Stripe's John Collison on How Agentic Commerce Will Reshape the Internet
The internet is made for shopping. For years, the main inputs for e-commerce transactions involved targeted ads, algorithmic recommendations, SEO, and lots of mindless scrolling. But agentic commerce might represent a sea change for e-commerce: With the rise of AI agents doing shopping on behalf of consumers, how are retailers going to adapt? John Collison, co-founder of the financial services and payment processing company Stripe, has first-hand experience with all the ways e-commerce has changed in the last decade, and he thinks agentic commerce is going to completely transform the online shopping experience. On this episode, we speak to Collison about how AI has already changed the way consumers make purchasing decisions, why keyword search is a "ridiculous" way to find things to buy, what it means when brands will have to appeal to AI agents as opposed to human buyers, and if AI agents can truly mimic human taste.
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John and Patrick Collison on Stripe's Growth, Agent Commerce, and the Future of Software
This interview with Stripe cofounders John and Patrick Collison originally aired on TBPN. They discuss Stripe's 34% growth and new employee tender offer, how agent commerce and stablecoins may require high-throughput blockchains built for millions of transactions per second, and why the economics of software are shifting from mass-produced products to bespoke, on-demand systems cooked fresh at the moment of use.
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Cheeky Pint: Marc Andreessen, John Collison & Charlie Songhurst on Tech’s Big Questions
Today we’re sharing a feed drop from Cheeky Pint, where Stripe cofounder and president John Collison chats with legends in technology over a pint of Guinness.
In this episode, John is joined by a16z cofounder Marc Andreessen and tech investor Charlie Songhurst for a candid conversation about bubbles, downturns, and the psychology of markets. They discuss what makes Silicon Valley so hard to replace, the deep history of the Valley’s ecosystem, and the future of media. From the lessons of the dot-com crash to the future of venture capital and startups, this is an inside look at how big cycles shape innovation and what it takes to build on the frontier.
Timecodes:
0:00 Introduction
1:56 Marc Andreessen’s early internet stories
3:10 Silicon Valley, risk, and downturns
8:30 Marc Andreessen’s early internet days
11:52 Investing across cycles
16:30 Can you tell when you’re in a bubble?
19:10 Trust, high-status VCs & preferential attachment
27:00 Venture capital, startups, and investment cycles
33:34 East Coast vs. West Coast: risk and culture
44:00 High trust culture in Silicon Valley
50:00 Why Silicon Valley, not Boston or Europe?
55:00 Company tragedies and missed opportunities
1:00:00 The internet boom, bubbles, and AI parallels
1:15:00 AI’s impact: productivity, jobs, and society
1:35:00 Crypto, stablecoins, and fintech
1:50:00 Public vs. private markets & venture strategy
2:00:00 Big companies, competition, and bureaucracy
2:05:00 Boards, governance, and the Elon Musk method
Resources:
Watch more episodes from Cheeky Pint: https://www.youtube.com/@stripe
Listen to Cheeky Pint on Apple Podcasts: https://podcasts.apple.com/us/podcast/cheeky-pint/id1821055332
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This information is for general educational purposes only and is not a recommendation to buy, hold, or sell any investment or financial product. Any investments or portfolio companies mentioned, referred to, or described in this podcast are not representative of all a16z investments and there can be no assurance that the investments will be profitable or that other investments made in the future will have similar characteristics or results. A list of investments made by a16z is available at https://a16z.com/investment-list/. All investments involve risk, including the possible loss of capital. Past performance is no guarantee of future results and the opinions presented cannot be viewed as an indicator of future performance. Before making decisions with legal, tax, or accounting effects, you should consult appropriate professionals. Information is from sources deemed reliable on the date of publication, but a16z does not guarantee its accuracy.
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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.
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The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
(0:00) The Besties welcome John and Patrick Collison!
(4:28) Stripe's business evolution: $1T in volume/year, stablecoins, challenging the Visa/Mastercard duopoly, publishing economic indicators
(20:31) Jamie Dimon's leaked rant on remote work and bureaucracy
(34:22) DOGE for Defense: Trump ordered the Pentagon to look at cutting the defense budget by 8%/year over the next five years
(43:51) Crypto Corner: Milei's Memecoin embarrassment
(1:00:18) John and Patrick break down the Arc Institute and its new Evo 2 AI model
(1:18:04) Grok 3 takes the LLM lead, lessons learned from Elon's Colossus scale up
(1:30:22) Science Corner: Asteroid update
(1:35:42) Why Stripe hasn't gone public yet, despite great metrics
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Intro Music Credit:
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Referenced in the show:
https://www.cnbc.com/2024/10/23/stripes-1point1-billion-deal-for-bridge-marks-much-needed-win-for-vc.html
https://x.com/Zigmanfreud/status/1890202488596492620
https://www.coworker.org/petitions/professional-dignity
https://www.bloomberg.com/news/articles/2023-01-03/shopify-ceo-tobi-lutke-tells-employees-to-just-say-no-to-meetings
https://www.washingtonpost.com/national-security/2025/02/19/trump-pentagon-budget-cuts
https://www.amazon.com/Boyd-Fighter-Pilot-Who-Changed/dp/0316796883
https://www.cnn.com/2025/02/16/americas/argentina-milei-libra-cryptocurrency-impeachment-calls-intl-latam/index.html
https://www.cnn.com/2025/02/18/americas/argentina-milei-defends-libra-crypto-tweet-intl-latam/index.html
https://arcinstitute.org
https://blogs.nvidia.com/blog/evo-2-biomolecular-ai
https://artificialanalysis.ai/models/grok-3
https://x.com/GavinSBaker/status/1891721991444447343
https://www.amazon.com/Henry-J-Kaiser-Builder-American/dp/0292742266
https://x.com/AsteroidWatch/status/1892338055354159256
https://x.com/AsteroidWatch/status/1892631907646447746
A Conversation with Charlie Munger & John Collison - [Invest Like the Best, REPLAY]
Today, we’re replaying a conversation between John Collison and Charlie Munger that we first aired on 5 December 2023. Charlie said, “The best thing a human being can do is to help another human being know more.” He does just that in this interview. Please enjoy, and may Charlie Rest in Peace.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
—
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Show Notes
(00:00:00) Welcome to Invest Like the Best
(00:03:52) The fixation on evaluating business quality
(00:05:58) Learning the big ideas across various disciplines
(00:10:03) The issue of adverse selection in legal services
(00:11:42) Societal solutions for the opioid crisis
(00:17:34) Reasons for not investing in Amazon
(00:20:38) Explaining Costco's model
(00:29:08) Discussing the increasing challenges in investing
(00:32:08) Ingredients for long-term success in business
(00:33:18) Debating cryptocurrency
(00:37:37) Offering guidance for navigating a potential recession
(00:38:56) Reflecting on the state of American society
(00:45:20) Sharing a passion for architecture
(00:54:13) “Win-win” business
(00:57:53) Countering arguments against capitalism
(00:60:42) The origins of Poor Charlie's Almanack
(01:05:14) Building a productive partnership
(01:08:55) Opining on the SEC
(01:12:22) Highlighting investment concerns
(01:16:31) Reasons for optimism about China
(01:32:14) The unique aspects of Berkshire Hathaway
A Conversation with Charlie Munger & John Collison - [Invest Like the Best, EP.355]
Today, we’re releasing a conversation between John Collison and Charlie Munger. We've had this interview with Charlie scheduled to air for a while, coinciding with Stripe Press's launch of the amazing reprint of Poor Charlie's Almanack, which is released today.
We were all stunned last week when we heard the news of Charlie's passing, but having consulted with those close to him, everyone agreed that he'd want us to release this interview. I'm thankful to be able to learn from him just one more time in this interview. Please enjoy, and may Charlie Rest in Peace.
Order your copy of Poor Charlie’s Almanack
Worldly wisdom episodes in honor of Charlie Munger:
Daryl Morey: Systems Thinking in Sports
Boyd Varty: The Art of Tracking
Sam Hinkie: Find Your People
David Senra: Passion & Pain
Priya Parker: The Art of Gathering
Charlie Songhurst: Lessons from Investing in 483 Companies
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Tegus. Tegus is the modern research platform for leading investors. Tired of running your own expert calls to get up to speed on a company? Tegus lets you ramp faster and find answers to critical questions more efficiently than any alternative method. The gold standard for research, the Tegus platform delivers unmatched access to timely, qualitative insights through the largest and most differentiated expert call transcript database. With over 60,000 transcripts spanning 22,000 public and private companies, investors can accelerate their fundamental research process by discovering highly-differentiated and reliable insights that can’t be found anywhere else in the market. As a listener, drive your next investment thesis forward with Tegus for free at tegus.co/patrick.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Show Notes
(00:03:52) - (First question) - The fixation on evaluating business quality
(00:05:58) - Learning the big ideas across various disciplines
(00:10:03) - The issue of adverse selection in legal services
(00:11:42) - Societal solutions for the opioid crisis
(00:17:34) - Reasons for not investing in Amazon
(00:20:38) - Explaining Costco's model
(00:29:08) - Discussing the increasing challenges in investing
(00:32:08) - Ingredients for long-term success in business
(00:33:18) - Debating cryptocurrency
(00:37:37) - Offering guidance for navigating a potential recession
(00:38:56) - Reflecting on the state of American society
(00:45:20) - Sharing a passion for architecture
(00:54:13) - “Win-win” business
(00:57:53) - Countering arguments against capitalism
(00:60:42) - The origins of Poor Charlie's Almanack
(01:05:14) - Building a productive partnership
(01:08:55) - Opining on the SEC
(01:12:22) - Highlighting investment concerns
(01:16:31) - Reasons for optimism about China
(01:32:14) - The unique aspects of Berkshire Hathaway
Patrick Collison & John Collison - A Business State of Mind - [Invest Like the Best, EP.348]
My guests this week are the co-founders of Stripe, Patrick and John Collison. My conversation with John in 2020 is still one of our most popular. A key theme that emerged from that first discussion was John’s boundless curiosity for all things business and this conversation continues that thread. We talk about setting a strategy and culture that attracts ambition, why the returns to sweating the details are high, and how they view Stripe’s progress against their mission to increase the GDP of the internet. Please enjoy this great and wide-ranging discussion with John and Patrick Collison.
Buy a ticket to Patrick and David Senra's live show this Thursday in NYC.
Listen to Founders Podcast
Founders Episode 311: James Cameron
Subscribe to Colossus's New Show: Art of Investing
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Show Notes
(00:03:16) - (First question) - Stripe's curiosity-driven growth fuels enduring success and expansion
(00:08:34) - Why companies should resonate with founders' ideas but also have strong enduring cultures
(00:012:27) - Stripe aims to reduce friction and expand global commerce by solving practical barriers
(00:25:59) - Simplifying processes for startups and large companies to drive growth efficiently
(00:29:11) - Analyzing the enduring stories of ancient companies
(00:35:44) - Success in Hollywood and academia depends on unmeasurable vision and knowledge
(00:40:11) - Stripe's ubiquity, self-serve nature, and collective care drive its unique status
(00:43:16) - Success in tech is grounded in user-centricity, care, and connecting with customers
(00:48:17) - Parental influence on becoming entrepreneurs is complex
(00:50:21) - Adult perspective on parents, admiration for their work, and ongoing philanthropy
(00:52:30) - Stripe's challenges include complexity due to diverse payment methods and global programmable accessibility
(00:57:27) - Aiming for long-term durability, Stripe prioritizes beauty and craftsmanship in its pursuit
(01:02:50) - The most memorable conversation they had between them
(01:05:30) - Why the launch of Atlas was a defining moment in Stripe’s history
(01:06:35) - How their 25-year-old selves would react to what they are doing now
(01:10:19) - The various ways in which they feel proud of each other
(01:14:35) - The kindest thing anyone has ever done for them
John Collison – Growing the Internet Economy - [Invest Like the Best, EP.178]
My guest today is John Collison, the Co-Founder of the digital payments company Stripe. Stripe’s mission is to increase the GDP of the internet, a lofty and deeply interesting pursuit. John is clearly a voracious learner across business and investing, which you’ll hear instantly. He started Stripe with his brother Patrick when he was just 19 years old, and has grown it to, at last valuation, a $36B business. In our conversation, we discuss conglomerates, the internet economy, the power of writing, and why board members are like Pokémon characters, each with different powers. It’s a lively and wide-ranging conversation with one of the entrepreneurs I’ve most enjoyed speaking with. Please enjoy.
For more episodes go to InvestorFieldGuide.com/podcast.
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Show Notes
(1:30) – (First question) – Interest in industrial conglomerates
(9:10) – Their thinking on acquisitions vs starting new companies
(11:42) – How the payment landscape looked when Stripe was started
(15:55) – View on the internet economy
(20:09) – Exciting possibilities for the future of the internet economy
(22:11) – The forces of size vs speed among startups
(26:53) – Driving reasons why employees choose Stripe starting with clear communication
(28:55) – Tips for better internal communications
(30:09) – The importance of rigor in Stripe’s corporate culture
(32:15) – Investors and investing styles that are most intriguing to him
(36:02) – Teaching vs experiencing business lessons
(37:56) – Lessons from going to market with new ideas
(50:58) – Allowing teams to explore new ideas at Stripe
(44:11) – Best startup companies to study to understand the history of this space
(44:52) – Softwar: An Intimate Portrait of Larry Ellison and Oracle
(48:18) – Cable Cowboy: John Malone and the Rise of the Modern Cable Business
(48:43) – Infrastructures of internet businesses that are missing
(52:03) – Does general accounting practices need to change to capture the true value of a company like Stripe
(1:01:53) – Shared playbooks in Silicon Valley
(1:02:02) – The transition to the no code movement
(1:08:22) – Other businesses that pique his interest outside of software
(1:10:21) – Future trends that excite him
(1:11:10) – First memory when he felt like he was participating in the tech economy
(1:12:46 – The role of board members
(1:15:48) – Kindest thing anyone has done for him
(1:18:49) – Advice for young people
Learn More
For more episodes go to InvestorFieldGuide.com/podcast.
Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub
Follow Patrick on Twitter at @patrick_oshag
Stripe: Patrick and John Collison (2018)
Brothers Patrick and John Collison founded and sold their first company before they turned 20. They created software to help eBay users manage inventory online, which set them on a path to help make e-commerce frictionless. Today, John and Patrick are the founders of Stripe, a software company that used just a few lines of code to power the payment system of companies like Lyft, Warby Parker, and Target. PLUS in our post-script "How You Built That," we check back with Kirby Erdely, who saw a problem with flying beach umbrellas and developed a new kind of tent stake—with a twist.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Stripe: Patrick and John Collison
Brothers Patrick and John Collison founded and sold their first company before they turned 20. They created software to help eBay users manage inventory online, which set them on a path to help make e-commerce frictionless. Today, John and Patrick are the founders of Stripe, a software company that uses just a few lines of code to power the payment system of companies like Lyft, Warby Parker and Target. Plus, for our postscript "How You Built That," how Robert Armstrong turned his grandma's cookie recipe into "G Mommas," buttery, bite-sized pecan-chocolate-chip cookies that are now sold in stores across the Southeast U.S.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
a16z Podcast: The Evolution of Payments
The battle between every startup and incumbent comes down to whether the startup gets distribution before the incumbent gets innovation, oft observes a16z general partner Alex Rampell. But how does this play out when most of the players, big and small, think the innovation has already happened in a particular space? What if there are unmanifested and untapped opportunities in a space? This episode of the a16z Podcast explores these questions through the case study of Stripe.
Based on a conversation that took place with Rampell and Stripe co-founder John Collison at our most recent Summit event, the episode covers how the classic battle between startups and incumbents has played out in the payments space; how the broader payments processing landscape has evolved over the past four decades; and what might happen to the established market cap of the "old guard". Stripe is an interesting case study since the company, which was founded in 2010, entered the payments processing scene when the (pervasive) sense was that payments were "done"... and yet at the same time, its co-founder Patrick Collison believed their customers "did not exist yet". So what happened? And how does go-to-market change as a startup evolves, and its mix of customers too changes?
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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.
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