Ask Jason LIVE!: Unpacking Startup Strategies with Real-Time Q&A | E1921
This Week in Startups
Jason Calacanis
4.2 • 1.4K Ratings
🗓️ 27 March 2024
⏱️ 70 minutes
🧾️ Download transcript
Summary
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:
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:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
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Subscribe to the Founder University Podcast: https://www.founder.university/podcast
Transcript
Click on a timestamp to play from that location
| 0:00.0 | All right, everybody, welcome back to this week in startups. |
| 0:02.5 | We're doing a live Q&A. |
| 0:04.8 | Not easy to do this, but we're figuring it out. |
| 0:07.4 | Before these shows, you can always submit |
| 0:09.6 | that you want to be on live at this week in Startups. |
| 0:11.8 | com slash Ask Jason. So if you have the questions, you want to be on live at this week in startups. com slash Ask Jason. |
| 0:13.5 | So if you have the questions, you want to be mentored, |
| 0:15.6 | you have questions about your startup, fundraising, life |
| 0:18.3 | in general, technology, etc. |
| 0:20.6 | We want to make this interactive. |
| 0:21.7 | So we don't want you to just submit your question. |
| 0:23.4 | We want you to come live on the air. |
| 0:25.4 | This week in startups is brought to you by Square Space. |
| 0:30.4 | Turn your idea into a new website. |
| 0:32.8 | Go to Squarespace.com slash Twist for a free trial. |
| 0:36.8 | When you're ready to launch, use offer code Twist |
| 0:40.0 | to save 10% off your first purchase of a website or domain. |
| 0:44.8 | Open Phone. |
| 0:46.0 | Create business phone numbers for you and your team that work through an app on your |
| 0:50.5 | smartphone or desktop. |
| 0:52.2 | Twist listeners can get an extra 20% off any plan for your first six months |
| 0:57.0 | at openphone.com slash twist. |
... |
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