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ACQ2 by Acquired

ACQ2 by Acquired

By: Ben Gilbert and David Rosenthal
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About this listen

ACQ2 is Ben and David's conversations with expert founders and investors. Acquired the stories of great companies — and ACQ2 dives deeper into the lessons we can learn from them, often with the protagonists themselves.Copyright 2019-2023 ACQ, LLC Economics Leadership Management & Leadership Personal Finance
Episodes
  • How is AI Different Than Other Technology Waves? (With Bret Taylor and Clay Bavor)
    Aug 18 2025

    Sponsors:

    • Plaid: https://plaid.com

    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 accelerating adoption curves of technology waves, and if we’ll ever see an app that gets a billion users in one day
    • Second- and third-order effects of agents on the internet economy and customer experience
    • Making predictions on which AI terminology will stick and what won’t
    • New pricing models in the era of AI, like “outcome-based pricing”
    • What it’s like to build teams in this new AI era

    Links:

    • Sierra
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    1 hr and 15 mins
  • Building the Savannah Bananas (with Jesse Cole, Founder and Owner)
    Jun 16 2025

    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!

    Sponsors:

    • Plaid: https://plaid.com

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    1 hr and 15 mins
  • Undoing a $5 Billion Acquisition and Building a Durable Standalone Plaid (with Plaid CEO Zach Perret)
    May 27 2025

    We sit down with Zach Perret, CEO of Plaid, to discuss the remarkable journey of Plaid and the broader fintech landscape over the past several years. Zach takes us blow-by-blow through journey of almost getting acquired by Visa, the challenges faced during the COVID-19 pandemic… which quickly reversed with ZIRP tailwinds, and how Plaid navigated the volatile market conditions to build a diversified business. We explore the company’s strategic pivots, including their expansion into analytics for fraud detection, alternative credit systems, and bank payments. If you’ve ever wondered “how do you turn from one simple product into a more durable business?” this episode is for you.


    Links:

    • Come see Acquired LIVE at Radio City Music Hall!
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    1 hr and 1 min
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