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Mar 2024
1h 9m

Ask Jason LIVE!: Unpacking Startup Strat...

Jason Calacanis
About this episode

This Week in Startups is brought to you by…

Squarespace. Turn your idea into a new website! Go to https://www.Squarespace.com/twist for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain.

OpenPhone. Create business phone numbers for you and your team that work through an app on your smartphone or desktop. TWiST listeners can get an extra 20% off any plan for your first 6 months at http://www.openphone.com/twist

Eppo. Experimentation is how generation-defining companies win. Accelerate your experimentation velocity with Eppo. Visit http://www.geteppo.com/twist

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Todays show:

Jason kicks off Ask Jason live! Six live guests ask questions on key topics, including prioritizing multiple founders (13:28), advice around moat for a startup (52:42), and whether not focusing on AI in a pitch will affect investment chances (1:02:38).

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Timestamps:

(0:00) Jason kicks off another Ask Jason with 6 live guests!

(1:13) Sean asks about investment firms changing how they invest early on.

(11:42) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/twist

(13:28) Pierson of jellypod asks about prioritizing multiple founders for investments or accelerators

(22:54) OpenPhone - Get 20% off your first six months at http://www.openphone.com/twist

(24:47) Ann asks if they should raise venture capital to grow faster even though it means giving up some company ownership.

(32:01) Eppo. Accelerate your experimentation velocity with Eppo. Visit http://www.geteppo.com/twist

(39:56) Francis asks how to strike a balance between skepticism and enthusiasm when evaluating a company for investment, given that it's impossible to invest in every company.

(52:42) Hosum asks if explaining their startup's moat as current execution and future benefits after reaching product-market fit is enough to convince investors.

(1:02:38) Thom asks if not highlighting AI in our funding pitch will hurt our chances of getting investment.

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Send us your questions for the next episode of Ask Jason LIVE! http://www.thisweekinstartups.com/askjason

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Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

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Follow Jason:

X: https://twitter.com/Jason

LinkedIn: https://www.linkedin.com/in/jasoncalacanis

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Thank you to our partners:

(11:42) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/twist

(22:54) OpenPhone - Get 20% off your first six months at http://www.openphone.com/twist

(32:01) Eppo. Accelerate your experimentation velocity with Eppo. Visit http://www.geteppo.com/twist

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Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland

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Check out Jason’s suite of newsletters: https://substack.com/@calacanis

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Follow TWiST:

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Twitter: https://twitter.com/TWiStartups

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TikTok: https://www.tiktok.com/@thisweekinstartups

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Subscribe to the Founder University Podcast: https://www.founder.university/podcast

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