to host this auction and pass all the different bids and ad creatives into Google Ad Manager so it can make a decision. And that’s what Attitude does. There’s a handful of companies that do that part of the business. You have the ad server, you have the advertisers, and you have the company that is connecting the advertisers to the publishers. Attitude is that connection.

    Nataraj: So you collect the different bids for the ad spot. Where are you collecting them from?

    Jared Siegal: It’s all happening in the browser in real-time. Publishers basically load our code in the head of their page. On page load, boom, we instantly start pinging all these different advertisers they have relationships with to find the highest bids and send them along. It’s happening in milliseconds. For that one ad to be served to you on that one website, there were probably millions of different agencies, brands, and companies that got pinged in a matter of milliseconds to say, “Do you have something for me?”

    Nataraj: Why do customers choose Attitude versus just using Google? Because it feels like Google is a competitor here.

    Jared Siegal: To some extent. You could go directly with one exchange, and they’ll probably be able to serve most of your ads. But what happens when you only have one exchange is it’s no longer really an auction. They can pay whatever they want for that ad because they don’t have to beat out anyone else. Where a company like Attitude comes into play is we say, don’t let Google or Facebook dictate the value and price of that ad. Have a bunch of people compete and let the highest one win. In an auction, you want as many bidders as possible. You don’t want one person bidding because then they’ll just bid a dollar and they’ve won.

    Nataraj: So it’s better to use Attitude to create a neutral playing field.

    Jared Siegal: Yeah, you need some piece of technology to do that because Google Ad Manager and most ad servers don’t natively integrate all of the other exchanges. They’re limited to their own exchange. So if you want a bunch of exchanges to compete, you need this third-party tech to layer on your page. How we separate ourselves is our business model and the fact that we are agnostic. Everyone else in our space takes a percentage cut of the publisher’s business. We don’t have ulterior incentives to let one exchange win more because they pay us a higher rev share. It’s irrelevant to us who wins. We just want the publisher to make as much money as possible. We built a pretty big name for ourselves as the first SaaS pricing model in this space.

    Nataraj: Let’s talk about Google’s role. Do you have a view on the whole trial of Google as a monopoly?

    Jared Siegal: Let me preface this by saying we’re a really good partner of Google’s, and Google’s a great partner of Attitude. But there’s a reason why companies like mine exist, and that is because Google has historically had the last look at every auction. If they’re the ad server being used, they see all the other bids that come in, and after they see all that, they can say, “Hey, do I want to bid one penny more and steal that impression?” That starts getting into this idea of, is it really a fair auction? Companies like mine have been coming up with creative ways to make it fairer, whether it’s through setting price floors or creating our own ad server. With all of the recent news about monopolization, if you’re in our space, you’re kind of sitting back saying, “Yeah, obviously this has been going on for 20 years. Everyone knows this.”

    Nataraj: How did you start as a consulting firm and transition to a full-fledged product company?

    Jared Siegal: I started this company by accident. I quit my job and just wanted to do something on my own, so I started consulting for a bunch of publishers I had become friendly with, charging them by the hour. I did that for about 12 to 14 months and got the business up to close to a million-dollar run rate. Back then, auctions were second-price, meaning the winner pays one penny higher than the second-highest bid. I made a career for a year of trying to figure out the gap between the first and second bids and setting minimum prices to capture more revenue. Then Google said everything’s moving to a first-price auction, and my whole business model was gone. At that time, a lot of my clients were using the same header bidding company and having a lot of issues. They were paying me an hourly rate to communicate those issues to this third-party company. I realized, why am I helping someone else grow their business? I should build this piece of tech myself, do a better job, and sell it to my existing clients. I gave it away for free for six or seven months to grow the tech, and eventually, I converted all my clients. At that point, I got an offer to buy the company from an ad exchange. I was blown away. I sat down with my wife and some friends, and they all said, “Don’t sell, grow the business.” So I called up my best friend, who’s now our CTO, and said, “Quit your job. Come over here. Let’s build something.” And the rest is history.

    Nataraj: Post-ChatGPT and Google’s AI search results, how is that affecting publishers?

    Jared Siegal: For sure. The fact that Google rolled out AI in its search results radically changed SEO. If you’re a website where the majority of your content is easily answerable in one sentence or a yes/no manner, AI is going to crush your business because the answer appears in the search results and the user never clicks through to your website. If you’re a site that has opinionated, long-form content, or things that are not a simple question-answer relationship but more like thought pieces, you’re probably much safer, at least for now. AI inside of search results has made the internet worse. I think most publishers would agree. Every piece of tech developed in our industry has always been to help the biggest players—advertisers and search engines—not publishers. AI has a huge impact on traffic for a lot of publishers.

    Nataraj: Internet traffic seems to be shrinking or consolidating, but Google and Facebook are still increasing ad revenue. How is that possible?

    Jared Siegal: To some extent, it’s pricing control, but also an important piece of information is that any search engine probably makes more money from the ads served in their search results than the revenue share they get on ads they help serve on publisher websites. If you search on Bing and click on one of the paid search results, they probably made a dollar. If you click a link to a publisher’s website, they might make a few pennies. There’s a huge asymmetry and a conflict of interest here. It behooves them to not send you traffic and to keep you within the search results page. They make more money that way.

    Nataraj: What’s a common misconception about running a company that you’ve found not to be true?

    Jared Siegal: There’s this concept that was hot a few months ago about founder-led versus employee-led businesses, and many people were anti-founder-led. I am very involved in the day-to-day of Attitude, from cutting checks to talking with publishers to running A/B tests to negotiating deals. I love it and I do it all. I think a successful entrepreneur and leader is someone that actually understands all aspects of the business. People say, “Just hire smarter people and have them handle all that.” 100%, have them handle it, but you better understand what they do better than they do. If you want to run a successful company, you need to understand every penny that comes in and every penny that goes out. We’re very much a founder-led business, and I think it’s what has allowed us to scale up as quickly as we did.

    Jared’s insights reveal the intricate balance of power in the ad tech industry and the critical need for solutions that champion publishers. As AI continues to reshape content discovery, the strategies discussed in this conversation offer a valuable roadmap for navigating the future of digital monetization.

    → If you enjoyed this conversation with Jared Siegal, listen to the full episode here on Spotify or Apple.
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  • AI Startup Cleaning Up a $1.6 Trillion Crisis, Building a Hardware + AI Startup, Scaling Edge AI, Digitize Waster & Reduce Landfill | Ambarish Mitra Co-Founder of Greyparrot AI | #103

    AI Startup Cleaning Up a $1.6 Trillion Crisis, Building a Hardware + AI Startup, Scaling Edge AI, Digitize Waster & Reduce Landfill | Ambarish Mitra Co-Founder of Greyparrot AI | #103

    Join Nataraj as he interviews Rish, the co-founder and CEO of Greyparrot, a company leveraging AI to revolutionize the recycling industry. Rish shares his journey from augmented reality to AI-powered waste management, detailing the challenges and opportunities in this space. Discover how Greyparrot’s innovative technology brings transparency and efficiency to recycling, impacting the circular economy and creating a more sustainable future. Learn how AI can transform waste into a valuable resource.

    What you’ll learn

    • Understand how AI-powered waste analytics are bringing transparency and efficiency to the recycling industry.
    • Discover the challenges and opportunities in building AI solutions for large-scale waste management.
    • Learn how Greyparrot is using computer vision to analyze and sort waste more effectively than traditional methods.
    • Explore the impact of AI technologies on promoting and advancing the circular economy on a global scale.
    • Gain insights into the architectural and structural issues specific to deploying AI in the waste management sector.
    • Discover how strategic partnerships can help scale a business in the waste management and recycling industry.
    • Understand the roles of manufacturers, governments, waste management, and consumers in creating a circular economy.

    About the Guest and Host:

    Rish: Co-founder and CEO of Greyparrot, using AI-powered waste analytics to revolutionize the recycling industry.

    Connect with Rish:

    → LinkedIn: https://www.linkedin.com/in/ambarishmitra/

    → Website: https://www.greyparrot.ai/

    Nataraj: Host of the Startup Project podcast, Senior PM at Azure & Investor.

    → LinkedIn: https://www.linkedin.com/in/natarajsindam/

    → Substack: ⁠https://startupproject.substack.com/⁠

    In this episode, we cover

    (00:00) Introduction and Guest Introduction

    (00:49) The Origin Story of Greyparrot and its mission

    (02:23) From Visual Search to Waste Intelligence: The Pivotal Moment

    (04:58) Defining Greyparrot as a Material Asset Recovery Company

    (05:15) How Greyparrot’s Analyzers Optimize Waste Sorting at Material Recovery Facilities (MRFs)

    (07:44) Integrating AI Brains into Mechanical Waste Management Plants

    (09:28) Architectural Challenges of Deploying AI in Waste Management

    (12:46) Building a Scalable AI Solution for Diverse Waste Management Plants

    (15:39) Deep Dive into Processing Images and Data Locally with On-Camera Computing

    (20:02) Brands leveraging waste data for packaging R&D and sustainability

    (21:52) Customer Acquisition strategies

    (28:07) Scale of business

    (30:01) Contrasting Waste Management in Developed vs. Developing Economies

    (35:13) China’s role in global waste management

    (37:03) Diverting waste streams

    (39:57) The key components responsible for circular economy

    Don’t forget to subscribe and leave us a review/comment on YouTube Apple Spotify or wherever you listen to podcasts.

    #StartupProject #GreyParrot #AI #WasteManagement #Recycling #CircularEconomy #Sustainability #Innovation #DeepLearning #ComputerVision #MaterialRecovery #Tech #Environment #Podcast #Entrepreneurship #Startup #RecyclingTech #WasteAnalytics #AIforGood #GreenTech

  • Ambarish Mitra on Grey Parrot: AI for a $1.6 Trillion Waste Crisis

    The global waste crisis is a staggering $1.6 trillion problem, with mountains of discarded materials ending up in landfills and oceans. But what if we could see this “waste” not as trash, but as a valuable resource? This is the mission of Ambarish Mitra, co-founder and CEO of Grey Parrot. After a successful journey in augmented reality with his previous company, Blippar, Ambarish pivoted to tackle a more tangible and pressing global issue. Grey Parrot uses sophisticated AI and computer vision to analyze and sort waste streams in real-time, bringing unprecedented intelligence to the recycling industry. In this conversation, Ambarish discusses the technological challenges of deploying AI in harsh industrial environments, the importance of building a cost-effective hardware and software solution, and how data is key to unlocking a truly circular economy where materials are recovered and reused, not discarded. It’s a fascinating look at the intersection of deep tech and environmental sustainability.

    → Enjoy this conversation with Ambarish Mitra, on Spotify, Apple, or YouTube.
    → Subscribe to ournewsletter and never miss an update.

    Nataraj: What is Grey Parrot, and how did the idea start?

    Ambarish Mitra: Grey Parrot is a waste intelligence platform that uses computer vision-based AI blended with material sciences to recognize large-scale waste flows. When people throw away rubbish, it ends up in material recovery facilities where it’s processed and sorted for recycling, landfill, or incineration. Grey Parrot uses analyzer boxes to recognize 100% of the waste flowing through these plants, helping to sort it more efficiently. It’s a large and complex problem because humans generate garbage at such a massive scale that it can’t be solved with just human or mechanical interaction alone. It requires a large amount of vision-based processing and was almost waiting for the AI era to kick in to address it. We saw a large, unaddressed opportunity. Plus, waste is a global crisis that impacts lives and the planet, so we decided to address this issue head-on.

    Nataraj: Was the initial idea to do what you’re doing today, or was it different?

    Ambarish Mitra: It was different. My co-founder and our initial team came from my previous company, Blippar, where our mission was to build the world’s first visual search engine. We built a large-scale vision model, but we realized our revenue model led to recognizing brands that often ended up in the bin. This got us thinking. Everyone has mapped the consumption world—Amazon, DoorDash, Instagram all know what you’re about to purchase. But after that $23 trillion of annual consumption ends up in the bin, there was almost no digitization. I call it the shadow economy. One reason waste remains waste is that no one is doing enough digitally to value and recover it. That’s why so much value is lost. So the idea came: why don’t we use our vision expertise to do something more impactful and circular? We call it waste, but we see it as paper, aluminum, and different types of plastic. We think of ourselves as a material asset recovery company rather than a waste company.

    Nataraj: What is the actual product that you’re selling to companies in the recycling ecosystem?

    Ambarish Mitra: Let me give you a brief intro to how waste works. Waste is thrown in bins, collected by trucks, and taken to Material Recovery Facilities (MRFs). It’s tipped out, piled onto conveyor belts, and goes through layers of mechanical processes. There are large leakages in that process, and a majority of that leakage ends up in landfill. Our goal is to reduce that leakage. We built hardware we call the analyzer. The job of the Grey Parrot analyzer is to analyze 100% of the waste flow in real time. These are rivers of waste on belts two meters wide, moving at three meters a second, processing up to 1,500 tons of waste per day.

    When the camera recognizes 100% of the waste flow, it helps plant owners understand the unit economics of their business—what material comes through and what its financial value is. Secondly, it provides waste analytics to show if the plant is efficient or inefficient because every percentage difference is a revenue opportunity. The last thing is quality control—the purity of the materials. The more single-stream a material becomes, the more a buyer will pay for it. Finally, we’re integrating a brain into these mechanical machines, much like Waymo makes existing cars into self-driving cars. We are making these plants semi-automated by applying intelligence to existing mechanics, sending signals from one gate to another to ensure everything is sorted as purely as possible. The plant owner sees a dashboard where all this data is available, showing if the plant is working optimally.

    Nataraj: What are the architectural and structural issues specific to this industry that you had to navigate? It sounds like you’re shipping hardware and software into environments that are not known for being tech-savvy.

    Ambarish Mitra: That’s a great question. This is not a category where you can grow at any cost. It’s a cost-prohibitive industry where every cent matters. Unlike growth-oriented industries like e-commerce or advertising, you can’t have a variable cost architecture where revenue compensates for growth costs. Here, we have to recover more waste and create value from it. The tonnages are massive. So, we had to build an architecture where a lot happens locally on the machine. Our deep learning models sit locally so our costs don’t go up as we process hundreds of millions of images. We process images at the scale of social networks, but we’re processing trash, not people.

    It also needs to be near real-time, because the system has to react within 30 milliseconds to trigger a robotic arm, an optical sorter, or stop the plant for hazardous materials. The system cannot rely solely on internet connectivity. We came up with an architecture that requires the internet periodically, but a lot of the processing is on the edge. A huge amount of the vision processing actually happens on the camera itself to normalize images, because lighting conditions in every plant are different. We built one platform that works in every plant. It was an interesting challenge to consider everything from image capture to model building to ensure it works with 99% efficiency, 24/7.

    Nataraj: Can you talk a little bit about customer acquisition? How did you approach your first five to 10 customers and how do you scale now?

    Ambarish Mitra: As an outsider, we had to learn the hard way. We came from a background of large-scale, vision-based compute, but we didn’t understand waste. So, in the first days, we did something smart: we built the first version of the product *with* the waste industry. We asked waste management companies what problems they were trying to solve, like counting for audit trails or quality control. We learned from them and released our first version by talking to seven or eight customers, giving them the intelligence for free for the first two years while we built our larger model.

    We also didn’t build it in just one geography. We spread out across Europe, America, and South Korea to get diversity of data. Commercially, we started with a direct sales model, hiring people from the industry. Then we learned there’s a whole middle tier of specialized salespeople who are plant builders. They were already aggregating multiple technologies to build a plant, so it made sense to partner with them. In the last two years, we partnered with Bolograph, the world’s biggest plant builder, and Van Dyke Recycling Solutions in the US, America’s largest. We disintermediated our direct sales model through these strategic partnerships, which made us more cost-efficient and allowed us to scale effectively.

    Nataraj: Which countries are doing the best when it comes to waste management?

    Ambarish Mitra: Japan and Korea are very good. Germany is very good. The society is very conscious, and it’s designed to collect waste in many forms, not just from bins. Germany has a direct deposit scheme where people can return bottles for vouchers, for example. I would say there are four components to solving this. One is the manufacturer, who can take more responsibility through standardization, like how USB cables were standardized. Then you have the government’s role, which can enforce regulations. Then you have the waste management side, which can optimize and digitize with AI. And the last quadrant, which has a lot of power but often doesn’t use it, is the consumer making choices that are more circular in nature. Today, consumers are making some choices, governments are doing something, and a few brands are doing a few things in fragments, but a perfect storm hasn’t happened yet.

    This conversation with Ambarish Mitra offers a compelling look at how advanced AI can be applied to solve one of the world’s most fundamental environmental problems. Grey Parrot’s innovative approach not only enhances the efficiency of recycling but also provides the critical data needed to build a sustainable, circular economy for future generations.

    → If you enjoyed this conversation with Ambarish Mitra, listen to the full episode here on Spotify, Apple, or YouTube.
    → Subscribe to ourNewsletter and never miss an update.

  • How Statsig Founder Vijaye Raji Built a $1.1B Product Development Platform | CEO & Co-Founder of Statsig | Startup Project #102

    How Statsig Founder Vijaye Raji Built a $1.1B Product Development Platform | CEO & Co-Founder of Statsig | Startup Project #102

    Join Nataraj as he sits down with Vijaye Raji, founder and CEO of Statsig, a platform revolutionizing product development with data-driven decision-making. Formerly a VP at Facebook and head of Facebook Seattle, Vijaye shares his journey from big tech to startup founder.

    About the Episode:

    This conversation explores Vijaye’s transition from leading entertainment at Facebook to building Statsig, a developer platform empowering data-driven decisions.  He dives into his experience at Microsoft and Facebook, highlighting the challenges and motivations that led him to entrepreneurship. Vijaye discusses Statsig’s value proposition, differentiating it from existing point solutions by consolidating feature flagging, analytics, and experimentation into one platform.  The discussion extends to the future of experimentation in an AI-first world.  He emphasizes the importance of product intuition alongside experimentation and shares Statsig’s approach to culture, talent acquisition, and growth.

    About the Guest and Host:

    Vijaye Raji: Founder and CEO of Statsig, former VP at Facebook, and head of Facebook Seattle. Connect with Vijay:

    → LinkedIn:  https://www.linkedin.com/in/vijaye/

    → Website: https://www.statsig.com/

    Nataraj: Host of the Startup Project podcast, Senior PM at Azure & Investor.

    → LinkedIn:   https://www.linkedin.com/in/natarajsindam

    → Twitter: https://x.com/natarajsindam

    → Email updates: ⁠https://startupproject.substack.com/⁠

    → Website: ⁠⁠⁠https://thestartupproject.io⁠⁠⁠

    Timestamps:

    00:01 – Introduction and Guest Introduction

    00:48 – Vijay’s Background and Transition from Big Tech

    01:11 – Leaving Facebook and the Motivation for Startups

    02:05 – Early Career at Microsoft and Facebook’s Startup Phase

    04:21 – Diverse Roles and Experiences at Facebook

    05:38 – Problems and Scale as Head of Entertainment at Facebook

    07:41 – Business Side of Entertainment: Licensing and Content Acquisition

    08:30 – From Facebook to Statsig: Idea Evaluation

    10:27 – Getting the First Customers: Avoiding Common Mistakes

    13:19 – Blind Spots in Transitioning from Big Tech to Startups

    14:38 – Go-to-Market Intuition and Building Conviction

    17:03 – Statsig’s Value Proposition and Differentiation

    19:28 – Explanation of Feature Flagging

    20:47 – Trends in Experimentation and Product Validation

    23:00 – Ideal Customer Profile for Statsig

    24:38 – Experimentation vs. Gut Feeling: Balancing Data and Intuition

    28:20 – Statsig’s Growth: Customers, Users, and Scale

    29:44 – Positioning Statsig: Developer Tool vs. Product Development Platform

    31:08 – Marketing Efforts and ROI

    32:24 – Culture: In-Person Work Environment

    34:41 – Attracting Talent: Statsig’s Approach

    40:04 – Fundraising: Strategy and Benefits

    41:35 – AI: Integration with LLMs and Product Extensions

    44:26 – ML vs. LLMs: Democratization of Access

    46:44 – Favorite Failure and Learning from Mistakes

    49:31 – Current Consumption (Books, Podcasts, etc.)

    50:11 – Lessons Learned as a Founder

    51:16 – Big Company Perks Missed and Not Missed

    Subscribe to Startup Project for more engaging conversations with leading entrepreneurs!

    → Email updates: ⁠https://startupproject.substack.com/⁠

    #StartupProject #Statsig #ProductDevelopment #Experimentation #FeatureFlagging #ProductAnalytics #DataDriven #AI #ArtificialIntelligence #SaaS #Entrepreneurship #Podcast #YouTube #Tech #Innovation

  • How Chronosphere Solved Observability in Containerized Environments to Build $1.6B Company | Uber spin-out, 5x Cheap & Impact of AI in Observability | CEO Martin Mao | Startup Project #101

    How Chronosphere Solved Observability in Containerized Environments to Build $1.6B Company | Uber spin-out, 5x Cheap & Impact of AI in Observability | CEO Martin Mao | Startup Project #101

    Martin Mao is the co-founder and CEO of Chronosphere, an observability platform built for the modern containerized world. Prior to Chronosphere, Martin led the observability team at Uber, tackling the unique challenges of large-scale distributed systems. With a background as a technical lead at AWS, Martin brings unique experience in building scalable and reliable infrastructure. In this episode, he shares the story behind Chronosphere, its approach to cost-efficient observability, and the future of monitoring in the age of AI.

    What you’ll learn:

    • The specific observability challenges that arise when transitioning to containerized environments and microservices architectures, including increased data volume and new problem sources.

    • How Chronosphere addresses the issue of wasteful data storage by providing features that identify and optimize useful data, ensuring customers only pay for valuable insights.

    • Chronosphere’s strategy for competing with observability solutions offered by major cloud providers like AWS, Azure, and Google Cloud, focusing on specialized end-to-end product.

    • The innovative ways in which Chronosphere’s products, including their observability platform and telemetry pipeline, improve the process of detecting and resolving problems.

    • How Chronosphere is leveraging AI and knowledge graphs to normalize unstructured data, enhance its analytics engine, and provide more effective insights to customers.

    • Why targeting early adopters and tech-forward companies is beneficial for product innovation, providing valuable feedback for further improvements and new features.

      How observability requirements are changing with the rise of AI and LLM-based applications, and the unique data collection and evaluation criteria needed for GPUs.

  • Takeaways:

    • Chronosphere originated from the observability challenges faced at Uber, where existing solutions couldn’t handle the scale and complexity of a containerized environment.
    • Cost efficiency is a major differentiator for Chronosphere, offering significantly better cost-benefit ratios compared to other solutions, making it attractive for companies operating at scale.

    • The company’s telemetry pipeline product can be used with existing observability solutions like Splunk and Elastic to reduce costs without requiring a full platform migration.

    • Chronosphere’s architecture is purposely single-tenanted to minimize coupled infrastructures, ensuring reliability and continuous monitoring even when core components go down.

    • AI-driven insights for observability may not benefit from LLMs that are trained on private business data, which can be diverse and may cause models to overfit to a specific case.

    • Many tech-forward companies are using the platform to monitor model training which involves GPU clusters and a new evaluation criterion that is unlike general CPU workload.

    • The company found a huge potential by scrubbing the diverse data and building knowledge graphs to be used as a source of useful information when problems are recognized.

    Subscribe to Startup Project for more engaging conversations with leading entrepreneurs!

    → Email updates: ⁠https://startupproject.substack.com/⁠

    #StartupProject #Chronosphere #Observability #Containers #Microservices #Uber #AWS #Monitoring #CloudNative #CostOptimization #AI #ArtificialIntelligence #LLM #MLOps #Entrepreneurship #Podcast #YouTube #Tech #Innovation

  • How Chronosphere’s Founder Solved Uber’s Observability Crisis

    The Challenge of Modern Observability

    In the rapidly evolving world of cloud-native technology, observability has become a cornerstone for maintaining reliable and performant systems. Yet, as companies shifted to containerized environments like Kubernetes, traditional monitoring tools struggled to keep up with the scale and complexity. Martin Mao, co-founder and CEO of Chronosphere, experienced this problem firsthand while leading the observability team at Uber. He witnessed the explosion of data and costs associated with monitoring microservices at a massive scale. This challenge became the crucible for a new idea. Martin joins us to share the story of how he and his co-founder turned their internal solution at Uber into Chronosphere, a leading observability platform. He delves into the nuances of building for a containerized world, the strategy behind competing with cloud giants, and the future of observability in the age of AI.

    → Enjoy this conversation with Martin Mao, on Spotify, Apple, or YouTube.

    → Subscribe to ournewsletter and never miss an update.


    The Genesis of Chronosphere at Uber

    Nataraj: How did Chronosphere start? When did you decide you had to stop working at other companies and start your own?

    Martin Mao: The story goes back to when my co-founder and I worked at Uber, where we led the observability team. We faced many of the challenges internally at Uber that we’re now solving for our customers at Chronosphere. We ended up creating a bunch of new technologies in that solution and open-sourcing many of them. That showed us that the observability problems we were solving for Uber were also being seen by the rest of the market as they started to containerize their environments. Ultimately, that led us to decide we should create a company to bring the benefits of this technology to the broader market.

    Nataraj: What was the specific problem you faced at Uber that wasn’t being solved by available tools at the time?

    Martin Mao: If you think about observability, it’s about gaining visibility and insights into your infrastructure, applications, network, and business. The concept isn’t new; we’ve had observability software, previously called APM or infrastructure monitoring software, for a long time. What happens when you start to containerize and modernize your environments is twofold. First, you’re breaking up larger monolithic applications into smaller microservices. You have more tiny pieces running on containers, which are running on VMs. There are just more things to monitor, which generally produces a lot more observability data. The first problem you’ll find is either there’s too much data for your backend, or it costs you too much.

    Second, the types of problems you’re trying to solve on monolithic apps running on a VM are different from the causes of problems in a distributed, containerized environment. A lot of APM software focused on how software interacted with hardware and the operating system. In a containerized world, you often don’t have access to that level, and a cause of your issue is more likely a downstream dependency, a deployment, or a feature flag change. The causes of problems have changed, so you need a tool optimized for these new types of issues. Those were the two big problems we saw at Uber: too much data, too much cost, and it wasn’t the ideal tool for these new environments. When we looked at the market at the time, there was nothing we could buy, so we were forced to build our own solutions.

    Nataraj: What services were available at that point? There’s a lot more competition in the observability space now.

    Martin Mao: There was still a lot of competition back then, but different types of companies. Tools like AppDynamics and New Relic were very popular. Even Datadog was a series C company when we were looking at this problem space. There were many solutions, but none were targeting containerized environments. In 2014, when we were solving this at Uber, the majority of the market had not containerized. It was pre-Kubernetes becoming the de facto platform. Most folks were running on VMs, and an APM-style piece of software was probably the right solution.

    Nataraj: You mentioned open source. Was this the M3 database that you open-sourced?

    Martin Mao: Yes, it was multiple solutions. One was M3, the backend, which was a time-series database great for storing metric-based data. Jaeger, for distributed tracing, was created by the same team and is a CNCF project today. We also open-sourced various clients and other pieces.

    Acquiring the First Five Customers

    Nataraj: So you saw a gap in the market and decided to start the company. What were those initial days like? Talk to me about getting your first five customers.

    Martin Mao: We saw the gap in the market later, around 2018-2019, especially after KubeCon in Seattle when all the major cloud providers announced they were going all-in on Kubernetes. It was only then that we realized there was a real gap in the broader market. In the beginning, it was quite difficult. Just like every other startup, nobody knew who we were. There was no brand recognition. For the first one or two customers, there was a bit of trust because we had worked with people at those companies when we were at Uber. They knew us as the observability team at Uber and had used the technology before, which gave us some credibility. Honestly, the rest was just typical outbound efforts. I was on LinkedIn every day sending 500 messages to various VPs and CEOs, saying, ‘Hey, this is us, this is the problem we’re trying to solve. Can I get you on a call?’ A lot of outbound emails and messages to get those opportunities.

    Nataraj: Observability is mission-critical, used to find and fix live issues. It must be hard to convince a company to adopt a new mission-critical technical product. Were your initial customers transitioning to Kubernetes and saw it as a good time to test a new solution?

    Martin Mao: Initially, it was a lot of companies that had already transitioned. These were tech-forward companies running mostly containerized environments at scale in 2019-2020. Being mission-critical probably didn’t help us as a startup. You’re trying to convince a company to replace a mission-critical piece of software they’re likely purchasing from a big public vendor with a well-known brand name. As a one or two-year-old startup, the benefit of switching had to be so large that it would outweigh the risk. For us, early on, the benefit was on the scale and performance of the backend, but also on cost efficiency. It was so much more cost-efficient than other solutions. We’re not talking 20% more cost-efficient; we’re talking four to five times more cost-efficient. The gap had to be very large.

    The Chronosphere Platform: Differentiating on Cost and Capability

    Nataraj: Can you give a high-level overview of the products Chronosphere offers today and talk a bit about the business model?

    Martin Mao: We offer two products. One is our observability platform, which can ingest and store logs, metrics, traces, and events from your infrastructure and applications. We then provide analytics capabilities on top to help you debug issues. Compared to others, it differentiates in two main ways. The first is cost efficiency. We realized there’s a lot of waste in observability; you store and pay for a lot of data you may not need. Most observability companies charge you for the more data you produce, so they aren’t motivated to help you reduce it. As a disruptor, we had to do something different. We created features that show the customer what is and isn’t useful, giving them tools to optimize the data so they only pay for what’s useful. This not only reduces costs but guarantees that every dollar is well spent.

    The second differentiator is that you need a different tool optimized for modern environments, where the probable cause of an issue is a downstream dependency, a new rollout, or a feature flag change. Our platform looks for those changes and correlates them with issues. Our customers have found they reduce their time to detect and resolve problems by around 65%.

    Separately, we have a solution called an observability telemetry pipeline. You can install this in your environment in front of an existing tool like Splunk or Elastic. It can route and transform the data it collects to those backends, but it can also reduce and optimize data volumes. For instance, you can route subsets of data to cold storage like S3 to reduce costs. You don’t have to use it with our observability platform, but it provides a similar benefit without a full migration.

    Nataraj: So customers using competitors’ observability products think about cost predictability?

    Martin Mao: In the last two to three years, as the economy has changed, they care about it a lot. It’s not just the absolute dollar amount. Our customers ask what fraction of their revenue or operating expense is spent on observability. The predictability and knowing the relative percentage of cost matters. If your business grows 2X, but your observability costs grow 3X, that’s a bad efficiency model. Being able to see and control that is key. We provide tools that show them where their spend is going and how data is being used, giving them the ability to make decisions and stay within their budget.

    Competing in a Crowded Ecosystem

    Nataraj: All the big three clouds—AWS, Azure, Google—have their own observability products like CloudWatch and Azure Monitor. How do you compete with them, especially with bundled pricing advantages?

    Martin Mao: I look at this in a few ways. First, what’s unique about observability is that it’s meant to tell you if your infrastructure is up or down. If your observability service runs on the same infrastructure you’re monitoring, there’s a problem. For example, AWS’s observability services depend on S3 and Kinesis. When S3 goes down in a region, your infrastructure is likely impacted, but the thing meant to tell you that is also down. It’s in that moment you need observability the most. There’s a huge advantage in decoupling your observability from the infrastructure it monitors. Our architecture is purposely single-tenanted, allowing us to ensure we are not on the same public cloud infrastructure as our customers.

    Another angle is that cloud providers are really good at providing building blocks—the underlying infrastructure—but historically less great at building end-to-end SaaS products. Their observability services are decent for storage, but they lack advanced capabilities for data efficiency, root cause analysis, or anomaly detection. If you look at the leaders in the observability market—Chronosphere, Splunk, Datadog—none are cloud providers. To compete, you need to differentiate on the product side, not just on underlying storage and unit economics, because you’ll likely lose that game against the cloud providers.

    Product Philosophy: Building for the Bleeding Edge

    Nataraj: What’s your philosophy on deciding what to build next?

    Martin Mao: We listen a lot to our customers. Tech-forward companies are generally containerizing first and doing it at scale, so we get to work with companies at the bleeding edge of their technology stack. They are constantly pushing us on what’s next and inform a lot of our innovation. Targeting early adopters gives you significant input on product innovation, versus targeting the laggards or the majority. We’re lucky that we target innovators and tech-forward companies who provide us with a lot of input.

    Nataraj: Who are some of these tech-forward customers today?

    Martin Mao: When we first started, it was large, digital-native companies like DoorDash, Robinhood, and Affirm—companies that grew up in the 2010s in the public cloud. They were the first to containerize and were pushing technology. Today, we see more of the majority of the market containerizing. Big enterprises like JP Morgan Chase, American Airlines, and Visa are containerizing at a large scale, often because they have a hybrid and multi-cloud strategy. If you have two or three different pieces of infrastructure, you need a common layer like Kubernetes to avoid implementing your infrastructure three times. Now, we see a lot more demand from those companies. And of course, the latest are the AI companies. Everyone starting an AI company today is running on modern, containerized infrastructure from day one, which is our sweet spot.

    Observability in the Age of AI

    Nataraj: You mentioned AI. How does observability change for AI companies, especially for LLM-based applications?

    Martin Mao: We noticed that even with LLM technologies, you still have application logic and CPU-based workloads. But it added new use cases, like monitoring GPUs for inferencing. At the infrastructure level, monitoring a GPU cluster isn’t too different from a CPU cluster. As you go up the stack, we found that the basic observability data types—metrics, distributed traces, and logs—still map very well for debugging what’s happening in an LLM application. Because the data types map nicely, the features and tools we’ve built work quite well for these new apps. So far, we haven’t had to create a new solution; it’s just been more data and more use cases.

    Nataraj: How are you thinking about leveraging AI for your own product?

    Martin Mao: We’ve been playing around with it a lot. Initially, like everyone else, we put an LLM trained on our docs to create a chatbot. But we found that a lot of our data is numerical or unstructured in a way that’s not typical for LLMs. When we try to apply a foundational model to the raw observability data, it’s not very effective because it wasn’t trained on it, and this data is unique to each company. However, for years, we’ve been building knowledge graphs and structuring this data to power our analytics engine. When you feed these structured knowledge graphs into the models, they become much more effective. We were lucky to have already been doing the hard work of data scrubbing and normalization for our product, and now it’s beneficial for AI models. Still, I’m not sure a chat interface is the right starting point for observability. When you get paged, a visual interface with graphs feels more natural than a chat box asking, ‘Tell me what’s wrong’.

    Founder Reflections

    Nataraj: We’re almost at the end of our conversation. What do you know about starting a company that you wish you knew earlier?

    Martin Mao: Early in my career, I assumed that to be a CEO, you needed an MBA and executive experience. I found that not to be true. I don’t have an MBA or experience as a big executive. I was an engineering manager at Uber before this. There’s probably less of a barrier for someone to become a founder and CEO than one might think from the outside.

    Nataraj: What are you consuming right now that’s influencing your thinking? It can be books, audio, or video.

    Martin Mao: A lot of conference talks, especially on AI-related topics where things are evolving so fast. By the time a book comes out, it might be outdated. So, things like podcasts and conference talks are better for accessing what’s happening live. Historically, even a research paper takes a while to be released, and a book takes even longer.

    Nataraj: Martin, thanks for coming on the show and looking forward to what Chronosphere does in the future.

    Martin Mao: Thank you. Thanks for having me. I enjoyed the conversation, and hopefully, we can do this again sometime.


    Conclusion

    Martin Mao’s journey with Chronosphere offers a compelling look into solving complex technical challenges born from real-world, large-scale operations. His insights on product differentiation, customer acquisition in a mission-critical space, and the evolving landscape of AI-driven observability provide valuable lessons for founders and engineers.

    → If you enjoyed this conversation with Martin Mao, listen to the full episode here on Spotify, Apple, or YouTube.

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  • The Unfiltered Playbook to Make Early‑Stage Startups Get Media Traction & Demystifying Public Relations for Tech Founders | Emilie Gerber Founder of Six Eastern PR | Startup Project #100

    The Unfiltered Playbook to Make Early‑Stage Startups Get Media Traction & Demystifying Public Relations for Tech Founders | Emilie Gerber Founder of Six Eastern PR | Startup Project #100

    Join host Nataraj as he speaks with Emilie Gerber, founder and principal of SixEastern, a PR firm specializing in startups and tech companies. Emilie shares her expertise on crafting effective PR strategies for early-stage startups and navigating the evolving media landscape.

    About the Episode:

    This episode demystifies the world of PR for tech founders. Emily differentiates PR from marketing, emphasizing the importance of earned media and credibility. She provides actionable advice on when to engage a PR firm, the types of media to target, and how to manage expectations. The conversation explores alternative strategies beyond traditional tech publications, including podcasts and new media platforms. Emily highlights the increasing importance of founders building their social profiles and telling authentic stories. She shares real-world examples of successful PR campaigns and offers valuable insights into navigating crisis communications.

    About the Guest and Host:

    Emilie Gerber: Founder and Principal of SixEastern, a PR firm for startups and tech companies. Previously at Uber and Box. Connect with Emily: → Website: https://www.sixeastern.com/

    Nataraj: Host of the Startup Project podcast, Senior PM at Azure & Investor.

    → LinkedIn:   /natarajsindam  

    → Twitter: https://x.com/natarajsindam

    → Email updates: ⁠https://startupproject.substack.com/⁠

    → Website: ⁠⁠⁠https://thestartupproject.io⁠⁠⁠

    Timestamps:

    00:02 – Introduction and Guest Introduction

    00:45 – Emily’s Background and PR for Tech Startups

    01:17 – PR vs. Marketing: Understanding the Difference

    03:13 – When to Engage a PR Firm: Seed vs. Series A

    05:40 – The Unique Landscape of AI Startup PR

    06:19 – Top Tier PR Firms and Their Specializations

    08:39 – Setting Expectations and Measuring PR Success

    09:18 – Pitching Podcasts vs. Traditional Media

    14:21 – The Problem with Automated PR Pitches

    16:42 – Storytelling for Series A to Series C Startups

    17:44 – Crafting the Founder’s Message for Podcasts

    21:08 – The Trend of Founders Going Direct on Social Media

    24:15 – Why Elon Musk’s Strategies Don’t Work for Everyone

    25:26 – Concrete Examples of Successful PR Campaigns

    29:21 – Why Traditional Media Still Matters for Startups

    31:12 – Pitching to New Media Platforms

    32:00 – Organic vs. Strategic PR: Behind-the-Scenes Tactics

    34:12 – SEO for AI Search Engines and the Future of PR

    37:18 – PR Plus Marketing: Integrating Services

    38:47 – Emily’s Current Media Consumption: TBPN

    42:39 – Mentors and Their Influence

    44:38 – Lessons Learned in PR

    45:40 – Crisis Communications at Uber

    48:16 – Ignored Sectors in Startup PR: Enterprise Software

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    #StartupProject #PR #PublicRelations #Startups #Tech #Media #Marketing #Communications #Founders #Entrepreneurship #TechCrunch #WallStreetJournal #Podcast #YouTube #AI #SixEastern

  • The Startup PR Playbook: Emilie Gerber on Media Strategy for Tech

    In the fast-paced world of tech startups, building a great product is only half the battle. Getting noticed by the right people—investors, customers, and top talent—requires a strategic approach to communication. This is where public relations comes in, but for many founders, PR remains a mysterious and often misunderstood discipline. To shed light on the subject, we sat down with Emilie Gerber, the founder and principal of SixEastern, a PR firm dedicated to helping startups and tech companies navigate the media landscape.

    With a background that includes corporate communications at Uber and product communications at Box, Emilie brings a wealth of experience to the table. In this conversation, she demystifies the world of startup PR, drawing a clear line between earned media and paid marketing. She offers a practical framework for when early-stage companies should consider hiring a PR agency, how to set realistic expectations for coverage, and the art of crafting a pitch that resonates with today’s journalists and content creators.

    → Enjoy this conversation with Emilie Gerber, on Spotify, or Apple.

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    Nataraj: A lot of my audience is tech-heavy—people working in tech who are trying to start companies, founders, operators, and they’re usually unaware of the PR industry. A good place to start is if you can set a context about what a PR company or person does in general, and then we can narrow it down to tech specifically.

    Emilie Gerber: The biggest misconception I see when chatting with founders, especially first-time founders that haven’t done PR before, is conflating marketing and public relations. Marketing involves a lot of paid methods: paid advertising, sponsorships, that sort of thing. There’s also owned content, stuff that you post on your blog, doing webinars, and the social channels that you post to. PR is really neither of those things, though there’s obviously always going to be a little bit of overlap.

    PR is anything that’s earned media. So earned is when you are able to get that speaking slot or get that interview with a reporter or get on a podcast without necessarily needing to sponsor or pay. You’re getting it because of your credibility. The value in that is that because you’re not paying, there’s supposed to be this sort of objectivity to it where you earned the spot because of your credibility or the business you’re building or what you have to share with the reporter. It’s held in a different regard than other kinds of marketing, and it’s an important part of the puzzle. But for startups, because they’re usually small and new, there’s not going to be the same sort of interest necessarily in the business as the companies that are further along.

    The other big misconception is that you launched your company, now let’s go get that big TechCrunch feature or that big Wall Street Journal feature. Most of those publications have maybe one or two relevant reporters to your business and they’re in charge of covering your entire space. So that’s not always necessarily what you can get right off the bat. There are other things that we can go into that you can get, but that’s usually what I find from the first conversation.

    Nataraj: At what point in a startup’s stage is it worth having an internal or an external PR engagement?

    Emilie Gerber: For a lot of seed-stage companies, it does not make sense to have a PR agency on retainer. There are exceptions to that rule. We’re working with a seed-stage company right now that is doing some really wild stuff. They have an AI tool being used for a class at Harvard Business Review and every student’s taking that course. To me, that’s a big enough story where it doesn’t matter how much funding they have; reporters are going to be interested regardless. But if you’re building a more infrastructure AI tool or software, chances are unless there’s something that’s really, really unique—and the bar for unique is super high—you don’t need to have an agency on retainer yet. What you can do is potentially still make a one-off announcement announcing that the business exists and that you’ve raised funding, especially if you have a relatively large seed round or some great investors. You just have to be more realistic with what you’re going to get for that piece.

    Generally speaking, when we work with a company that’s early, we’re trying a lot of different things. We’re being really creative with the outlets we go after and we will get something, but you shouldn’t bring on a PR agency if you’re expecting a really top-tier piece of coverage in The Wall Street Journal, because that’s not realistic. But in a project capacity, seed-stage companies can do something, but I wouldn’t have someone on retainer. I think by the time you’re Series A, there’s more that can be done and it can make sense. There are some really great consultants out there too; you don’t necessarily need to bring on a full-fledged agency. We’re kind of in the middle where we act a little bit more like consultants, but we are an agency. But by then, you’re still not going to be getting the huge stories, but there’s going to be podcasts to go on, awards and lists you can submit to, and speaking opportunities at conferences. So there’s going to be stuff that you can be doing and find value out of the engagement. But really, the longer you wait, the more you can end up doing, and you’re going to get higher ROI from the engagement. So even then, some companies wait till they’re closer to Series B, I would say.

    Nataraj: How do you cater expectations? Because every startup will see your previous success story and come to you saying, ‘I also want a TechCrunch or Wall Street Journal coverage when I raise my seed round.’ How do you gauge or set those expectations?

    Emilie Gerber: I try to really dig into the details with them of their story versus what they’re comparing themselves to. Maybe they are the same caliber and we can go pitch something similar to something else we landed for another client. Even when we are able to do that, it often just comes down to reporter bandwidth. So I explain that. Sometimes you could have the coolest story in the world, but if it’s happening at the wrong time or you just have bad luck with pitching it—part of it’s luck—then you might not get the same win. The first thing I try to do is emphasize how much of it is not in our control.

    Another thing to emphasize is that reporters are not paid by us; their only job is to report on the news and to tell stories they think their audience will find interesting. They don’t owe us anything. They don’t owe the startups that they cover anything. And then if they’re comparing themselves to a unicorn story that’s not similar to what we’re telling for them, I try to go into the details: ‘Well, this company shared that they just reached $100 million in ARR,’ or ‘This company has celebrity investors. What are we bringing to the table that’s similar?’

    It’s a balance because you also don’t want to shoot down a founder who is super excited about what they’re building. So it’s a balance of showing them that we’re equally excited and that we’re going to try to get them the best possible outcome, but it’s just a tough world out there with media.

    Nataraj: For podcasts specifically, do you advise founders to craft their message? Do you help with that? Because not every great founder is a great storyteller.

    Emilie Gerber: It’s a fine line. I think a lot of the larger agencies spend so much effort crafting messages that the execution piece gets lost and they’re not even focused on pitching. I think it’s easy for founders to get too in their head if they’re going off of talking points. Those can be more valuable for traditional media interviews where you really do want to land the headline and one or two specific quotes. For podcasts, I’m a fan of going at it a little more casually.

    If we can get the questions in advance, which some podcasts do share, that can be useful. We’ll say, ‘Hey, look these over, see if there’s any that you think are alarming or you want to discuss.’ But because it’s not really a product pitch most of the time—it’s talking about their journey and their story—I prefer they don’t spend too much time on specific talking points because they usually end up sounding really canned.

    One thing that can be really great for prepping for podcasts is having a couple of stories or anecdotes in your back pocket that you always just use. Those can be useful to think of in advance; otherwise, they might not occur to you on the spot.

    Nataraj: I always tell founders to start a document to note down their thoughts or the highlights they want to make. You can use it as a starting doc for future interviews. People see successful thought leaders and think it’s coming off the hip on a podcast. It’s not. They have running notes of ideas and sometimes a team of people bringing in interesting statistics.

    Emilie Gerber: That’s why I like the stories. And a good point you raised that I forgot is having in your back pocket the stats that you can share, whether it’s customer names you’re able to disclose, the latest stats on the business, or any market or industry stuff. Those are not going to be top of mind for you unless you have them prepped in advance. And if you’re at a startup, you do want to make sure you’re being consistent with what you’re sharing and you’re not just riffing with company metrics. That’s another area where it can be really useful to have something written down.

    Nataraj: There’s also this trend of founders going direct and not engaging with a PR filter. Every founder wants to be a persona on Twitter. Is that where the PR industry is going?

    Emilie Gerber: It’s funny you brought that up. I’m actually doing a survey of startup founders, and so far, I think 96% put that it’s important to build up your founder’s social profiles, which is way higher than I expected. So the general sentiment is yes, you should be doing this. Personally, maybe this is a contrarian view, but I don’t think it’s realistic or scalable for that to be the case for everyone. Not every founder is going to have it come naturally to them. For some, it’s going to take a lot of time, especially if they’re not willing to just outsource their social presence.

    I don’t know that it’s going to be possible for every founder to build up a huge social following where it’s actually worth the time investment. I just don’t know if it’s always realistic. Within our community right now, it’s definitely the hot new comms approach. I do think there’s tons of value in it, especially for the right founder. But for others, I just think it would be distracting them from the business and other marketing they can do. The work that we’re doing, the more traditional approach, is that if a client goes on your podcast, there’s a built-in audience. You’re able to tell the same story but without having to do the work of building the audience.

    Nataraj: People say traditional media is dead, but we’ve been talking about TechCrunch, Wall Street Journal, and CNBC. Why does it still matter for startups to be on traditional media?

    Emilie Gerber: It definitely is smaller. One of the biggest benefits is the trust that you get from being in a traditional outlet. There’s just a certain brand cachet that comes along with having your startup in a publication that people know and respect. I think it helps with trust with customers and with potential candidates. It’s a validation piece that companies still look for.

    But I should also flag that beyond traditional media and podcasts, there’s this whole world of new media. Alex Konrad from Forbes just launched Upstarts. Eric Newcomer has Newcomer. Some of those are more open to startup stories and conversations. I think those are kind of blurring the lines. I really value those as well. There’s this third bucket that I think is very helpful right now too.

    Nataraj: A lot of PR firms I see usually have a marketing wing. How do you think about that PR plus marketing service offering?

    Emilie Gerber: It’s interesting because I’ve gotten asked about this a lot with how much media is changing. We basically had a waitlist for the past six months. We can’t take on new clients. We’ve been so busy that I haven’t felt the pressure to explore that yet. I’m sure it’ll happen eventually because media is going to continue to change, but it’s almost like, don’t mess with a good thing. For us, we’re busy with our current client base and we can’t take on new work, so adding new services doesn’t sound appealing to me right now.

    Nataraj: What do you know about PR now that you wish you knew before starting your career?

    Emilie Gerber: It has changed so much. A lot of publications overall have moved away from doing funding stories, period. Even TechCrunch and Axios, which covered them a lot. I think I would have maybe changed our model sooner to not be as focused on those. This is a lesson that I’m currently learning as we speak, but I think that the playbook is changing there and I don’t know what the new playbook is. But it’s one that I think I should have given more thought to maybe earlier.

    Nataraj: You were at Uber during a period of interesting PR challenges. Are there any crisis mode situations you were involved in that you can talk about?

    Emilie Gerber: I joined right when a lot of that stuff had started. My role at Uber was focused on comms for Uber for Business and their business development team, so any company partnerships. I wasn’t on the corporate comms team where we were focused on the actual crisis. If anything, it was a lesson for me to try to figure out how to pitch and land positive stories amidst a world where all this negative stuff was happening. I got some really great hits during that time, and I think it was about being very creative with who we worked with, doing the due diligence on them, and then pitching stories in a very specific way. It was a unique challenge trying to get them positive press during that time.

    Nataraj: What type of positive press did you get?

    Emilie Gerber: I launched Uber Health, which was HIPAA-compliant patient transportation. We went after health tech reporters, who could not care less about the ride-share side of the business, and got tons of product features on that. We put customers forward, we put a spokesperson forward that was the GM of that part of the business so it wasn’t anyone involved in anything else going on. We got some really straightforward hits that way. Some of these folks are just excited to get a unique opportunity to chat with Uber about how they’re thinking about healthcare, so they want to write a story that’s really focused on that.

    Nataraj: Which niche or sector of startups is ignored by the PR industry right now?

    Emilie Gerber: With all the focus on AI, a lot of those reporters that used to cover enterprise software more broadly are not anymore. If you’re not doing AI, there are not the right reporters out there for you right now. Those are the companies I struggle with the most in getting the right folks interested because everything is so all-consuming in AI right now. If your company doesn’t have that angle, you’re kind of left out to dry. I would say enterprise software, non-AI, is the answer.

    Nataraj: Emily, thanks for joining the show. It was very insightful.

    Emilie Gerber: Awesome, thank you so much. It was a great conversation.

    This conversation with Emilie Gerber provides a clear and actionable playbook for any founder looking to leverage the power of public relations. Her insights cut through the noise, offering a realistic perspective on what it takes to build a strong narrative and earn valuable media attention in the competitive tech industry.

    → If you enjoyed this conversation with Emilie Gerber, listen to the full episode here on Spotify, or Apple.

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