AI Rebuilt Every YC W26 Startup. Should Founders Be Scared? | E2271

This Week In Startups is made possible by: Deel - https://deel.com/twist Grasshopper Bank - https://grasshopper.bank/twist Render - https://render.com/twist Plaud - https://Plaud.ai/twist An AI “holding company” rebuilt dozens of YC Winter ‘26 startups in one weekend. Now we’re bringing the founder responsible into Jason’s Courtroom to defend himself. PLUS a live demo of Boardy, the AI that acts like a virtual board member and makes crucial introductions. Find out why he gets to have so much agency, how creator Andrew D’Souza used him to raise his own $17 million round, and how this company ever plans to actually make money. Plus Jason celebrates Apple’s 50th anniversary with a fiery rant about milking the ghost of Steve Jobs… Why OpenAI is acquiring a tech podcast… Jason’s favorite weighted vest for rucking… AND Lon’s Off Duty weekend streaming picks. Guests: Marik Hazan: https://x.com/MarikHazan Feltsense: https://feltsense.com/ Andrew D’Souza: https://x.com/andrewdsouza Boardy: https://www.boardy.ai/ Related Links The Syndicate: https://thesyndicate.com/ The All-In Podcast: https://allin.com/ This Week in Tech: https://twit.tv/shows/this-week-in-tech Y Combinator W26 batch directory: https://www.ycombinator.com/companies?batch=Winter+2026 Polsia: https://polsia.com/ Medvi: https://home.medvi.org/ NYT Medvi profile: https://www.nytimes.com/2026/04/02/technology/ai-billion-dollar-company-medvi.html TBPN: https://www.tbpn.com/ TBPN acquired by OpenAI: https://www.cnbc.com/2026/04/02/openai-acquires-tech-podcast-tbpn.html Creandum: https://creandum.com/ Vast Space: https://www.vastspace.com/ Zipline: https://www.zipline.com/ Apple: 50 Years of Thinking Different: https://www.apple.com/50-years-of-thinking-different/ Don Valentine’s 1977 Apple Memo: https://x.com/sequoia/status/2039434032132575544 Timestamps: 0:00 Jason's direction for TWiST and thoughts on legacy media 4:51 Marik of Feltsense joins the show 5:30 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off! 6:47 Marik's viral YC replicator stunt 9:00 Deel - Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, get visas handled fast, and get back to building. Visit https://deel.com/twist to learn more. 19:53 Grasshopper bank - Time is money. Don't waste either. Go to https://grasshopper.bank/twist and get an exclusive $500 cash bonus just for opening an account. 21:10 Feltsense founder goes on trial! 25:03 Jason dunks on Bank of America's app 27:36 TBPN acquired by OpenAI 29:05 The All In Podcast is worth $1B! 29:27 Render - Find out why 5 million developers are already using the all-in-one cloud platform, Render. Go to https://render.com/twist and apply for the Render Startup Program to get $500-$100,000 in free credits, depending on your stage and backers. 32:39 Andrew D'Souza joins the show along with his agent, Boardy! 42:54 So how does Boardy make money? 48:09 Lon is becoming more and more "AI-pilled" 50:18 Tactical/ practical: "If we have data, let's look at data. If all we have are opinions, let's go with mine." -Jim Barskdale, former CEO of Netscape 1:00:37 Tactical/ practical: hire a PR firm to report on your competitors' wrong doings. 1:02:35 Jason calls out Apple for being DISGRAZIAD! 1:14:22 Off Duty with Lon and J-Cal 1:14:46 Lon's TV pick of the week: "Something Very Bad is Going to Happen https://www.youtube.com/watch?v=vMc_pWm7G7o 1:16:48 Jason recommendations a weighted vest 1:19:29 Become an Angel Investor at https://thesyndicate.com/ Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com Check out the TWIST500: https://www.twist500.com Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp Follow Lon: X: https://x.com/lons Follow Alex: X: https://x.com/alex LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm Follow Jason: X: https://twitter.com/Jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis Check out all our partner offers: https://partners.launch.co/ Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland Check out Jason’s suite of newsletters: https://substack.com/@calacanis Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com

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