This Week in Startups
This Week in Startups
Jason Calacanis
How to Raise a Seed Round in 2026: Ask Jason | E2294
57 minutes Posted May 29, 2026 at 7:49 pm.
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The ultimate seed round funnel
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Competing against frontier labs
What signals real investor-founder alignment?
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Museum Etiquette with Lon Harris
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Show notes
This Week In Startups is made possible by:
Grasshopper Bank https://grasshopper.bank/twistLinkedIn Jobs https://LinkedIn.com/twistNorthwest Registered Agent https://northwestregisteredagent.com/twist
Today's show:
Jason breaks down the real math behind raising a seed round. Here's the funnel: contact 150 firms, get 50 first meetings, convert 2o into second meetings, and close 2 term sheets.
PLUS Jason responds to viewer questions about why hardware is no longer a dirty word for investors, how to differentiate your startup from frontier-model companies like OpenAI, even when they're in your niche. Plus a pitch for "Founder Community College," and anecdotes from Lon's European odyssey.
Thanks for the Questions:
Richard Corral: CEO of Quanto: https://quanto.co/
ØnProtons on X: https://x.com/0nProtons
SergeDawg on X: https://x.com/sergedawg
Mahika Golani
Peridot: https://www.tryperidot.com/
Shawn Sully on X: https://x.com/aroogle
Programs and Accelerators Mentioned:
Y Combinator: https://www.ycombinator.com/
Techstars: https://www.techstars.com/
Antler: https://www.antler.co/
PearX: https://pear.vc/pearx/
Sequoia ARC: https://www.sequoiacap.com/arc/
Kauffman Fellows: https://www.kauffmanfellows.org/
Companies and Startups Referenced:
Whoop: https://www.whoop.com/
Knightscope: https://knightscope.com/
Eight Sleep: https://www.eightsleep.com/
Cafe X: https://www.cafexapp.com/
Media Referenced:
New Yorker Sam Altman profile: https://www.newyorker.com/magazine/2026/04/13/sam-altman-may-control-our-future-can-he-be-trusted
Off-Duty Recommendations
Terra Kaffe Demi compact automatic espresso machine: https://www.terrakaffe.com/products/tk-demi
Osteria Pastella (Florence, Italy): https://www.osteriapastella.it/
Timestamps:
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Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
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