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This Week in AI

Jason Calacanis
This Week in AI
Latest episode

17 episodes

  • This Week in AI

    Grads boo AI, Reese Witherspoon gets dunked + Karpathy joins Anthropic | TWiAI E14

    2026/05/20 | 1h 38 mins.
    The frontier labs are coming for the application layer, and they're going to steal your idea. We dug into Andrej Karpathy's move to Anthropic, the new rules of AI etiquette, and why graduates are booing AI at commencement speeches.

    This week's roundtable: Kanjun Qiu (CEO of Imbue, building open source agents), Jeremy Fraenkel (CEO of Fundamental, large tabular models for enterprise data), and Karri Saarinen (CEO of Linear, the product development system used by OpenAI, Coinbase, Cursor, Ramp, and Cash App).

    Thank you to our exclusive sponsor:
    PayPal Open, One Platform for All Business: http://paypalopen.com/

    Timestamps:
    0:00 Cold open
    1:02 Welcome to Episode 14 of This Week in AI
    1:45 Kanjun Qiu on Imbue's GPU cluster bet that funds the company
    5:38 Jeremy Fraenkel on why LLMs choke on structured enterprise data
    9:36 Karri Saarinen on Linear and product work for AI agents
    12:50 Design in the age of AI: why early-stage product design is getting worse
    21:18 Jason coins "AI etiquette": your output is your responsibility
    33:30 Andre Karpathy joins Anthropic
    40:00 The cult of each AI lab: SpaceX, Anthropic, OpenAI
    47:00 Anthropic's pricing misstep and the "punk software" movement
    50:00 The verticalization war coming for the application layer
    55:00 "Claude knows more about me than my partner": power concentration in AI
    58:30 Mac M5 clusters and confidential compute on AWS
    1:07:30 Graduates boo AI at commencement: Schmidt, Borchetta, Cawfield
    1:22:00 Four founders deliver their own commencement speeches
    1:28:30 Reese Witherspoon vs the New York Times
    1:33:00 Plugs and where to find the guests

    🔗 Guests on X:
    Kanjun Qiu, Imbue: https://imbue.com | https://x.com/kanjun
    Jeremy Fraenkel, Fundamental: https://fundamental.tech | https://x.com/fraenkelj
    Karri Saarinen, Linear: https://linear.app | https://x.com/karrisaarinen

    🔗 Referenced in this episode:
    Andre Karpathy joins Anthropic (announcement): https://x.com/karpathy/status/2056753169888334312?s=20
    Imbue Blueprint (open source agent skill): https://imbue.com/blueprint
    ExoLabs (daisy-chained Mac clusters): https://exolabs.net
    Abacus (on-prem language models): https://goabacus.co
    Whisper Flow (voice-to-text): https://wisprflow.ai
    Perplexity Model Council: https://perplexity.ai
    NYT editorial on Reese Witherspoon and AI: https://www.nytimes.com/2026/05/15/opinion/reese-witherspoon-mel-robbins-girlboss-ai.html

    🔗 Subscribe and follow:
    Newsletter and all platforms: https://thisweekinai.ai
    #ThisWeekInAI #AI #Imbue #Fundamental #Linear #Anthropic #OpenAI #Karpathy #AIEtiquette #VibeCoding #PunkSoftware #AICommencement #OpenSourceAI
  • This Week in AI

    How the 1% Will Own Compute (and What It Means for You)

    2026/05/13 | 1h 8 mins.
    The future of AI isn't a smarter chatbot. It's a model that watches your screen, listens to the room, and acts on what it sees. We dug into Thinking Machines' new interaction model, what it means for compute, and the layoff wave that's already here.This week's roundtable: Anastasios Angelopoulos (CEO of Arena, formerly LMArena), Nick Harris (CEO of Lightmatter, photonic computing chips), and Philip Johnston (CEO of StarCloud, building megawatt data centers in space).

    Thank you to our exclusive sponsor:
    PayPal Open, One Platform for All Business: http://paypalopen.com/

    Timestamps:
    0:00 Cold open
    1:21 Welcome to Episode 13
    2:51 Is China closing the AI gap? Arena's data
    5:16 Lightmatter and the photonic interconnect bottleneck
    9:42 StarCloud 2, Nvidia Space Ruben 1, and orbital data centers
    17:24 Thinking Machines' interaction model: what's actually new
    28:22 Whisper Flow and the 3-pedal desk setup
    33:48 Real-time desktop and camera awareness as the real unlock
    40:25 Why this 100x's compute demand
    42:43 The polarization of compute and $10M personal data centers
    49:25 The layoff wave: Cloudflare, PayPal, Coinbase, Upwork
    54:48 The 10x gap between AI-first and non-AI-first employees
    59:52 Unlimited agency and the abundance future
    1:00:46 Anthropic's Project Luna runs a retail store
    1:03:45 Decoupling labor from value creation
    1:05:03 P(doom) round

    🔗 Guests:
    Anastasios Angelopoulos, Arena: https://arena.ai | @ML_Angelopolous
    Nick Harris, Lightmatter: https://lightmatter.co
    Philip Johnston, StarCloud: https://starcloud.com | @philipjohnston

    🔗 Referenced in this episode:
    Thinking Machines, Introducing Interaction Models: https://thinkingmachines.ai/blog/interaction-models/
    LMArena leaderboard: https://lmarena.ai
    Lightmatter: https://lightmatter.co
    Starcloud: https://www.starcloud.com
    TechCrunch, Cloudflare says AI made 1,100 jobs obsolete: https://techcrunch.com/2026/05/08/cloudflare-says-ai-made-1100-jobs-obsolete-even-as-revenue-hit-a-record-high/
    Fast Company, Tech layoffs this week due to AI (Cloudflare, PayPal, Coinbase, Upwork): https://www.fastcompany.com/91538995/tech-layoffs-due-to-ai-this-week-cloudflare-paypal-coinbase-upwork
    Bloomberg, South Korea floats citizen dividend from AI profits: https://www.bloomberg.com/news/newsletters/2026-05-12/korea-s-massive-ai-boom-triggers-call-for-tech-tax-roiling-market
    PYMNTS, Inside a retail store run entirely by AI (Andon Labs / Luna): https://www.pymnts.com/artificial-intelligence-2/2026/inside-a-retail-store-run-entirely-by-ai/
    Wispr Flow (voice-to-text tool Jason uses): https://wisprflow.ai
    Fermi Paradox: https://en.wikipedia.org/wiki/Fermi_paradox

    🔗 Subscribe and follow:
    Newsletter and all platforms: https://thisweekinai.ai

    #ThisWeekInAI #AI #ThinkingMachines #Lightmatter #StarCloud #Arena #Anthropic #ProjectLuna #AIcompute #AIlayoffs #Superintelligence
  • This Week in AI

    Is Anthropic a Cult? AI Beats ER Doctors & Recursive Self-Improvement | This Week in AI E12

    2026/05/06 | 1h 17 mins.
    This week, JCal sits down with two builders working on opposite ends of the AI stack: Naveen Rao, co-founder and CEO of Unconventional AI (his $4.5B startup rethinking the computer from first principles), and Trey Holterman, co-founder and CEO of Tennr, the platform automating the messy paperwork that decides whether millions of patients ever get the care they need.

    They break down why AI already beats ER doctors at diagnosis, why Epic is the most hated company in healthcare, what it takes to disrupt healthcare's $5 trillion incumbents, and whether $1.1 trillion in hyperscaler CapEx will pay off before the energy runs out.

    Mentioned in the show:
    Unconventional AI: https://unconv.ai
    Tennr: https://tennr.com
    Abridge: https://abridge.com
    Ambience Healthcare: https://ambiencehealthcare.com
    Epic: https://epic.com
    Plaud (NotePin): https://plaud.ai
    Whoop: https://whoop.com
    Function Health: https://functionhealth.com
    Oura: https://ouraring.com
    Eight Sleep: https://eightsleep.com
    Perplexity: https://perplexity.ai
    Databricks: https://databricks.com
    Harvard / Beth Israel ER study: https://www.harvardmagazine.com/ai/ai-outperforms-doctors-diagnosis-harvard-study
    Jack Clark on recursive self-improvement: https://jack-clark.net

    This Week In AI is made possible by:PayPal Open - One Platform for all Business: https://paypalopen.com

    Timestamps:
    00:00 Cold open
    00:51 Welcome & intro to Naveen Rao (Unconventional AI) and Trey Holterman (Tennr)
    05:43 Tennr's mission: fixing the U.S. healthcare "black hole"
    06:23 Why primary care is changing in the AI era
    09:09 The radiologist that wasn't replaced & what AI got right in 2015
    15:31 Harvard study: AI beats ER doctors 67% to 55%
    20:16 Plaud Pin & the always-on AI in the exam room
    22:29 AI scribes, EMR privacy & how Abridge actually works
    24:01 Whoop, Aura & when wearable data finally meets the clinic
    25:20 Epic, FHIR & the 800-pound gorilla of healthcare
    34:21 Disrupting Epic with an open-source EMR play
    37:20 The Abridge vs Ambience scribe wars
    42:06 Jack Clark's 60% odds on recursive self-improvement by 2028
    53:41 Morgan Stanley's $1.1 trillion hyperscaler CapEx forecast
    1:04:53 Anthropic's marketing machine & the AI religion thesis

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    Thanks for watching!
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  • This Week in AI

    Cursor's $60B Deal, DeepSeek V4 & the Death of the AI Moat | This Week in AI E11

    2026/04/30 | 1h 13 mins.
    This week Jason sits down with three founders at the frontier of AI infrastructure, software development, and vertical AI: Matan Grinberg, co-founder and CEO of Factory; Russ d'Sa, co-founder and CEO of LiveKit; and George Sivulka, founder and CEO of Hebbia.
    They break down why AI coding agents are more powerful than vibe coding, how voice became the default interface for AI, why LLMs are becoming commoditized like RAM, and what it actually takes to build a moat in 2026.
    Mentioned in the show:
    Factory: https://factory.ai
    LiveKit: https://livekit.io
    Hebbia: https://hebbia.com
    Cursor: https://cursor.com
    DeepSeek V4: https://deepseek.com
    SpaceX / xAI: https://x.ai
    Polymarket (Cursor acquisition odds): https://polymarket.com/event/will-spacex-acquire-cursor
    LM Arena (model benchmarks): https://lmarena.ai
    SWE-bench (coding benchmarks): https://swebench.com
    Silicon Valley HBO clip (Son of Anton): https://www.youtube.com/watch?v=m0b_D2JgZgY

    This Week In AI is made possible by:
    PayPal Open - One Platform for all Business: https/:/paypalopen.com/

    Timestamps:
    00:00 Intro & AGI debate: where are we really?
    02:26 Meet the guests: Matan Grinberg, Russ d'Sa, George Sivulka
    03:30 Factory's mission: bringing autonomy to software engineering
    04:29 LiveKit's origin: open source WebRTC to ChatGPT voice backbone
    07:40 Learned helplessness and the raptor fence: a founder story
    10:31 Hebbia: financial superintelligence for capital markets
    13:21 SpaceX acquiring Cursor for $60B: the deal breakdown
    17:28 Why enterprises can't standardize on one model provider
    21:50 The Silicon Valley clip: when AI deletes all the software
    23:09 How AI coding tools have changed internal dev workflows
    26:28 Moats in the age of vibe coding: what actually protects you
    30:12 The relentless iteration promise as a company's core moat
    33:40 Slack example: the buy vs. build calculation in 2026
    38:10 Deterministic agents and encoding institutional expertise
    41:17 LLMs as commoditized infrastructure: where value pools
    45:56 DeepSeek V4 drops mid-episode: $3.48 vs. Claude's $25
    50:13 AI in financial markets: arbitrage, meme stocks, and ASI
    56:58 China blocks Metas acquisition, OpenAI-Microsoft deal redux
    58:41 AGI definitions and who wins the US vs. China model race
    01:02:13 US open source embarrassment and the talent war
    01:05:23 OpenAI's spend vs. revenue: risk of ruin or name of the game?
    01:09:14 Apple's new CEO, M-series compute flood, and space data centers
    01:12:08 P-doom scores and final thoughts

    Subscribe to This Week in AI on Apple: https://thisweekinai.ai/apple
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    Follow Jason:
    X: https://twitter.com/Jason
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    Check out all our partner offers: https://partners.launch.co/
  • This Week in AI

    Aravind Srinivas & Edwin Chen: The $1B Bootstrap, Apple's AI Edge, and Benchmarks | TWiAI E10

    2026/04/23 | 1h 19 mins.
    This week we sat down with Aravind Srinivas and Edwin Chen. Aravind is the co-founder and CEO of Perplexity, whose revenue has grown from $100M to $500M on the back of Perplexity Computer. Edwin is the co-founder and CEO of Surge AI, the data training company teaching frontier models how to think, which quietly bootstrapped past $1B in revenue without ever raising a dollar.

    This Week In AI is made possible by:
    PayPal Open - One Platform for all Business: https://paypalopen.com/

    Timestamps:
    00:00 Cold open
    01:00 Welcome & intro to Aravind Srinivas and Edwin Chen
    02:40 Why Perplexity Comet and Perplexity Max are taking off
    05:25 Edwin on Surge AI and why "data labeling" is the wrong term
    10:47 Tim Cook steps down — what Apple's new CEO should do
    13:56 Owning your agent loops: why Apple wins
    21:20 "The iPhone is not getting disrupted by AI at all"
    23:09 $242B raised in Q1 2026 and the late-stage capital flood
    23:55 Edwin on bootstrapping Surge past $1B without raising
    25:09 The ChatGPT "one weird trick" story and clickbait models
    30:58 Claude Code as a loss leader to dominate token collection
    33:30 Are we in the endgame for coding?
    35:35 Autocomplete to auto-diff to auto-outcomes
    38:54 The death of the no-code movement
    41:34 30% headcount growth, 5x revenue, the efficiency playbook
    45:41 AI in Hollywood, Gal Gadot, and $70M movies that should cost $200M
    50:29 "People don't buy models, they buy products"
    57:20 Specialization vs commoditization — what actually accrues value58:00 "LM Arena is a cancer on AI"
    63:34 Perplexity's heuristics for measuring user intent65:41 Model Council, Jensen Huang, and orchestrating frontier models
    71:23 Most impressive AI experiences — WhisperFlow, Grok on X, Claude Design, and WHOOP
    78:29 Hiring at Surge AI and Perplexity
    Subscribe to This Week in AI on Apple:https://thisweekinai.ai/apple
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    Follow Jason:
    X: @jason
    LinkedIn: /jasoncalacanis

    Check out all our partner offers:
    https://partners.launch.co/
    Links Mentioned on the Show:
    Perplexity: https://perplexity.ai/
    Surge AI: https://surge.ai/
    Perplexity Comet: https://comet.perplexity.ai/
    Perplexity Max: https://perplexity.ai/max
    Claude Code: https://claude.com/product/claude-code
    Claude Design: https://claude.com/claude-design
    OpenAI Codex: https://openai.com/codex
    GitHub Copilot: https://github.com/features/copilot
    Cursor: https://cursor.com/
    LM Arena: https://lmarena.ai/
    Kimi K2: https://www.kimi.com/
    DeepSeek: https://www.deepseek.com/
    Apple Silicon: https://www.apple.com/mac/m4/
    WhisperFlow: https://wisprflow.ai/
    WHOOP: https://www.whoop.com/
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About This Week in AI
An experts-only AI podcast: Think the 'All In' podcast for AI. Jason + 3 CEO-level experts breaking down the news & trends.
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