Inside The Startup Building Uncensored AI (Abliteration AI) | EP 2345

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1. 

   10 Oct 2026 · 1 hr 25 minNew

   Jason Reacts To Japanese Founder Pitches + Fireside Chat With Yuki Shirato

   This Week In Startups is made possible by: Lightfield: https://lightfield.app/ Rippling: https://Rippling.ai/twist Upwork: http://upwork.com Today’s show: AssetHub built an AI agent that recreates licensed characters in 3D while respecting copyright rules... But Jason says he needs to think BIGGER. 11 founders pitched their companies to Jason and Yuki Shirato of Techstars Tokyo at our Osaka event this week, and neither investor held back. Find out why Jason says Seekr feels more like a vitamin than a painkiller, and needs to ditch the press mentions from their deck. Plus, a vital lesson for…

2. 

   8 Oct 2026 · 1 hr 19 min

   What VCs Really Think About Personal AI Agents | E2347

   This Week In Startups is made possible by: Plaud: http://Plaud.ai/twist Odoo: http://Odoo.com/twist Northwest Registered Agent: http://www.northwestregisteredagent.com/twistdomain Quo: https://www.quo.com/perks/twist Today’s show: A personal AI agent that’s still invite-only just hit a $10 billion valuation. Guest host Deedy Das of Menlo Ventures is joined by Kanu Gulati of Khosla Ventures, Chris Farmer of SignalFire, and Sheel Mohnot of Better Tomorrow Ventures to debate whether Instinct can beat Meta’s Muse, what they actually use their own agents for, and what breaks when everyone’s agent…

3. 

   7 Oct 2026 · 1 hr 11 min

   Jason Mentors The Next Generation + Why AI Is Bad at Teaching (Aristotle Interview) | E2346

   This Week In Startups is made possible by: Vanta: https://www.vanta.com/twist DigitalOcean: https://do.co/twist Sentry: http://sentry.io/twist Plaud: http://Plaud.ai/twist Today’s show: The smarter AI gets, the more it just does the work for you, and the less helpful it becomes as a tutor. Shan Reddy of Aristotle joins Jason to demo a voice-first tutor built to run a session the way a $200-an-hour human tutor would. We also dive into why frontier models are trained to hand you answers rather than build real understanding. PLUS, in Ask Jason, an incoming Fordham student (Jason’s alma mater!)…

4. 

   1 Oct 2026 · 1 hr 18 min

   Justin Kan & Brian Chesky: The Rejections That Built Twitch and Airbnb | E2344

   This Week In Startups is made possible by: Plaud: http://Plaud.ai/twist CLA: https://claconnect.com/tech Sentry: http://sentry.io/twist Lightfield: http://sentry.io/twist Today’s show: Google once interviewed the entire Justin.tv (now Twitch) team and then walked away from an acquisition deal, saying they weren’t good enough. Seven investors passed on buying 10% of Airbnb for $150,000, a stake pegged at roughly $9.25 billion today. Lon Harris and Alex Wilhelm revisit classic TWiST interviews with Justin Kan of Twitch and Brian Chesky of Airbnb to find out what those founders understood that…

5. 

   28 Sep 2026 · 41 min

   Jason’s Put a $5K Bounty on His Dream Chrome Extension | E2338

   This Week In Startups is made possible by: Every.io: http://every.io/ Northwest Registered Agent: www.northwestregisteredagent.com/twistdomain Sentry: http://sentry.io/twist Today’s show: A product that would have cost $500,000 to build in 2006 now costs less than a used car. Jason put up $5,000 on an idea he'd been sitting on for 20 years, and so far, we’ve received dozens of amazing submissions from vibecode experts. See how well the Top 3 demos fare, and which app was so good, Jason’s already thinking about spinning it off into a startup. PLUS, an unhoused founder calls in asking how to…

6. 

   28 Sep 2026 · 50 min

   The 5 Companies Apple Must Buy

   This Week In Startups is made possible by: PayPal - https://paypal.com/business Northwest Registered Agent - https://www.northwestregisteredagent.com/twistdomain Odoo - https://Odoo.com/twist Today’s show: Timestamps: 0:00 Will Ternus take "massively big swings"? 3:43 Round 1: ElevenLabs 4:46 Round 1: Disney 6:18 Round 2: Sony 8:22 Round 2: Boston Dynamics 9:23 Round 3: Perplexity 10:02 AD: PayPal is built for all business. Get started at https://paypal.com/business 11:52 Round 3: DigitalOcean 13:02 More picks: Etched 14:30 More picks: Lucid 15:58 More picks: Superhuman 16:48 More picks:…

7. 

   25 Sep 2026 · 1 hr 26 min

   A rogue OpenAI agent hacked Australia’s government. Does this matter? | E2342

   This Week In Startups is made possible by: https://lightfield.app/ http://getpaper.ai/twist https://conservationfund.org/ http://Plaud.ai/twist https://www.athena.com/jcal Today’s show: An OpenAI agent breached Australia's Medicare statistics portal in June, and it took 84 days for the Frontier Lab to publicly acknowledge it. Jason and Lon dig into whether this is an important cautionary tale about alignment, or if PM Anthony Albanese looking to join the AI conversation. Then Bryant Chou of Ploy joins to explain skipping pre-seed and seed entirely to raise $27M, and why he’s taking his time…

8. 

   23 Sep 2026 · 1 hr 27 min

   VCs Would Bet on Open-Source AI Over OpenAI and Anthropic | E2341

   This Week In Startups is made possible by: Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain Odoo: http://Odoo.com/twist Rippling: http://Rippling.ai/twist Plaud: http://Plaud.ai/twist Harmonic: http://harmonic.ai/ Today’s show: Anthropic and OpenAI released cheaper models on the same day with Claude Opus 5.5 and GPT-6, and these VCs would still bet on open source. Jason brings on Dave McClure of Practical Venture Capital, Jeff Clavier of Uncork Capital, and Jenny Fielding of Everywhere Ventures to discuss the argument for open-weight models over the frontier…