Best Podcast Episodes About Stripe

Best Podcast Episodes About Stripe

Everything podcasters are saying about Stripe — curated from top podcasts

Updated: Mar 25, 2026 – 23 episodes
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Ridealong has curated the best and most interesting podcasts and clips about Stripe.

Top Podcast Clips About Stripe

How I AI
“… little bit. What a minion is? The quick spiel of a minion. When I, as an engineer, sort of in pre-AI time, you know, want to make a modification to Stripe. Well, Stripe is a huge code base with tons of services. It can't run on my computer alone. So Stripe already has a long history of investing in great developer tooling, having hosted development environments that I can spin up, that have all the code already there and services running, and I can SSH in and make modifications. And we have a ton of great CI tooling around that. So that's the context. We have all that. The idea with the minion is …” “So show me how you actually activate a minion. And, you know, we skipped this a little bit. What a minion is? The quick spiel of a minion. When I, as an engineer, sort of in pre-AI time, you know, want to make a modification to Stripe. Well, Stripe is a huge code base with tons of services. It can't run on my computer alone. So Stripe already has a long history of investing in great developer tooling, having hosted development environments that I can spin up, that have all the code already there and services running, and I can SSH in and make modifications. And we have a ton of great CI tooling around that. So that's the context. We have all that. The idea with the minion is that I can provision one of those environments, seeded with a prompt, and then the menu will sort of, you know, attempt to one-shot resolving that prompt using all the tools that are available at Stripe, right? So all of our internal documentation, our internal CI, our, you know, test data, so on and so forth, and it will loop through that in an …” View more
Ridealong summary
You can activate an AI coding agent, or 'minion', at Stripe with just a simple emoji reaction in Slack. This tool helps engineers quickly provision a development environment, allowing them to make modifications to the vast Stripe codebase efficiently. With this one-click solution, multiple coding tasks can be handled simultaneously, revolutionizing how developers work.
How I AI · How Stripe built “minions”—AI coding agents that ship 1,300 PRs weekly from Slack reactions | Steve Kaliski (Stripe engineer) · Mar 25, 2026
AI + a16z
“… stack frames, and resume execution. And he wanted that more than he wanted a mainstream language. He and his brother chose Ruby and MongoDB for Stripe instead. Those decisions still define the company 15 years and 44 seconds of annual downtime later. Now Stripe is shipping v2 APIs, rewriting core abstractions first designed in 2010. It's taken years. Defining the new APIs is the easy part. Making them work alongside everything already built on the old ones is, as Colson put it, More like an instruction set migration than a product launch. This conversation previously aired on Cursor's podcast …” “… of as development environment and not just text editor is really the right idea. And that's the thing I want to see a return to. Patrick Collison wrote his first startup in Smalltalk. Its development environment let him fix errors mid-request, inspect stack frames, and resume execution. And he wanted that more than he wanted a mainstream language. He and his brother chose Ruby and MongoDB for Stripe instead. Those decisions still define the company 15 years and 44 seconds of annual downtime later. Now Stripe is shipping v2 APIs, rewriting core abstractions first designed in 2010. It's taken years. Defining the new APIs is the easy part. Making them work alongside everything already built on the old ones is, as Colson put it, More like an instruction set migration than a product launch. This conversation previously aired on Cursor's podcast also gets into why AI hasn't moved productivity numbers, what today's dev environment could steal from Lisp machines, and Collison's work at ARK on foundational models for biology. Michael Truel, CEO of Cursor, sits down with Patrick Collison, CEO of Stripe. Well, it's great to have you. Thanks for being here. Thanks for having me. Great to be …” View more
Ridealong summary
Patrick Collison reveals that his first startup thrived thanks to Smalltalk's powerful development environment, allowing him to fix errors mid-request and enhance productivity. Unlike mainstream languages, Smalltalk's interactive capabilities enabled immediate debugging and code adjustments, which he found invaluable compared to Ruby. These early choices still influence Stripe's architecture 15 years later.
AI + a16z · Patrick Collison on Stripe’s Early Choices, Smalltalk, and What Comes After Coding · Mar 24, 2026
AI and I
“So, yeah. And then while I was at Stripe, I met you. I basically was like, I got to find writers. I got to find people to write some books. And every had just started. This was when I guess it was 2020. It was like early pandemic. Everyone was starting newsletters. And I had met your co-founder, Nathan, a number of years ago when I was at Medium. I believe I had met him probably with Evan. And actually, I think when I met him, he came in with Hamish. That's so funny. Hamish is one of …” “So, yeah. And then while I was at Stripe, I met you. I basically was like, I got to find writers. I got to find people to write some books. And every had just started. This was when I guess it was 2020. It was like early pandemic. Everyone was starting newsletters. And I had met your co-founder, Nathan, a number of years ago when I was at Medium. I believe I had met him probably with Evan. And actually, I think when I met him, he came in with Hamish. That's so funny. Hamish is one of the co-founders of Substance. Yeah. And so I just reached out to Nathan and I was like, I'm at Stripe now and would love to talk. And he connected us and we had an initial phone call and just stayed in touch. And then I ultimately decided after two years to leave Stripe and go independent and get back to working with really early stage companies. …” View more
Ridealong summary
Finding the right editor for Every is like a quest for the perfect blend of tech-savvy and writing expertise. Kate Lee shares her journey of recruiting editors during the pandemic, revealing that many with impressive resumes from big media outlets struggled to adapt to Every's unique writing style. This led to a realization that not all editors are created equal, and the right fit is crucial for success.
AI and I · Kate Lee on Taste, Hiring, and Running Editorial at Every · Mar 18, 2026
AI & I
“… knew that like that was just not a place I was going to stay And then I saw a job opening, a job opportunity, which was to be the publisher of Stripe Press, which is Stripe's publishing arm. And I just was like, this is such an incredible opportunity. And so I applied for the job and talked to a bunch of people there and then started there actually about six weeks before the pandemic hit. So it was a really Stripe is an incredible company. And it was, again, just just such talented people. I think any any job in general that you're going to start right before pandemic is just like that's …” “… like three different people doing the same job because we were being hired so fast So that was that was a really you know different experience And like I worked with amazing people Of course all these companies have such talented people but ultimately knew that like that was just not a place I was going to stay And then I saw a job opening, a job opportunity, which was to be the publisher of Stripe Press, which is Stripe's publishing arm. And I just was like, this is such an incredible opportunity. And so I applied for the job and talked to a bunch of people there and then started there actually about six weeks before the pandemic hit. So it was a really Stripe is an incredible company. And it was, again, just just such talented people. I think any any job in general that you're going to start right before pandemic is just like that's just hard. And I think they absolutely did, you know, everything you could want from from any company in that regard. So I was a publisher of Stripe Press, which had launched sometime before. So I was I was taking over an existing list and then building a new list. And then I also ended up becoming overseeing Increment, which was their magazine for …” View more
Ridealong summary
Stripe's foray into publishing isn't just a marketing gimmick; it's a core mission to support global entrepreneurship. Kate Lee, who led Stripe Press, highlights how the company's founders' genuine passion for ideas and books creates a unique environment for publishing success. This approach sets Stripe apart, demonstrating that a tech company can thrive in the literary world by fostering a culture of creativity and detail.
AI & I · How Every Builds a Writing Team in the Age of AI · Mar 18, 2026
The Bobby Bones Show
“… Black Crows used to work in our building. Yeah, right down the hall. Okay. They sing, The name is Seven Nation Army. Seven Nation Army. That's White Stripes. Oh. But that's a color. White Stripes, Black Crows. Oh, yeah. Black Crows, man. I don't think I've ever heard their music. If I do the line, she never mentions the word addiction. I heard that song but I don know the next line In certain company Yeah she talks to angels Okay close enough How about Lauryn Hill? Oh, yeah, she's the Fugees. She was one of the Fugees, yeah. She sings, ah, what is that song that I know? And it's killing me softly …” “… there you go. Well, I mean, when Bobby was singing it, I never heard that guy's name. How about the Black Crows? Oh, they were... Wait, Black Crows, is that the guy that worked in our building? We'd mostly laugh at that, but yes, the drummer of the Black Crows used to work in our building. Yeah, right down the hall. Okay. They sing, The name is Seven Nation Army. Seven Nation Army. That's White Stripes. Oh. But that's a color. White Stripes, Black Crows. Oh, yeah. Black Crows, man. I don't think I've ever heard their music. If I do the line, she never mentions the word addiction. I heard that song but I don know the next line In certain company Yeah she talks to angels Okay close enough How about Lauryn Hill? Oh, yeah, she's the Fugees. She was one of the Fugees, yeah. She sings, ah, what is that song that I know? And it's killing me softly with your hands. Good job, man. Fugees. But she's a solo artist, too. She's like, girl, you know you better. Watch out. Watch out. I know that one. Does she do that thing? That's that song. Oh, that one. That same song. How about Melissa Etheridge? Ooh. Ooh. No, it's not. It's a fast car because that's someone else. That's Tracy Chapman. Yeah.” View more
Ridealong summary
In this hilarious segment, Lunchbox hilariously struggles to name songs by iconic artists, mistaking Def Leppard for Billy Idol and singing only song titles. His cluelessness leads to a series of laugh-out-loud moments, especially when he confuses rock legends and stumbles over lyrics, making it a must-listen for music fans and comedy lovers alike.
The Bobby Bones Show · Best 7 Segments From The Bobby Bones Show This Week · Mar 07, 2026
Tech Brew Ride Home
“… computer. Your files and MCP servers never leave your machine. Only the chat messages and tool results flow through the encrypted bridge." Could Stripe buy PayPal? Quoting Bloomberg, Stripe, which is closely held and is among the industry's most valuable companies, has expressed preliminary interest in a potential acquisition of the digital payments pioneer or its assets, the people said, asking not to be identified because the matter is private. Founded in the late 1990s, PayPal was an early mover in digital payments. It has since struggled with modernizing its payment technologies as rivals …” “… computer to the open web. Instead, your local machine pulls the API for instructions. When you visit the session URL or use the Cloud app, you are essentially using those devices as a remote window to view and command the process still running on your computer. Your files and MCP servers never leave your machine. Only the chat messages and tool results flow through the encrypted bridge." Could Stripe buy PayPal? Quoting Bloomberg, Stripe, which is closely held and is among the industry's most valuable companies, has expressed preliminary interest in a potential acquisition of the digital payments pioneer or its assets, the people said, asking not to be identified because the matter is private. Founded in the late 1990s, PayPal was an early mover in digital payments. It has since struggled with modernizing its payment technologies as rivals such as Apple and Alphabet have seized market share. Stripe, founded by brothers Patrick and John Collison, has become one of the industry's most coveted players. Early Tuesday, Stripe announced that it had reached a $159 billion valuation in an employee tender offer. PayPal has had, obviously, a tough time over the past few years, and the …” View more
Ridealong summary
The Pentagon's demand for unfettered access to Anthropic's AI model Claude is met with resistance due to concerns over mass surveillance and autonomous weapons.
The Pentagon's ultimatum to Anthropic highlights a critical clash between AI safety and national security, with Anthropic resisting demands that compromise ethical AI use.
The Pentagon's pressure on Anthropic to alter its AI usage policies highlights a conflict between national security demands and ethical AI deployment, with Anthropic resisting changes that could lead to mass surveillance or autonomous weapons.
Anthropic is resisting Pentagon pressure to allow unrestricted use of its AI, Claude, for military purposes, highlighting a clash between ethical AI use and national security demands.
The Pentagon's pressure on Anthropic reflects a tense standoff between national security needs and ethical AI usage, with Anthropic resisting demands that compromise its ethical standards.
The Pentagon's aggressive stance towards Anthropic highlights the tension between national security demands and ethical AI usage, with Anthropic resisting unfettered access to its AI for surveillance.
The Pentagon's pressure on Anthropic to grant unfettered access to Claude AI highlights a tense standoff between national security needs and ethical AI usage policies.
Anthropic is standing firm on AI safety, refusing to compromise on ethical guidelines even under Pentagon pressure, highlighting a critical clash between AI ethics and national security demands.
The Pentagon's pressure on Anthropic over AI ethics highlights a critical standoff where national security interests clash with corporate ethical standards, particularly concerning military applications.
Anthropic is standing firm on its ethical stance against military use of AI for mass surveillance and autonomous weapons, despite Pentagon pressure and potential penalties.
The Pentagon's demand for unfettered access to Anthropic's AI model Claude highlights a clash between national security needs and ethical AI usage, with Anthropic refusing to compromise on safety guardrails.
The Pentagon's demand for unfettered access to Anthropic's AI model Claude is a high-stakes conflict between national security needs and ethical AI usage, with both sides unwilling to fully compromise.
Anthropic is caught between ethical AI safeguards and Pentagon demands, risking severe penalties to uphold its principles against mass surveillance and autonomous weapons.
The Pentagon's pressure on Anthropic to remove AI safety guardrails highlights a critical tension between national security needs and ethical AI use, with Anthropic standing firm against compromising its principles.
The Pentagon's pressure on Anthropic to alter its AI usage policies sets a dangerous precedent for government overreach in tech company operations.
The Pentagon's ultimatum to Anthropic reflects a tense standoff where national security needs clash with ethical AI usage policies.
Anthropic's refusal to ease AI usage restrictions for military purposes highlights the tension between tech innovation and ethical boundaries in government partnerships.
The Pentagon's reliance on Anthropic's Claude for sensitive military operations is at odds with political pressures to restrict AI usage, highlighting a complex tug-of-war between innovation and regulation.
The Pentagon's pressure on Anthropic to comply with military demands highlights a tense standoff where national security interests clash with ethical AI usage policies.
The Pentagon's pressure on Anthropic to loosen AI safeguards highlights a critical clash between national security demands and ethical AI usage, with Anthropic resisting military use that compromises ethical standards.
Tech Brew Ride Home · Galaxy Unpacked · Feb 25, 2026
Cheeky Pint
“And will that be an endpoint on Stripe.com so that your agent knows how to just get the most value from Stripe? And I imagine you don't care if your merchants log in. What you want them to do is drive value for themselves, drive DMV, drive payments. And so I'm really excited about that because an API is great, APIs are awesome, but a harness is basically like here the instruction manual for all the Unix commands that power Stripe That very interesting Yes and I think if you look at …” “And will that be an endpoint on Stripe.com so that your agent knows how to just get the most value from Stripe? And I imagine you don't care if your merchants log in. What you want them to do is drive value for themselves, drive DMV, drive payments. And so I'm really excited about that because an API is great, APIs are awesome, but a harness is basically like here the instruction manual for all the Unix commands that power Stripe That very interesting Yes and I think if you look at the shape of a lot of APIs that services have and like I think Stripe API coverage is probably more complete than most but ultimately it is a way to manipulate some of the highest value business objects in the thing. Whereas actually what you want is one, all of the data to be browsable in some kind of identically accessible or textual way. and …” View more
Ridealong summary
AI agents are transforming how healthcare providers and payers communicate, making phone calls to streamline processes that were once tedious. For instance, companies like Cigna and Blue Cross Blue Shield are utilizing AI to handle calls, demonstrating that while advanced protocols exist, the simplicity of spoken English over traditional phone lines remains effective. This evolution highlights the need for better API accessibility and the potential for agents to manage complex tasks without human intervention.
Cheeky Pint · Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board · Mar 10, 2026
Lenny's Podcast: Product | Career | Growth
“… is my new favorite company value. Yeah, sounds like a wonderful place to work. And on the last piece there, there's this book that just came out by Stripe Press about maintenance and how valuable and underappreciated the maintenance part of work is. Absolutely. Absolutely. Yeah, I think like if there's a takeaway that you get from, let's say, a bit of my philosophy on where we started the conversation around like why being promotional has all these negative connotations in it. I'm careful using that word, but why not be promotional? It's because there's costs to everything.” “… we're almost always just talking about the values and some some level of detail and depth. Yeah. Another value, half the work is follow up, like just taking notes and following up. That is the business. It's not more complex than that. Laugh a lot is my new favorite company value. Yeah, sounds like a wonderful place to work. And on the last piece there, there's this book that just came out by Stripe Press about maintenance and how valuable and underappreciated the maintenance part of work is. Absolutely. Absolutely. Yeah, I think like if there's a takeaway that you get from, let's say, a bit of my philosophy on where we started the conversation around like why being promotional has all these negative connotations in it. I'm careful using that word, but why not be promotional? It's because there's costs to everything.” View more
Ridealong summary
In the startup world, laughter isn’t just a luxury; it's a core value that can drive success. Founders are encouraged to identify their values based on what makes them successful, including prioritizing speed, customer satisfaction, and even humor. This approach creates a framework for team dynamics and fosters a positive work environment.
Lenny's Podcast: Product | Career | Growth · The most successful AI company you’ve never heard of | Qasar Younis · Mar 08, 2026
TBPN
“would be concerned around like just concentration, specifically because you can imagine if PayPal were to be owned by Stripe, that's one, if you get, you know, there's people that get effectively like debanked from one payment processor and... There's something there. Also, I mean, just the size of the ticket is pretty high. $40 billion market cap for PayPal right now. Stripe, of course, is at a 159 now, so not an insignificant portion of their market cap. And it's not like, I mean, Stripe's doing fantastically, obviously, but I would be surprised if they had $40 …” “would be concerned around like just concentration, specifically because you can imagine if PayPal were to be owned by Stripe, that's one, if you get, you know, there's people that get effectively like debanked from one payment processor and... There's something there. Also, I mean, just the size of the ticket is pretty high. $40 billion market cap for PayPal right now. Stripe, of course, is at a 159 now, so not an insignificant portion of their market cap. And it's not like, I mean, Stripe's doing fantastically, obviously, but I would be surprised if they had $40 billion of cash laying around. And as we've seen with the Netflix, Paramount, Warner Brothers debate, the nature of the deal does matter to shareholders. Even more complex when you're getting stock in a private company and you're a public... PayPal's generating five and a half billion of free cash flow. So that could finance the debt. Combining it …” View more
Ridealong summary
Could Stripe's potential acquisition of PayPal reshape the payment processing landscape? With PayPal's market cap at $40 billion and Stripe's impressive growth, the financial and operational complexities of such a deal could impact shareholders significantly. As PayPal's stock has plummeted, many investors see an opportunity for a comeback, raising questions about the merger's structure and viability.
TBPN · Happy Nvidia Day, Salesforce Earnings with Marc Benioff, Anthropic's New Stance on Safety | Doug O'Laughlin, Maxwell Meyer, Ben Lerer, Michael Manapat, Adam Warmoth, Connor Sweeney, Matthew Harpe · Feb 25, 2026
The Real Python Podcast
“… oh, OK, you gave me a scenario. When you write specs, like I can hand you a spec. Like, no, no, no. I want you to accept these payment methods. Use Stripe for payments. Use this. And then you limit it to guesswork. It's exactly the same pattern here. Like, we're not inventing anything new like that. This is basically like, can you provide clear requirements that I can operate on? Yeah, there's a thing that happens with creativity that is similar. If you are been giving limits and say you need to write a song and it has to be played on a classical guitar only, it needs to use these five chords. …” “… need a landing page. How many different directions can I start in? Yeah. Like, you know, I'll put a search box here, maybe like a cart here. Like, OK, maybe I'll accept Visa and MasterCard. Right. Like you start making assumptions because it's like, oh, OK, you gave me a scenario. When you write specs, like I can hand you a spec. Like, no, no, no. I want you to accept these payment methods. Use Stripe for payments. Use this. And then you limit it to guesswork. It's exactly the same pattern here. Like, we're not inventing anything new like that. This is basically like, can you provide clear requirements that I can operate on? Yeah, there's a thing that happens with creativity that is similar. If you are been giving limits and say you need to write a song and it has to be played on a classical guitar only, it needs to use these five chords. Like suddenly it frees you to actually start creating as opposed to like having, you know, all the world's possibilities. Well, I got like seven guitars. Which one should I use today? It's like, no, no, no, no. Like somebody like setting those kind of demands to you. And obviously, you know, these things are built on language and built on rules and …” View more
Ridealong summary
Spec-driven development is not a return to waterfall methodologies; rather, it’s a way to manage context and reduce guesswork in coding. By explicitly defining requirements and using tools like SpecKit, developers can ensure that AI models operate effectively within set parameters. This approach leads to clearer outcomes and more efficient coding practices, ultimately enhancing productivity.
The Real Python Podcast · Exploring MCP Apps & Adding Interactive UIs to Clients · Feb 20, 2026
The a16z Show
“… stack frames, and resume execution. And he wanted that more than he wanted a mainstream language. He and his brother chose Ruby and MongoDB for Stripe instead. Those decisions still define the company 15 years and 44 seconds of annual downtime later. Now Stripe is shipping v2 APIs, rewriting core abstractions first designed in 2010. It's taken years. Defining the new APIs is the easy part. Making them work alongside everything already built on the old ones is, as Collison put it, more like an instruction set migration than a product launch. This conversation previously aired on Cursor's …” “… of as development environment and not just text editor is really the right idea. And that's the thing I want to see a return to. Patrick Collison wrote his first startup in Smalltalk. Its development environment let him fix errors mid-request, inspect stack frames, and resume execution. And he wanted that more than he wanted a mainstream language. He and his brother chose Ruby and MongoDB for Stripe instead. Those decisions still define the company 15 years and 44 seconds of annual downtime later. Now Stripe is shipping v2 APIs, rewriting core abstractions first designed in 2010. It's taken years. Defining the new APIs is the easy part. Making them work alongside everything already built on the old ones is, as Collison put it, more like an instruction set migration than a product launch. This conversation previously aired on Cursor's podcast also gets into why AI hasn't moved productivity numbers, what today's dev environment could steal from Lisp machines, and Collison's work at Arc on foundational models for biology. Michael Truel, CEO of Cursor, sits down with Patrick Collison, CEO of Stripe. Well, it's great to have you. Thank you for being here. Thanks for having me. Great to …” View more
Ridealong summary
Patrick Collison reveals that his first startup was built in Smalltalk, a language he found far superior for its interactive development environment. This allowed him to fix errors on-the-fly, drastically improving productivity and shaping the future of Stripe. Despite the challenges of using a non-mainstream language, he emphasizes the value of a powerful development environment over popularity.
The a16z Show · Patrick Collison on Stripe’s Early Choices, Smalltalk, and What Comes After Coding · Feb 20, 2026
Cheeky Pint
“… for some reason that's not going to repeat. If you want to be optimistic, that's the sort of thing that America has always done well. What's your Stripe feedback for us? Oh, where to start? I mean, obviously, it's hard for me to write about Stripe because I'm not biased because I was very early. I think you introduced the billing API in 2011, which was a direct spur for wanting to do Stripe and thinking this was as business model as possible. So very, very big thumbs up on that. You didn't warn me about this, I should have thought about this. Actually you do have one huge issue that I was just …” “I think people in AI are skeptical can be created, despite the fact 90% of us use working agriculture and like 1% do, for some reason that's not going to repeat. If you want to be optimistic, that's the sort of thing that America has always done well. What's your Stripe feedback for us? Oh, where to start? I mean, obviously, it's hard for me to write about Stripe because I'm not biased because I was very early. I think you introduced the billing API in 2011, which was a direct spur for wanting to do Stripe and thinking this was as business model as possible. So very, very big thumbs up on that. You didn't warn me about this, I should have thought about this. Actually you do have one huge issue that I was just dealing with. Oh yeah, ACH. Your ACH implementation is, someone can go in and if I try to add on to an ACH plan, so say I have a team, because that's where you use ACH, like large companies, and they want to add someone on. If that add-on fails, the entire plan gets canceled. So we have to build a bunch of logic to handle that independently. So …” View more
Ridealong summary
A critical flaw in Stripe's ACH implementation can lead to entire subscription plans being canceled if an add-on fails. This issue highlights the need for better logic handling in subscription services, especially for large teams relying on ACH. As tech companies evolve, addressing these specific pain points is crucial for maintaining user trust and satisfaction.
Cheeky Pint · Ben Thompson from Stratechery on AI ads, the end of SaaS, and the future of media · Feb 12, 2026
Thinking Crypto News & Interviews
“… are gone. People are now building an XRP ledger. So this is really great. Final news item here. And this could be interesting. Fintech giant Stripe circles possible PayPal acquisition. So PayPal has been taking a bit of a hit lately. In full disclosure, I'm a PayPal stockholder. So the stock is down, but it's been recovering a bit. But, you know, there have been talks about possibly Elon buying PayPal. Now you have Stripe potentially being able to buy PayPal. So what does this matter? Well, PayPal has a stablecoin, and they already have a crypto infrastructure with Venmo and these things, …” “… got wrapped up. So this is where, you know, you hear people years ago said nobody's using XRP. Yeah, no kidding, because they're tied up in a lawsuit. No one wants to take that risk. But now that that's gone, the roadblocks are out of the way. The headwinds are gone. People are now building an XRP ledger. So this is really great. Final news item here. And this could be interesting. Fintech giant Stripe circles possible PayPal acquisition. So PayPal has been taking a bit of a hit lately. In full disclosure, I'm a PayPal stockholder. So the stock is down, but it's been recovering a bit. But, you know, there have been talks about possibly Elon buying PayPal. Now you have Stripe potentially being able to buy PayPal. So what does this matter? Well, PayPal has a stablecoin, and they already have a crypto infrastructure with Venmo and these things, right? You can buy and sell crypto on the platform. And Stripe, we know, is very much involved in stablecoins. So if PayPal was to get acquired, their crypto business and stablecoin will be obviously pushed into Stripe's infrastructure. So this is something to watch, and it could be a powerhouse. So this is very, very, very interesting.” View more
Ridealong summary
Stripe's potential acquisition of PayPal could create a fintech powerhouse by integrating PayPal's crypto business and stablecoin into Stripe's infrastructure.
Thinking Crypto News & Interviews · BIG CRYPTO NEWS! META FACEBOOK STABLECOIN, TRUMP SBF PARDON, SBI RIPPLE ASIA XRP LEDGER! · Feb 25, 2026
The Bobby Bones Show
“… black crows used work in our building. Yeah, right down the hall. Okay, they sing the name of the Seven Nation Army. Seven Nation Army. That's White Stripes. Oh. But it's a color. White Stripes, Black Crows. Oh, yeah. Black Crows, man. I don't think I've ever heard their music. If I do the line, she never mentions the word addiction. I've heard that song, but I don't know the next line. In certain company yeah she talks to angels okay close enough uh how about lauren hill oh yeah she's the fujis she was one of the fujis she sings uh ah what is that song that i know and it's killing me softly with …” “… hallelujah yeah there you go i mean when i was seeing him i never heard that guy's name how about the black crows oh they were in wait a black crows is that the guy that worked in our building uh we'd mostly laugh at that but yes the drummer of the black crows used work in our building. Yeah, right down the hall. Okay, they sing the name of the Seven Nation Army. Seven Nation Army. That's White Stripes. Oh. But it's a color. White Stripes, Black Crows. Oh, yeah. Black Crows, man. I don't think I've ever heard their music. If I do the line, she never mentions the word addiction. I've heard that song, but I don't know the next line. In certain company yeah she talks to angels okay close enough uh how about lauren hill oh yeah she's the fujis she was one of the fujis she sings uh ah what is that song that i know and it's killing me softly with your hands yeah man fujis but she she's a solo artist too she's like girl you know you better Watch out I know that one Does she do that thing That's that song How about Melissa Etheridge Ooh Ooh No it's not It's a fast car cause that's someone else That's Tracy Chapman Yeah Melissa Etheridge She shaved her head No that was Sinead O'Connor Sinead …” View more
Ridealong summary
The debate over the top three 90s country artists heats up as fans defend their favorites. While Tim McGraw is often overlooked in this era, artists like Garth Brooks, Shania Twain, and George Strait dominate the conversation. This lively discussion showcases the diversity of opinions and nostalgia surrounding country music's golden age.
The Bobby Bones Show · TUES PT 1: Bobby's Top 3 90's Country Artists + Draft: Foods That Start With "R" + Eddie Got Detained By Customs · Mar 03, 2026
The AI Daily Brief: Artificial Intelligence News and Analysis
“… the M5 MacBook looks cool and all, but where's the M5 OpenClaw Mac Mini? Lastly today, a bit of operator news which I think is sneakily powerful. Stripe has previewed a new feature that would make charging for token use much easier. The feature allows AI app developers to automatically charge a usage fee directly on Stripe's platform. For example, an app developer might want to charge a 30% markup on API calls. Previously, they would have needed to track token usage on their backend and periodically generate lump sum bills. The new feature allows Stripe to track usage and automatically bill the …” “… to boost AI performance, and it's very clear that Apple is focused on the AI use case when it comes to selling these models. As you might imagine, the only real question on the minds of the AI folks was summed up by Noah Hirschfeld, who wrote, the M5 MacBook looks cool and all, but where's the M5 OpenClaw Mac Mini? Lastly today, a bit of operator news which I think is sneakily powerful. Stripe has previewed a new feature that would make charging for token use much easier. The feature allows AI app developers to automatically charge a usage fee directly on Stripe's platform. For example, an app developer might want to charge a 30% markup on API calls. Previously, they would have needed to track token usage on their backend and periodically generate lump sum bills. The new feature allows Stripe to track usage and automatically bill the customers the appropriate amount. Having this infrastructure provided to startups could dramatically change the pricing structure for AI apps Currently most apps charge a flat rate monthly subscription with usage caps or credit systems Under these models token usage is a cost center making profitability difficult to forecast Last year we saw …” View more
Ridealong summary
Stripe has unveiled a groundbreaking feature that simplifies usage-based billing for AI app developers, allowing them to automatically charge for token usage. This innovation addresses the profitability challenges faced by many startups, enabling a shift from flat-rate subscriptions to a more sustainable pricing model. With this change, tokens can now be treated as a commodity, potentially transforming the AI app ecosystem.
The AI Daily Brief: Artificial Intelligence News and Analysis · The Big Questions That Will Decide the Consumer AI War · Mar 04, 2026
Thinking Crypto News & Interviews
“… Now they're trying to adopt blockchain. So guys, I hope you see what's happening. The biggest dominoes are falling. Here's another example. Visa and Stripes Bridge plan stablecoin card expansion to over 100 countries So again banks stock exchanges credit card companies the biggest investment firms in the world all involve in crypto and blockchain So global payment giant Visa is expanding its stablecoin card partnership with Stripe-owned Bridge, expanding the rollout of stablecoin-linked Visa cards worldwide and testing on-chain settlement. Visa and Bridge are expanding their joint card program to …” “… payments and tokenized value through the close collaboration we're building a more connected secure and interoperable financial system so they've pretty much capitulated right they used to talk like i said trash about blockchain and crypto. Now they're trying to adopt blockchain. So guys, I hope you see what's happening. The biggest dominoes are falling. Here's another example. Visa and Stripes Bridge plan stablecoin card expansion to over 100 countries So again banks stock exchanges credit card companies the biggest investment firms in the world all involve in crypto and blockchain So global payment giant Visa is expanding its stablecoin card partnership with Stripe-owned Bridge, expanding the rollout of stablecoin-linked Visa cards worldwide and testing on-chain settlement. Visa and Bridge are expanding their joint card program to 18 countries, which plans to reach more than 100 across Europe, Asia Pacific, Africa and the Middle East by the end of the year. The expansion follows the program's initial launch in April 2025, which first supported markets in Latin America, including Argentina, Colombia, Ecuador, Mexico, Peru and Chile. In addition to the expansion, the companies …” View more
Ridealong summary
Major banks and financial institutions are rapidly embracing blockchain technology, signaling a monumental shift in the financial landscape. Swift, Visa, and even the Trump family are investing heavily in crypto, indicating that the traditional financial systems are becoming obsolete. This trend shows that the future of finance is not just digital but decentralized, with massive implications for investors and users alike.
Thinking Crypto News & Interviews · TRUMP CALLS OUT BANKS FOR BLOCKING CRYPTO MARKET STRUCTURE BILL! · Mar 04, 2026
Lenny's Podcast: Product | Career | Growth
“… Gamma, NADL, Linear, Devon, HostTalk, SuperHuman, Descript, WhisperFlow, Perplexity, Warp, Granola, Magic Patterns, RayCat, Chaperone, Demobbit, and Stripe Atlas. Head on over to lennysnewsletter.com and click product pass. With that, I bring you Lazar Jovanovic after a short word from our sponsors. This episode is brought to you by Strela, the customer research platform built for the AI era. Here's the truth about user research. It's never been more important or more painful. Teams want to understand why customers do what they do, but recruiting users, running interviews, and analyzing insights …” “… it in your favorite podcasting app or YouTube. It helps tremendously. And if you become an insider subscriber of my newsletter, you get over 20 incredible products for free for an entire year, including a year free of Lovable and Repl.it, Bolt, Gamma, NADL, Linear, Devon, HostTalk, SuperHuman, Descript, WhisperFlow, Perplexity, Warp, Granola, Magic Patterns, RayCat, Chaperone, Demobbit, and Stripe Atlas. Head on over to lennysnewsletter.com and click product pass. With that, I bring you Lazar Jovanovic after a short word from our sponsors. This episode is brought to you by Strela, the customer research platform built for the AI era. Here's the truth about user research. It's never been more important or more painful. Teams want to understand why customers do what they do, but recruiting users, running interviews, and analyzing insights takes weeks. By the time the results are in, the moment to act has passed. Strela changes that. It's the first platform that uses AI to run and analyze in-depth interviews automatically, bringing fast and continuous user research to every team. Strela's AI moderator asks real follow-up questions, probing deeper when answers are vague, and surfaces …” View more
Ridealong summary
Vibe coding is emerging as a dream job that combines creativity and technology, allowing individuals to build products without traditional coding skills. Lazar Jovanovic, a professional vibe coder, shares insights on using AI tools effectively, emphasizing the importance of clarity in communication with AI to avoid pitfalls. This conversation reveals how non-technical backgrounds can offer unique advantages in the evolving tech landscape.
Lenny's Podcast: Product | Career | Growth · Getting paid to vibe code: Inside the new AI-era job | Lazar Jovanovic (Professional Vibe Coder) · Feb 08, 2026
The AI Daily Brief: Artificial Intelligence News and Analysis
“… just in case your open claw has expensive tastes. Ahmad Asino tweets, my ramp agent has already spent $5,435 on Yu-Gi-Oh cards. No regrets. The Stripe version is just getting started with a limited beta available to agent builders. Once again, the virtual cards have programmable spending limits, controls around merchant categories, and real-time risk scores to make sure your agent spending is under control. Stripe product manager Jeff Weinstein explained the logic behind introducing the cards, commenting that we're about to see a lot more agents doing a lot more for us, and that's often going …” “… about Google Workspace CLI, where I go into all of that. In any case, credit card numbers are not exposed through the new workflow, which should improve security, and users can also set spend limits and have real-time visibility into transactions, just in case your open claw has expensive tastes. Ahmad Asino tweets, my ramp agent has already spent $5,435 on Yu-Gi-Oh cards. No regrets. The Stripe version is just getting started with a limited beta available to agent builders. Once again, the virtual cards have programmable spending limits, controls around merchant categories, and real-time risk scores to make sure your agent spending is under control. Stripe product manager Jeff Weinstein explained the logic behind introducing the cards, commenting that we're about to see a lot more agents doing a lot more for us, and that's often going to involve spending money. Now, this is one of those obvious in retrospect kind of things. You're already seeing people experimenting with handing a credit card to their open claw. Entrepreneur supermom and friend of the show, Jessie Gennett, has recently been going ham on open claw experiments, and at the end of February got her open claw wired …” View more
Ridealong summary
Anthropic is now dominating AI adoption among Ramp's customers, capturing 70% of first-time business, while OpenAI's growth is stalling. This shift marks a significant reversal from earlier trends where OpenAI was the frontrunner. With 47.6% of businesses on Ramp now utilizing AI, the landscape is rapidly changing, emphasizing the need for better control over AI spending.
The AI Daily Brief: Artificial Intelligence News and Analysis · What Vibe Coding is Turning Into · Mar 12, 2026
Lenny's Podcast: Product | Career | Growth
“… Lovable, Repl.it, Bolt, Gamma, N8n, Linear, Devon, PostHawk, Superhuman, Descript, Whisperflow, Perplexity, Warp, Granola, Magic Pattern, Drakecast, Stripeyard, Demobbinance, Stripe Atlas. Head on over to LenniesNewsletter.com and click product pass. With that, I bring you Jason Cohen after a short word from our sponsors. This episode is brought to you by 10Web, the company that pioneered AI website building before ChatGPT. In the last three years, over 2 million websites have been generated with 10Web's vibe coding platform. 10Web's vibe coding platform is a powerful way to build websites. Think …” “… If you enjoy this podcast, don't forget to subscribe and follow it in your favorite podcasting app or YouTube. And if you become an insider subscriber of my newsletter, you get a year free of over 20 incredible products, including a year free of Lovable, Repl.it, Bolt, Gamma, N8n, Linear, Devon, PostHawk, Superhuman, Descript, Whisperflow, Perplexity, Warp, Granola, Magic Pattern, Drakecast, Stripeyard, Demobbinance, Stripe Atlas. Head on over to LenniesNewsletter.com and click product pass. With that, I bring you Jason Cohen after a short word from our sponsors. This episode is brought to you by 10Web, the company that pioneered AI website building before ChatGPT. In the last three years, over 2 million websites have been generated with 10Web's vibe coding platform. 10Web's vibe coding platform is a powerful way to build websites. Think of it as lovable for WordPress, front-end and back-end. Users can build any website at any complexity, e-commerce, portfolios, information websites, blogs, and it comes with a WordPress admin panel and thousands of ready-to-use plugins. 10Web also offers website generation as an API-as-a-service for SaaS companies, marketplaces, hosting providers, …” View more
Ridealong summary
Customer cancellations can cripple your business growth, often outpacing new customer acquisitions. Jason Cohen, a seasoned founder, reveals a powerful framework to diagnose and address stalled growth, emphasizing the critical importance of understanding why customers leave. This insight can be the key to reigniting your product's success.
Lenny's Podcast: Product | Career | Growth · Why your product stopped growing (and the 5-step framework to restart it) | Jason Cohen · Jan 25, 2026
Bankless
“David, Tempo did their mainnet this week. Refresh us, what is Tempo? Tempo, payments first layer one, EVM layer one, built by Paradigm and also Stripe heavy involvement with Stripe It basically going to be Stripe payments chain It focused on very high throughput very low fee dedicated stablecoin payments As it turns out, you were telling me this, Ryan, Tempo, the chain, the construction of the chain, has a fast lane for stablecoins specifically. So while anyone can deploy a contract on Tempo, you have a separate contract. If you're like a DeFi app, like somebody can take Aave and put it on …” “David, Tempo did their mainnet this week. Refresh us, what is Tempo? Tempo, payments first layer one, EVM layer one, built by Paradigm and also Stripe heavy involvement with Stripe It basically going to be Stripe payments chain It focused on very high throughput very low fee dedicated stablecoin payments As it turns out, you were telling me this, Ryan, Tempo, the chain, the construction of the chain, has a fast lane for stablecoins specifically. So while anyone can deploy a contract on Tempo, you have a separate contract. If you're like a DeFi app, like somebody can take Aave and put it on Tempo, That'll be in one lane, but it'll be separate from the fast lane for stablecoin payments. Yeah, that's right. Stablecoin payments will have like this first class right of a fast lane on Tempo. Yeah, so they're optimizing for payment tokens. And so what you're referring to is it's kind of a derivative of ERC20, like the token standard. It's …” View more
Ridealong summary
Tempo has launched its mainnet, revolutionizing stablecoin payments with a dedicated fast lane that ensures low fees even during high DeFi activity. Built by Paradigm and Stripe, Tempo's innovative TIP20 standard prioritizes payment tokens, making it a game-changer in the crypto payment landscape. This strategic design aims to optimize transaction efficiency and stability in a volatile market.
Bankless · ROLLUP: Crypto Momentum | Regime Shift? | Payments War | Prediction Boom | SBF on Netflix · Mar 20, 2026

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Best Podcasts on Anthropic's Pentagon Clash
AI company Anthropic is suing the Trump administration after the Pentagon officially designated it a 'supply-chain risk,' effectively blacklisting it from federal defense contracts. This escalation follows Anthropic's refusal to waive ethical restrictions on using its Claude AI model for autonomous weaponry and mass domestic surveillance, sparking a debate about AI ethics, government contracts, and the future of AI in military applications.
Boeing Lockheed Martin Palantir Technologies Amazon
Feb 26, 2026 · 36 clips · 21 podcasts