Andrew Ross Sorkin does the work of about five people. He founded and writes the DealBook newsletter for the New York Times. He hosts Squawk Box on CNBC every morning at 6am. He runs the DealBook Summit, which has become the premier annual interview event across business, policy, and technology. He co-created the TV show Billions. He wrote the definitive account of the 2008 financial crisis, "Too Big to Fail", and now he's written "1929," a 600-page epic about the greatest crash in Wall Street history. So how does he actually do all of this?
Today we sit down with Andrew to answer exactly that question. We dive into his philosophy on interviewing, his start as a teenage freelancer at the New York Times, how he built DealBook from a daily column into a media empire, and his actual daily routine that somehow fits all of this into 24 hours!
Tobi is one of the most thoughtful people in the technology industry. He's also one of the very few people who started as a programmer -- just trying to solve his own problem -- and still runs his company as CEO today even as it approaches a $200B market cap. Tobi has done this in two big ways: first, a willingness throw away his past beliefs in the face of new data, growing into the leader the company needed. And second, by remaining a close observer (and participant!) in how new technology emerges that changes what is possible.
Today we talk with him about both. The first half of the episode is about what has changed for him in the AI era. How he spends his time with AI throughout the day, how he thinks about what AI unlocks philosophically, and what he thinks the impact will be on all of us and what we build. The second half is more about Shopify. How he dealt mentally with the explosion in stock price in 2021 from a 20x revenue multiple to a 70x revenue multiple. And then, what he subsequently did when it all came crashing down. We also talk with him about the leadership and product principles that he's employed to steadily grow the company's revenues to an all-time high today.
Is AI just better software? Or something completely different that requires a new paradigm to understand? Today we sit down with Bret Taylor and Clay Bavor, two of the best product builders in the world to tackle that question. Bret and Clay are the co-founders of the AI company Sierra.
Brett's resume reads like a greatest hits of Silicon Valley: co-creator of Google Maps, founder of FriendFeed (acquired by Facebook where he became CTO), founder of Quip (acquired by Salesforce where he became co-CEO), former Chairman of the Board at Twitter, and current Chairman of the Board at OpenAI. Clay spent 18+ years at Google, starting as an APM alongside Brett and eventually running product for Gmail, Drive, Docs (all of Google Workspace), Google Labs, and the company's AR/VR efforts.
In addition to AI, today’s conversation has some great tech industry history discussion and old Google stories, perfect to tide us all over between Google Part I and Part II!
Additional Topics:
The Savannah Bananas have created a whole new sport. It’s baseball, but it’s not. It’s fast-paced, exciting, and incredibly entertaining. For example, if you're batting, and you step out of the batter’s box... it’s a strike. If you bunt, you’re out. If a fan catches a foul ball… you’re also out. Games are capped at two hours with no exceptions. It’s sacrilegious to traditional baseball fans everywhere. But it’s hard to argue with their numbers: they have 3.2 million fans on a waiting list to see them and have been selling out 80,000-seat football stadiums over the past few months!
Today, we sit down with Jesse Cole, founder of the Savannah Bananas and creator of Banana Ball. We unpack the whole story, staring with a failing college summer league team, an air mattress, and a $30 weekly grocery budget. But these days... it's safe to say that Jesse and his wife don’t have to sleep on an air mattress anymore! And they have built the business in their own way, fully under their control, and uniquely “fans first”. They have a unique all-in ticketing model, where your game ticket gets you full access to food along with your seat. There are no ads or sponsorships. There are no ticket fees or middlemen. And in fact, Jesse and crew will even pay the sales tax on your ticket for you! Jesse is just totally obsessed with delighting fans, controlling the end-to-end experience, and thinking long term… even if it means leaving (a lot) of money on the table today.
This may be our most fun ACQ2 (or Acquired!) episode ever. Enjoy!
On our AWS episode, we talked briefly about the next chapter of cloud: data warehouses. But what makes them so powerful? Why do enterprises rely on them? And how will cloud customers collaborate on data stored in multiple clouds?
We sit down with Kamakshi Sivaramakrishnan, the co-founder and CEO of Samooha, a new company backed by Altimeter and Snowflake Ventures to tackle the problem of secure data sharing and collaboration in the cloud. Kamakshi has an impressive background to speak to this problem, having been a part of AdMob (sold to Google), and the founder/CEO of Drawbridge, which sold to LinkedIn. She then went on to work in Microsoft's Office of the CTO, where she obviously had a lot of experience understanding the needs of cloud customers.
If you want a better understanding of how enterprises use the cloud, multi-cloud architecture, and how security and privacy works with customer data at scale, this episode is for you!
Statsig CEO and former Facebook VP Vijaye Raji joins us to discuss democratizing the tools of big tech. Before starting Statsig, Vijaye spent 10 years at Facebook where he led the development of their mobile ad product (yes — THAT mobile ad product that’s the core of FB today).
We talk all about about Facebook’s early days in mobile, and the internal building and shipping process that let them continuously experiment and roll out features out to billions of users, which Statsig is now bringing to engineering and product teams everywhere. This episode is a must-listen for product builders at all stages!
Listen in any podcast player.
We sit down with Altimeter Capital’s head of Capital Formation Meghan Reynolds (who previously was TPG’s global co-head of Capital Formation for 10 years) to talk about everything that goes into the LP - GP relationship at venture funds. We cover how (and why) to think strategically about Capital Formation, why it should be about so much more the just investor relations / fundraising, and also why and how it’s going to change dramatically over the next decade. This was a GREAT conversation, and very relevant for GPs, LPs, and also company founders and employees heading into 2023 and post zero-interest-rate capital markets.
Listen in any podcast player.
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Benchmark General Partner Sarah Tavel joins us for a master class on consumer investing. We start with why invest in consumer at all (given the inherent risks of its "hit-driven nature"), then deep dive on marketplace investing and wrap up with social, gaming and consumer transactional businesses. Big thank you to Sarah for sharing her immense knowledge on this topic, and to her partner (and fellow Acquired "master class lecturer" on enterprise investing) Chetan Puttagunta for introducing us and for making it happen!
Despite many advances in industry transparency over the past ~10 years, much about the actual "jobs of a VC" remains locked inside firm/institutional knowledge and venture's apprenticeship model. With this new series we aim to change that. Our goal is to draw back the curtain on what the actual tasks are that VCs do day-to-day, how you can learn them, and ultimately what's required to succeed. We hope this series will be helpful both to anyone looking to break into the industry and to those who are already practicing, and also for entrepreneurs and consumers of venture capital to understand more about the motivations and activities of those across the table!
In this episode we start with sourcing: what it is, why it's important, who does it and when, and -- most importantly -- the brass tacks of where to look and how to do it.
We're joined by Patrick Campbell, founder & CEO of the world's leading SaaS profit-optimization service ProfitWell, to dive deep on all things pricing and monetization. Patrick began bootstrapping ProfitWell 8 years ago, and has since grown the business into a massive success with customers like Notion, Lyft, Masterclass, Atlassian, Help Scout, HubSpot, Cisco, Autodesk and many more. Patrick gives us a masterclass in how to think with a profit-maximization lens about pricing, feature development, growth and retention. And, as a special bonus at the end of the episode, he talks about his own entrepreneurial journey, bootstrapping the company without any venture funding, along with challenges overcome along the way. This episode has something for everyone to learn about company building — and is not one to miss!
We're joined by former Amazon, Microsoft and Bulletproof executive Anna Collins to discuss how high-performance organizations structure their hiring and interview processes. Whether you're a small startup or a big public company, as Anna puts it, there is no more important question than who you put "on your bus". Anna distills what she's learned across 20+ years and making thousands of hires into actionable, must-listen advice for anyone aiming to grow their organization in a high-performance manner (or on the other side, anyone looking to join a high-performance company!).
Plus: some of Anna's personal favorite interview questions, and how to assess the answers.
Anna's LinkedIn: https://www.linkedin.com/in/anna-collins-5965/
We're joined for a special ACQ2 Adapting episode by the cofounders of Mystery, a Seattle seed-stage startup that we've mentioned before on Acquired and was started by early Convoy employees. In ordinary times, Mystery sends customers on magical date nights and group outings throughout the city with no planning or decision making required -- an "easy button" for date night. Of course, we no longer live in ordinary times, and Mystery has undergone an incredible transformation. Within the span of a month, the company went from having "found" product market-fit and nearly completing a fundraise, to 100% of their business evaporating (and literally pitching Sequoia on the same day they released the Black Swan Memo), to then launching a completely new stay-at-home product and that not only recovered all of their revenue but meaningfully grew the business. We hope you all enjoy this conversation, and take some inspiration for navigating your own businesses through these stormy seas!
Charles Hudson of Precursor Ventures joins us to illuminate everything Pre-Seed -- not just what it is and how founders/companies should navigate it, but also and more deeply:
- How he came into this corner of the venture world
- How he started Precursor as a solo GP and raised his first/subsequent funds, and what that journey was like
- How he manages the firm, its overall strategy, and especially portfolio construction within this relatively new asset class (spoiler: it's different!)
Note: we recorded this episode in the days right before it became clear that the coronavirus was going to become a major global crisis. While the world has obviously changed since, nothing in this episode is fundamentally different and -- if anything -- Pre-Seed rounds are going to be more relevant for entrepreneurs and investors going forward as valuations and check-sizes contract. We hope you enjoy and find the discussion as useful and illuminating as we did!
Ben and David agree to have the tables turned in a great interview by friend and longtime Acquired supporter Nathan Baschez, who was formerly the Head of Product at both Gimlet Media and Substack, and now writes the excellent Divinations newsletter on tech and business strategy.
This episode originally came about because one of Nathan’s first articles at Divinations kindly focused on Ben and Acquired, which you can read in full here: https://divinations.substack.com/p/ben-gilbert-on-how-acquired-launched
Let's face it, Acquired borders on Star Wars fan podcast anyways. So we dipped our toe in the water of making it official, with our review of Star Wars: The Rise of Skywalker.
We are joined by fellow Star Wars nerd and repeat special guest, Chetan Puttagunta, General Partner at Benchmark. In this episode, we *nearly* avoid any business analysis or speculation on the technology, media, or enterprise ecosystems, with only a brief revisit to the question: "Was it worth it for Disney to buy Lucasfilm?"
Did we love it, hate it, or want to bury it like the prequels? Tune in! There are definitely spoilers, so be warned!
Steven Galanis, cofounder and CEO of the red-hot Chicago startup Cameo, joins us to discuss how they've turned selling personalized celebrity shoutouts online into both a massive business and the most interesting new social media phenomenon to hit the West since TikTok. We hope you have as much fun listening as we did recording this one!
We're joined by Webflow's Co-Founder and CEO, Vlad Magdalin, talking about how he started the company (over a decade, trying three times), how to nail the timing of your startup, and the future of the "no-code movement."
Vlad took his company through YCombinator in 2013, and raised only $3m in the following six years, before closing a $72m Series A from Accel earlier this year. He gives his perspective on why now is the only time Webflow could have worked (not in 2009, the last time he tried to start it), what's changed in browser technology, and how he was inspired by one of the original designers of the iPhone software. Vlad also shares his wisdom for other founders and opportunities he thinks will be available for entrepreneurs in the next five years when robust "no-code" infrastructure is built out.