The Gregory and Paul Show

The Gregory and Paul Show
  • 0.0 (0)
  • TECHNOLOGY
  • UPDATED WEEKLY

The Gregory and Paul Show, where we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.

  1. 12/05/2025

    Special Guest Court Lorenzini, Founding CEO of DocuSign

    On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is fighting about this week. Guest Links Court Lorenzini - Founding CEO of DocuSign Website – https://nexusfounders.com/ LinkedIn: – https://www.linkedin.com/in/court-lorenzini-333447/ Connect with Gregory & Paul Gregory Kennedy Website – https://www.vibeyoursaas.com LinkedIn – https://www.linkedin.com/in/gregorykennedy/ X (Twitter) – https://twitter.com/gregorykennedy Paul Website – https://karmic.buzz LinkedIn – https://www.linkedin.com/in/pxue/ X (Twitter) – https://twitter.com/pxue =================================================== ️ Episode 025 – How DocuSign Was Really Built, with Court Lorenzini This episode goes deep into the origin story of DocuSign, how court cases and real estate distribution unlocked product market fit, why founders must be adaptable, the flaw in most hiring frameworks, and where AI cycles are headed. Court also breaks down why the best startup advice comes from founders, not investors, and why the future of education may return to apprenticeships. Highlights ☕ Opening Banter and Housekeeping (0:00) Gregory and Paul kick off late but caffeinated, talk about YouTube growth, the Spotify upload delay, and why five listeners still count as momentum. ️ Court’s Founder Origin Story (2:00) Court grew up inside the earliest days of Silicon Valley. His father invented the commercial process for growing silicon and helped launch the Band of Angels. The legends of the Valley were just family friends. From age fourteen, Court carried notebooks filled with observations about leadership, products, and decision making. He reviewed them twice a year for two decades. Those notebooks became the foundation for his founder career. ️ How DocuSign Really Started (7:00) DocuSign began when Court partnered with Tom Gonzer, who had acquired leftover IP from a failed company. The assets included the DocuSign name and a patent for internet-based signatures. Court bought the assets, Tom quit his job, and they built the original business plan together. ⚖️ The Legal Breakthrough That Changed Everything (11:00) Enterprise buyers loved the idea. Their chief legal officers refused to approve it. Court hired a judge, a jury, and attorneys to retry a real document-fraud case as if it were executed with DocuSign. The judge ruled not only that the signature was defensible, but that it produced more evidence than ink signatures. That opinion became their proof. Microsoft Enters the Chat (15:00) Microsoft discovered DocuSign organically through internal .NET demos. Their deputy CLO called Court directly and asked to become a customer. In 2003 that endorsement was seismic. Legal officers at other enterprises finally relaxed. The Realtor Distribution Superpower (16:50) The National Association of Realtors embedded DocuSign into its transaction software. Three million realtors used it. Every homebuyer used it. Every homebuyer also had a day job. The product jumped from real estate into every major industry. This was the product market fit moment. Zero to One Lessons for Founders (22:00) Court says the early stage requires creativity and adaptability. There is no playbook. Founders must search for signals and adjust quickly when evidence changes. Bullheaded conviction without signal usually ends in failure. ️ How He Would Build DocuSign Today (24:00) Modern infrastructure would reduce DocuSign’s original costs by orders of magnitude. AWS replaces physical data centers. LLMs provide reasoning. Teams of three can now build what once required thirty. Founder Nexus and the Power of Lived Experience (27:30) Court shares the biggest lesson of his career. The best advice he ever received came from o... Chapters (00:00:00) - The Gregory & Paul Show(00:01:15) - Courten Lorenzini on Nexus and His Impact(00:02:31) - How I Started Being a Founder: The Very Beginning(00:07:34) - Inventing DocuSign: From Early Startup to Enterprise(00:14:12) - Real Estate Agents on Microsoft's DocuSign Deal(00:18:50) - What was the first moment that the company found product market fit?(00:20:12) - Ideas for the 0 to 1 Snap(00:22:42) - How to Win with Conviction and Adaptability(00:24:01) - What Would DocuSign Do Different in 2003?(00:26:37) - What Lessons Did You Learn From Starting a Startup?(00:30:12) - Finding and Identifying One's Superpower(00:33:11) - The Secret to Realizing Your Superpowers(00:36:23) - Understanding the Dark Side of Superpower(00:38:03) - What's Your Secret to Success?(00:40:51) - Will the AI Hype Cycle Continue?(00:44:01) - On the Future of Crypto Coins(00:45:14) - All About Crypto(00:46:36) - Immigration and the Future of Jobs(00:50:56) - In the Elevator With Founder Nexus(00:52:20) - How Do Founders Get Involved at Founder Nexus?(00:55:08) - Any final words or stuff you'd like to close with or leave with our audience

    56 min

  2. 11/28/2025

    How to Scale from Zero to a Million in ARR as a Solo Founder

    On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is fighting about this week. Connect with Gregory & Paul Gregory Kennedy Website – https://www.vibeyoursaas.com LinkedIn – / gregorykennedy X (Twitter) – / gregorykennedy Paul Website – https://karmic.buzz LinkedIn – / pxue X (Twitter) – / pxue =================================================== ️ Episode 024 – How to Scale from Zero to a Million in ARR as a Solo Founder Gregory and Paul walk through how they both went from solo freelancers to running real businesses. Paul explains how AI nuked his MVP dev agency and pushed him into Reddit marketing just as Google started boosting threads. Gregory breaks down how Vibe Your SaaS went from two experimental clients to a full portfolio by treating services like a product and never stopping the pipeline work. They compare work styles, talk honestly about pricing, churn, and boundaries. Canadian Thanksgiving, Rice Stuffing, and Vibes (0:00) They open with Canadian Thanksgiving timing, discuss Asian Canadian families doing rice-stuffed turkey, and why rice plus mushrooms beats bread as stuffing. It sets the relaxed tone before they switch into business mode. From Layoffs to Freelance Life on Black Friday (1:38) Gregory explains why this episode is for people who were just laid off or want out of corporate. The theme is simple: how to go from zero to one million in revenue by turning your skill into a freelance agency. ‍ When AI Crashed MVP Dev Pricing (3:17) Paul tells the story of running a dev agency as GPT 3.5 landed. MVP projects that used to pay one hundred thousand dropped to fifty thousand, then ten thousand, as founders realized they could vibe code an early product instead of hiring a full team. Pivoting Into Reddit and AEO While Demand Spiked (8:53) As Google started boosting Reddit in search and more non-Reddit users used it for product research, Paul saw a new opportunity. He had already gone viral with several posts and knew how to write long-form threads that both rank in Google and pull real traffic. First Clients, Spec Work, and Low Pricing (13:08) Paul shares exactly how he closed his first Reddit clients. He posted case studies, wrote sample threads on spec, showed screenshots of rankings, and priced the first retainers at around five hundred dollars a month so that saying yes felt easy. Raising Prices and Managing Ten Clients at Once (17:52) Once demand picked up, he pushed retainers toward one thousand to one thousand five hundred per month and ended up with about ten clients paying six to seven thousand total. It was enough to live on but a lot of work, which forced him to confront his capacity and start raising prices again. Two Different Ways to Run the Week (26:10) Gregory and Paul compare operating styles. Gregory lives by a structured calendar with specific days for calls, content, and in-person meetings, and even blocks Fridays as founder time. Paul works from a short daily list of two or three must-do tasks and accepts that everything else is chaos. Productized Services vs One-Off Projects (32:04) They explain why repeatable work beats one-time projects if you want a real business. Design sprints, websites, and random one-offs churn fast. Content, social, and ongoing go-to-market support can be packaged as a monthly service that compounds over time. Pricing Bands and the Path to One Million (36:40) Together, they map out the math. Most healthy retainers sit between one thousand and eight thousand a month, where hiring a contractor is still cheaper than a full-time hire. With productized services and clean delivery, twenty to thirty clients at those levels get you to a million in annual revenue. Low Ticket Churn, High Ticket Calm, and Letting Go (... Chapters (00:00:01) - Asian Canadians Talk About Canadian Thanksgiving(00:01:35) - Black Friday: How to Start a Business(00:02:28) - How to Have Your Own Software Development Agency(00:06:27) - How to Integrate Development into Your Marketing Business(00:07:25) - Pushing the Shift into Marketing(00:08:48) - How to get your Reddit post indexed in Google(00:12:14) - How to get your content on Reddit(00:16:03) - How to start a business on the Internet(00:20:18) - How to get a startup to close with low pricing(00:21:10) - 8 Steps to Finding a Job(00:22:40) - How to sustain yourself with low-paying work(00:24:22) - How to Balance Marketing and Sales(00:26:28) - How to Manage Your Time on Reddit(00:29:48) - How To Stay Organized At Work(00:31:34) - How to Scale Your Business From Start to Finish(00:37:30) - How Do You Productize Your Services?(00:39:08) - Tim Ferriss: From Ultra-Custom to Templated(00:45:01) - Can You Do a Million-Dollar Contractor Business?(00:52:18) - How to Scale Your Business: Brand and Trust(00:54:33) - Vibers: A Community Product, Founder First(00:56:31) - VIBM VC Founder Mixer: AWS as a Sponsor(00:59:32) - Stripe Bans My Account For Joking(01:01:18) - Dancing with the Pope

    1h 1m
  3. Special Guest: Chethan Ramachandran Game of Consciousness

    11/21/2025

    Special Guest: Chethan Ramachandran Game of Consciousness

    ️ Episode 023 – Consciousness as a Game with Chethan Ramachandran This episode covers Gregory’s near-breakup with X, how the algorithm quietly fixed itself, Skillprint’s mind-mapping technology, the link between games and cognition, why self-awareness might be the whole point of life, the rise of performance psychology in esports, and the internet’s obsession with Bill Ackman’s pickup line. Gregory’s Algorithm Detox Story (0:00) Gregory opens with a confession. During the election era, he stayed on X the way a smoker stays on Marlboros. Everyone else quit. He kept scrolling through the MAGA slop feed until Nikita joined and saved the platform and brought tech back into the timeline. Paul reacts with pure disbelief that he once hosted an X workshop nobody attended. Meet Chethan: Neuroscience Meets Gameplay (2:04) The guys introduce Chethan Ramachandran, CEO and cofounder of Skillprint. He blends AI, neuroscience, and gameplay to measure the mind through micro interactions. Gregory gives him the full G&P Show intro. Chethan jokes that he wants Gregory to introduce him everywhere from now on. Growing Up In Silicon Valley Before Silicon Valley Was Silicon Valley (3:41) Chethan tells the wild origin story. Cherry orchards. Danger’s Sidekick. Andy Rubin was predicting the app store years before the iPhone existed. A high school with a nuclear shelter, Woz used to prank call world leaders. Pure early SV lore. Machine Learning Before Machine Learning Had A Name (8:05) Chethan describes being pulled out of investment banking by a UBS exec who wanted to apply early ML techniques to security. This leads to a first startup acquisition. Then, a second startup applying algorithms to games. Eventually, Unity buys the company. Games become the perfect medium for psychological measurement. Why Games Reveal Who You Are Better Than Surveys (13:22) Skillprint uses decades of neuroscience to understand people through the way they play. Gameplay patterns reveal mood, cognitive habits, and personality traits with surprising accuracy. Focus, flexibility, task switching, creativity, and even stress responses show up in the tiny choices a player makes. Gregory and Paul are stunned that something as simple as a timer in a game can tell you more about a person than a traditional personality test. The Philosophy: Self Awareness As The Point Of Life (31:31) The conversation drifts into a deeper lane. Chethan talks about consciousness, plasticity, and how the mind and the brain shape each other. Paul brings in his infinite games framework and makes the case that change is built into human behavior. Chethan expands on why mood shifts quickly, cognition evolves over seasons, and personality moves slowly over time. Gregory adds a story from a neuroscience conference in Aspen about consciousness being a fundamental part of the universe, not just a biological glitch. Skillprint Today: Esports Partnerships And Real World Impact (47:02) Skillprint now powers cognitive profiling and mood mapping across esports leagues, wellness apps, training platforms, colleges, and clinics. Developers can embed the SDK to understand their users, personalize experiences, and deliver better emotional outcomes. Esports companies love the performance layer. Health orgs use it to understand behavioral patterns. It is a next-generation training system. The Big Question: Do People Change? (51:40) Chethan says people absolutely change, just on different timelines. Mood shifts fast. Cognitive patterns evolve over longer cycles. Personality moves slowly but does move. Habit ties those layers together, play helps surface what is happening, and awareness is what makes any of it stick. Meme of the Week: “May I Meet You” (57:28) Bill Ackman accidentally posts dating advice. The internet detonates. Founders test the line in cold outreach. Gregory imagines using it... Chapters (00:00:00) - "I Quit X After the Election"(00:01:31) - Gregg & Paul: Memes & Startup Talk(00:03:25) - How I Started a Startup in Silicon Valley(00:07:37) - Andrew Rubin on Machine Learning and the Early Mobile(00:12:18) - How Social Media Can Tell You How to Play(00:17:34) - Does Bingo Make You More Active?(00:23:17) - Inflation and the psychology of games(00:24:17) - In Infinite Games: The Transference of Mind(00:29:05) - On Plasticity and Regenerative Theory(00:30:04) - Understanding the mind and the brain(00:32:08) - Paul Feist on Consciousness(00:37:51) - Understanding the Mind Through Playing Games(00:43:01) - Mind Games: The Trail Making Task(00:47:09) - Mysterious Brands on Partnering with Esports Companies(00:51:17) - How to Win with Self-Help?(00:53:42) - How Should Companies Monitor Behavior Change?(00:57:00) - We're Out Of Time(00:57:10) - Meaning of the Meme for the Week(00:57:32) - Twitter went bonkers with this pickup line from billionaire Bill Ackman(01:00:46) - What Is The Challenge of Commuting In San Francisco?(01:01:59) - What's the Rent in Toronto?

    1h 3m
  4. Special Guest Charlie Light MEMES, MEMES AND MORE MEMES

    11/14/2025

    Special Guest Charlie Light MEMES, MEMES AND MORE MEMES

    On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is fighting about this week. Guest Links Charlie Light – X Ghostwriting Expert X (Twitter) – / chasedownleads X (Twitter) – / cokedupoptions X (Twitter) – / huntercoldcalls LinkedIn: – / charlielight Connect with Gregory & Paul Gregory Kennedy Website – https://www.vibeyoursaas.com LinkedIn – / gregorykennedy X (Twitter) – / gregorykennedy Paul Website – https://karmic.buzz LinkedIn – / pxue X (Twitter) – / pxue

    1h 5m
  5. Special Guest Andrea Tortelli of Thrad.ai

    11/07/2025

    Special Guest Andrea Tortelli of Thrad.ai

    On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is fighting about this week. ️ Episode 021 – The Future of AI Advertising with Thrad CEO Andrea Tortella On this episode of the Gregory and Paul Show, the duo welcomes Andrea Tortella, CEO and co-founder of Thrad, an AI-native ad platform redefining marketing inside LLMs and chatbots. Together they break down how chat-based advertising works, why OpenAI’s upcoming ad network could be bigger than Google’s, and what it means for brands and agencies everywhere. Episode Highlights ️ From London to San Francisco (0:00) Andrea joins live from San Francisco after relocating from London. The crew talks city vibes, early SaaS days in Soma, and why SF still pulls tech founders back. Introducing Andrea Tortella and Thrad (3:00) Andrea shares how Thrad enables brands to advertise inside chat experiences — reaching users as they engage with AI apps. His background includes Perplexity AI, the Aspen Institute, and UCL. The OpenAI Ad Network Is Coming (6:00) Andrea predicts OpenAI will soon launch the largest ad business in history, democratizing reach for niche advertisers through conversational prompts instead of keywords. How AI Advertising Works (8:50) Ads appear as sponsored chat messages within the LLM interface — native, contextual, and conversational. The goal: ads so good they add value, not distraction. ⚙️ Creative Automation with AI (13:45) Thrad auto-generates ad copy based on user context and brand parameters in real time. Advertisers can preview and approve AI-generated creatives before launch. A New Era for Brand Voices (17:00) Gregory and Andrea discuss how brands can build personality-driven AI personas to chat directly with customers. Luxury brands and challenger brands alike can finally scale 1:1 conversations. Measuring Success: Beyond Clicks (20:00) Thrad experiments with new metrics like Cost Per Turn and Attention Shift, measuring conversation quality instead of clicks — a leap beyond CPM and CPC models. The End of the Click Economy (25:00) As users move from blue links to chat, traditional metrics lose power. Andrea explains how conversational engagement will become the new marketing currency. Attention Shift: The Real Metric (27:30) Thrad tracks topic change before and after ads — proof of genuine influence. Gregory compares it to the golden age of magazine advertising, now reborn inside chatbots. ️ Building at the Speed of Thought (22:00) Thrad claims the world’s fastest campaign setup: from idea to live ad in seconds. Gregory calls it “vibe marketing for AI.” Advertising in the Age of AI (33:00) Andrea and the hosts discuss how chat-based engagement will reshape storytelling, brand education, and customer relationships. Data Centers in Space (39:00) The crew dives into Google’s new plan to build solar-powered data centers in orbit. Paul jokes about the GPUs melting. Gregory says it’s classic “moonshot Google.” Tim Draper Calls OpenAI the AOL of AI (44:00) Tim Draper echoes Gregory’s long-held view that OpenAI is the AOL or Yahoo of this era — massive, early, but destined to fragment. Cluey’s Pivot to Note-Taking (47:00) Gregory and Paul dissect the Cluey controversy: from edgy “cheating app” to serious note-taker. Andrea argues it’s a micro-pivot; Gregory says brand trust is the real issue. Icon.com Becomes a Creative Agency (55:00) Another AI startup pivots to human-led creative. The group debates whether AI ad builders can ever outperform real marketers. Stripe Startup Data (58:00) US startups are pulling ahead — even without AI. Gregory and Paul debate whether this means AI is less revolutionary than hype suggests. Meme of the Week (1:01:00) Gregory debuts two new memes:... Chapters (00:00:00) - How to Start a Business in San Francisco(00:01:04) - Live Stream: The Oscars(00:01:35) - Greg & Paul: Take Us on the, on the Go(00:03:08) - How We Met Andrew Tortella(00:04:19) - Andrea Tortella on AI-based Advertising(00:05:07) - Bill Gates on OpenAI Ad(00:08:45) - OpenAI on Advertising in Chat(00:13:50) - How Advertising Is Being Automated by AI(00:15:55) - Will There Be a Native Advertising Agency for the Future?(00:19:58) - How Advertising on AI is Being Sold(00:23:13) - The New Channel: Measurement, Attribution, Money(00:25:03) - How to monetize the AI world(00:27:24) - Focus on the Attention Shift(00:30:19) - Quantifying the Attention Shift(00:33:58) - Incentivization of the LLM(00:35:54) - OpenAI's Attention Shifting Strategy(00:39:06) - Technical Difficulty with Data Centers in Outer Space(00:39:31) - Google Will Be Launching Data Centers in Space(00:44:24) - Tim Draper: OpenAI Is the AOL of AI(00:46:27) - OpenAI Announces 1 Million Customers Working With the AI(00:47:13) - Clulee's Pivot to a Note-Taking App(00:50:26) - On The Cluley Pivot(00:54:59) - Is Icon Turning Into a UGC Creative Agency?(00:58:14) - US startups are scaling faster than their peers(00:59:36) - US Startup Growth, Non-AI(01:01:35) - Socialist Helicopter Evacuation From(01:03:24) - A Day in the Life of AI

    1h 4m
  6. Halloween Memelord Edition | OpenAI | AI Website Traffic Data

    10/31/2025

    Halloween Memelord Edition | OpenAI | AI Website Traffic Data

    Chapters (00:00:02) - Back in Toronto after San Francisco(00:00:31) - Gregory & Paul: Halloween Special(00:03:36) - How To Make A Meme Costume(00:06:35) - Amazon's AI Layoffs(00:12:10) - Employment Over Hiring: The scapegoat(00:16:32) - The Future of AI in Law(00:22:35) - This AI SEO Tracking Tool Got Rid of Profound(00:26:50) - Nvidia Hits $5 Trillion in Market Cap(00:30:53) - Does Mark Zuckerberg Have Any Control Over His Company?(00:36:38) - In the Elevator With Tech Founders(00:36:51) - He Doesn't Like AI Notetakers(00:40:49) - Are We Okay With AI Taking Jobs?(00:41:45) - Is He Okay with Neo, the Home Robot?(00:45:42) - Ali's 1.2.2 Face Replacing(00:49:39) - Brexit and the future of tech(00:49:54) - OpenAI to Roll Out Chat-based Ad Network(00:54:05) - Is OpenAI the Yahoo of AI?(00:56:48) - TikTok Meme: Quoted a Billion-Dollar(00:58:07) - Jason Stokes on Apple's CEO(00:59:58) - My Pro-Challenging Education Meme

    1h 2m
  7. Open AI Atlas | AWS Broke the Interwebz | AI Vibe Churn

    10/24/2025

    Open AI Atlas | AWS Broke the Interwebz | AI Vibe Churn

    On The Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week. This week, the duo dives into the great AWS outage, OpenAI’s new browser (and its censorship controversy), and Chamath’s “distribution is king” post. Plus: Reddit vs. Perplexity, 100 ex-bankers training AI, the real cause of the hiring slowdown, and the pain of throwing a San Francisco event during TechCrunch week. ️ Episode 019 – Highlights Spotify, Shorts, and Growth Everywhere (0:00) The show is now live on Spotify and Apple Podcasts. Gregory and Paul celebrate passing ten thousand YouTube views and talk about how consistency beats perfection. Dreamcast Bar Champion (4:10) Gregory tells the story of beating everyone at a San Francisco bar on Sega Dreamcast while dating his future wife. Paul calls it the ultimate win for tech nerds. ☁️ AWS Outage (5:44) A massive AWS failure takes down Beehiv, Reddit, and half the internet. Elon jokes on X, and Gregory shares how his newsletter stopped mid-send. Paul imagines Amazon engineers being pulled off their yachts to fix servers. Chamath on AI Distribution (10:21) The hosts unpack Chamath Palihapitiya’s viral post on distribution power in the AI era and how Google Gemini is quietly gaining share from OpenAI in enterprise. Vibe Tools Slowdown (17:04) Cursor, Replit, and Lovable are losing users fast. Paul says Cursor strikes the right balance for builders. Gregory sticks with ChatGPT because it just works. OpenAI Atlas Browser (21:18) OpenAI’s new browser launches to mixed reactions. Gregory questions built-in censorship and raises concerns about free speech in AI tools. Paul argues adults should decide what they can access online. Reddit vs Perplexity (35:32) Reddit proves that Perplexity scraped private data and files suit. Gregory calls it an open-and-shut case of data theft. Paul compares it to Google’s early link-sharing battles but notes Perplexity lacks Google’s goodwill. OpenAI Hires 100 Bankers (41:14) OpenAI recruits Wall Street talent to train a finance model. Gregory doubts it will replace bankers. Paul sees AI reshaping pay scales rather than eliminating jobs outright. Jobs, Rates, and AI Myths (43:47) Gregory argues that the slowdown in hiring is more about interest rates than automation. Paul says entry-level developers and copywriters are feeling the shift first. The Market Always Corrects (51:42) Gregory compares the current tech reset to 2001 and 2008. He predicts a decade of retraining, new small businesses, and fewer recruiters per developer. Meme of the Week (55:27) An AI meme sums up the moment: chatbots sound confident even when they are completely wrong. Both hosts admit they argue with their AI daily. ️ The San Francisco Mixer (57:22) Gregory recounts a streak of cancelled venues before landing a Latin Fusion restaurant near Moscone. Over 300 RSVPs, 100 investors, and 200 founders are expected. ☕ Blue Bottle and the SF Mindset (1:03:05) Paul finally gets to try Blue Bottle coffee. Gregory ends the episode by declaring that San Francisco is not just a city but a state of mind.   Chapters (00:00:00) - "Are we live?"(00:00:06) - The Gregory & Paul Show(00:03:31) - Netflix Star Defends His Video Game Gains(00:05:42) - AWS Outage Meme: Elon Takes Shots at AWS(00:07:21) - Amazon's AWS Is Down(00:10:21) - Distribution in the Age of AI(00:11:41) - OpenAI vs. Gemini for Enterprise: Which Is Best?(00:15:16) - OpenAI vs. Meta: Can(00:20:13) - ChatGPT vs. Cursor: The All-In-(00:21:15) - OpenAI's new AI Browser(00:25:49) - Ben Evans on OpenAI's New Browser(00:29:58) - ChatGPT: Adding a Layer of Protection(00:35:15) - Back to the Data(00:35:27) - Perplexity vs Reddit: Who's Right?(00:40:54) - How To Win at Indie Film(00:41:09) - Will AI Take Your Job?(00:46:54) - Interest Rates and Job Loss(00:53:17) - Too many people went into tech jobs(00:55:24) - Amino the AI Meme(00:57:22) - What Happened To My TechCrunch Event?(01:01:22) - Tim Ferriss to Perform in San Francisco

    1h 4m
  8. Deepfakes | Tim Apple | Open AI Devday

    10/10/2025

    Deepfakes | Tim Apple | Open AI Devday

    On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week. This episode hits Apple CEO rumors, OpenAI’s app marketplace, the rise of spec-driven development, deepfake ethics, and the grind behind creating viral content. Plus: Mark Cuban’s AI challenge, Sora’s cultural shockwave, and Gregory’s chaotic SF event planning. ️ Episode 018 – Highlights Tim Apple and the End of an Era (0:00) Gregory calls in from WeWork and dives into rumors that Tim Cook may step down. The hosts debate his legacy: operational genius or creative slowdown? Paul argues Apple’s never been “behind” on AI—just perfectly timed for mainstream waves. OpenAI Dev Day and the App Store for AI (11:01) OpenAI launches a full app marketplace with Figma, Expedia, Spotify, and Booking.com integrations. Paul loves the vision of chat as the new browser. Gregory calls it a “command-line nightmare” no normal user wants. Cue live demo of AI playlist-making chaos. AI Playlist Fails and Command-Line UX (14:00) Gregory tests ChatGPT + Spotify to build a Halloween playlist and album art. The results: vibes good, UX terrible. Paul argues voice input could save the experience; Gregory says Steve Jobs would hate this UI. Spec-Driven Development (22:46) Paul introduces “spec-driven development,” a shift away from code as truth toward AI-generated plans and human language specs. Gregory compares it to moving from assembly to modern languages—a new layer of abstraction for vibe coding at scale. The YouTube Growth Curve (35:17) Gregory shows The Gregory and Paul Show’s analytics jump—from three views to 3,400+ after daily shorts. Lesson: everything looks like a waste of time until it’s not. Volume + consistency = breakthrough. Deepfakes and the Post-Truth Internet (39:45) Mark Cuban dares fans to make deepfakes of him. Gregory recalls Sam Altman’s take: “we have to learn to live w...

    1 hr
See All (25)

About

The Gregory and Paul Show, where we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.

Information